Creating Confidence with Heather Monahan - Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar
Episode Date: July 1, 2025Looking to build a thriving business without losing yourself? In this episode, Alli Webb, founder of Drybar and Squeeze, shares how she turned a simple idea into a $100 million brand with 135 stores n...ationwide. She opens up about rebuilding confidence and balance during a difficult divorce and shares strategies to set boundaries and show up authentically. Get ready to learn how to grow your business while navigating life’s toughest challenges. In This Episode You Will Learn How childhood shapes your entrepreneurial grit. The risk and hustle behind launching a business during a recession. What it’s really like to scale a business to 135 stores. Ways to set boundaries and find gratitude during hard seasons. Tools to heal from burnout and heartbreak. How meditation and therapy rebuild confidence and reduce stress. Why authenticity and humor help you lead and connect. Resources + Links Visit Drybar website HERE Listen to Alli’s podcast: Raising the Bar Sign up for a one-dollar-per-month trial period at shopify.com/monahan Download the CFO’s Guide to AI and Machine Learning at NetSuite.com/MONAHAN. Want to do more and spend less like Uber, 8x8, and Databricks Mosaic? Take a free test drive of OCI at oracle.com/MONAHAN. Get 10% off your first Mitopure order at timeline.com/CONFIDENCE. Get 15% off your first order when you use code CONFIDENCE15 at checkout at jennikayne.com. Call my digital clone at 201-897-2553! Visit heathermonahan.com Sign up for my mailing list: heathermonahan.com/mailing-list/ Overcome Your Villains is Available NOW! Order here: https://overcomeyourvillains.com If you haven't yet, get my first book Confidence Creator Follow Heather on Instagram & LinkedIn Alli on Instagram
Transcript
Discussion (0)
I think that's what confidence is, you know, it's like you have to, you have to just own
it and be who you are.
I'm not usually the smartest person in the room.
I might be the most hardworking and ambitious, but not usually the most, you know, I'm scrappy
and I figure things out as I go and that's just me and that's what's made me me and I
think the more that people accept whatever their strengths are and play to those versus
trying to be something you're not is really when you shine.
Oh, that's so true and so good.
Step into who you really are and stop trying to be
who everybody else is and that's when you're gonna take off.
Come on this journey with me.
Each week when you join me,
we are going to chase down our goals,
overcome adversity and set you up for a better tomorrow.
That's a no-see, guys.
I'm ready for my close-up.
Tell me, have you been enjoying these new bonus
confidence classics episodes we've been dropping
on you every week?
We've literally hundreds of episodes for you to listen to.
So these bonuses are a great way to help you find the ones
you may have already missed.
I hope you love this one as much as I do.
I'm so excited that you're here.
This week is a holiday week, and I'm not excited that you're here. This week is a holiday week and I'm not
sure how you feel about holidays. I know there's definitely mixed reviews. If you
are my son, you are the most excited person in the world because there's no
school, no getting up early, no homework and getting to play with your friends. So
he's super excited about that.
But I think it's somewhat different as we become adults
and go into the holidays.
There sometimes feels like these very high expectations
for these finite windows of time
that things should be so fantastic
and everyone's so connected and everything's so beautiful
and everyone's so grateful. And's so beautiful and everyone's so grateful.
And I definitely don't concur with that.
You know, I feel like sometimes it can feel like a lot of pressure.
There's issues around who you're spending the holiday with.
If you're being judged for that because people feel you should spend it with other people.
If you know you're in a relationship, if you're in a bad relationship,
if you like your in-laws, if you don't like your in-laws, there's all of this expectation,
judgment and pressure in some ways that can be very difficult. And I guess as an adult
now I definitely see the holidays so differently.
Of course, there is definitely something magical
about the holidays and with Thanksgiving,
celebrating gratitude and everything
that we can be so grateful for is truly a beautiful thing,
but there can be that darker side.
And I wanted to jump into that a little bit today.
And that's exactly why I am airing my interview today
with Ali
Webb because not only is she a phenomenal entrepreneur, I mean this woman's built over
a hundred million dollar empire and she's launched a brand new company, but she's also
recently divorced and she's thriving, but she wasn't thriving through it all and today
she really opens up into her personal life, how she became so successful and how
she lived through this really heartbreaking last year to two years and how she's rebounded.
And it just really hit me with the holidays that no matter who you are, you can have all
the money in the world and be so incredibly successful in your business and so happy living a passion driven,
purpose driven life and be your own boss like Allie and then find a time where things aren't
good personally. And you have that realization and struggling with that and what that struggle
is like, especially around the holidays. I feel like there's this bright spotlight on everyone
in regards to who you're with and who you're spending your time with.
And every Hallmark movie that you see is some beautiful relationship and couple so happily
married and this idea of family that looks so perfect.
However, I definitely, I don't have a perfect family
and I don't really know many people that do.
So, you know, kind of stepping into what's real
versus what's on the Hallmark channel this time of year
can be helpful so that we lower expectations on ourselves.
And also, you know, looking at the holiday
and looking at Thanksgiving and what are the roles
that we're expected to play versus really just showing up as ourself and being ourself?
What are the lanes that we were put in as children and with people that have known us
for such a long time?
We might not be spending as much time with these people day in and day out.
So it's different the lens through which they see us during this time of year because you
tend to spend time with people that you aren't spending time with regularly anymore.
And I just think it's sort of an interesting, it's an interesting time.
And I want people to know that for sure I feel pressure.
I feel like I'm letting people down that I'm not with.
I feel that, you know, some people get frustrated with me because I didn't choose
to spend time with them. But I also learned the older that I've grown that, you know,
sometimes you need to do what works for you in that moment. And feeling bad about your
choices isn't going to ensure you have a great holiday. No, it's quite the opposite feeling
good about who you are and good about listening
to your inner voice and making the choices that work for you in that moment is okay.
And you don't need to apologize for that. For a long time, I would apologize for not
flying across the country to see my family. And you know, I'm at a point in my life now
that I see other people make decisions for themselves that work for them. They don't
need to apologize to me about that. And I don't need to apologize to me about that.
And I don't need to apologize to them either.
You know, the travel situation is a major issue when you don't have family that's close
by and you know, where does the onus fall?
Who's supposed to travel where who's supposed to at the end of the day, just do what you
want to do.
And there are going to be different times where things are really stressful maybe for
you at work or, you know, in different situations with your health and travel isn't something
that you're up for.
And that's okay.
You've got to make those decisions for yourself.
And I just feel that the holidays really shine that light on, are you doing things right?
Are you truly happy?
How is your relationship? You know, all of these kind of unrealistic expectations, I guess.
And there are plenty of people out there that might be in great relationships right now, and I'm super happy for them.
But I also know that things are temporary. And, you know, whether you're thriving in your personal life right now and your business is not going so well, that's temporary.
It won't stay like that forever.
You know, so it's kind of riding that wave of life and knowing that there will be peaks
and valleys and things will change.
And you know, it's really up to us to accept ourselves for who we are and to be grateful
for what we have in this moment for whatever it is.
And that's why I'm really excited for you to hear Ali's story because she's reached
such, you know, the highest 1% in the world level of success as an entrepreneur.
Now as a Shark Tank guest, she's just incredibly successful in business.
However, she's gone through a really tough time personally, and she chooses to open up
about that.
And I think it's really important for everyone, regardless if you're married, divorced, single,
or you know, no matter what your situation is going into this holiday week, to hear how
on the outside, you know, you can be on the cover of Inc. magazine like Ali Webb and Fortune
and Forbes and you know, be touted as the top entrepreneur.
But when you're struggling personally, whether people
know it or not, life can be really hard and dark.
And if you're going through a tough time personally during the holidays, know I'm right there
with you and it's time to lower the expectations and be grateful for what we do have, embrace
those people that love us that we love,
and to focus on that good,
because what we focus on
is what we are going to attract more of.
So if we choose to focus on what we're lacking,
what we're missing, what we wish we had,
we're gonna get more of that lack and unhappiness.
And, you know, gratitude is so where it's at.
So stepping into your gratitude,
sharing your gratitude with your friends,
with your family, with your children,
it's a really powerful tool to use,
especially at the holidays when there is this pressure,
but there's always something to be grateful for.
I'm constantly so grateful for my son.
It's mind blowing.
I'm so grateful for every single one of you, for all the
DMs I get. I mean, I'm literally brought to tears, if not daily, at least on a weekly basis, by the
amazing DMs I get from you and notes. And it's just, it's so incredibly powerful. However, I do
want to share this. Conversely, you know, I received some really negative feedback today, it actually made me laugh and I'm sharing it because I don't want you to think that,
you know, yes, my work's going fantastic and I'm so happy I found this line of work and
this calling. However, it's not all roses every day. Gary V just put a video up of him
and I on YouTube and I'll tell you, I was reading through the comments, which
I like to read through the comments. I know there's going to be hater comments. I mean,
you can't reach an audience of however many million people and not have some negative
feedback. I'm very unique and I'm different. So I know I'm going to get great positive
feedback and I'm going to get really negative feedback. And I've become accustomed to that.
So that's okay. And I see it as a positive that I'm shining my light and I'm not for everybody and
that's fantastic but one of the comments in our conversation I had shared a story
with Gary of how broken the business model is in retail and some retail
stores you know old-school big-box retailers and I was talking about
Saks Fifth Avenue and how,
you know, they're, everyone's buying things online and I had gone in the store to return something.
And anyways, it was a really broken model where the salesperson was chasing me
out of the store, asking me to try when I, next time I purchase online to try
entering his code so that he could get paid.
It was very awkward.
The guy didn't have training.
You know, there was clearly no direction from the, from SACS to instruct people how to manage
to get people to use your code.
You know, how could we incentivize clients to do that?
How could we make it helpful for them?
Why would it add value to them?
You know, you could tell none of these discussions had occurred from a business standpoint.
And I had just mentioned it in context with Gary about how business models need to innovate and disrupt and
how so many are not, and now they're paying the price.
It was not a huge part of the conversation.
Anyway, someone happened to latch onto that comment, called me the B word and
said that I've clearly never worked for anything in my life and that I don't know
what it's like to be a salesperson
trying to hustle, which that's hilarious
because all I've ever done is work for everything
in my life and I've been a salesperson my entire life.
So it was kind of funny.
Anyway, I'm just letting you know that while there is
so much good in my work and positive comments I get,
yes, I get some really nasty ones too, attacking ones,
people swearing
at me. So here's the thing, we're not going to make everybody happy. And as you walk into
Thanksgiving week, I want you to know you are not alone, but just show up as you lower
the expectations, know that I'm sure we're going to get some negative feedback. But at
the end of the day, our job is to set boundaries, you know, be grateful for the opportunities
that we do have, be grateful for what we are standing in and who we're with, and to focus on the
things that we want more of because when we make that choice, life will inevitably get
better.
And I'll tell you, I'm so excited for you to hear this interview with Allie because
if, like I said, if you are alone, if you're in a relationship that's not going great right
now, or if you're really feeling a lot of pressure going into this holiday week for what other
people might expect of you, I think you're going to feel so much better after hearing
from someone so incredibly successful how hard the road has been for her lately and
how she's managed to turn it around and how she believes anyone can because she's seen
it firsthand, which, you know, again,
it just reminds us you are not alone.
So that was really important to me this week
with Thanksgiving here.
So I hope everyone's gonna have a fantastic Thanksgiving.
Hang tight, I'll be right back.
Meet a different guest each week.
Time to change!
Confidence created.
I'm so excited to introduce you to Allie Webb.
She's an entrepreneur, New York Times bestselling author, I'm blown away by that, founder of
Drybar and co-founder of the new Squeeze.
She's been named the 100 most creative people in business by Fast Company, featured on Fortune
magazine's 40 under 40 list.
Marie Claire's most fascinating women, that's really impressive.
The 100 women building America's most fascinating women, that's really impressive, the 100 women building
America's most innovation and ambitious businesses.
Webb is currently the host of Raising the Bar, a podcast she launched with her brother
and business partner.
The weekly show provides a platform for budding entrepreneurs.
In 2018, Webb appeared on season 10 of ABC's Emmy nominated hit show Shark Tank as a guest
shark.
Recently, Webb opened the doors to her next business,
Squeeze, an innovative massage concept
that lets you book and pay online,
the latest extension of her expanding empire.
She currently resides in Los Angeles with her two boys.
Welcome to the show.
Thank you so much.
I'm so excited for you to be here.
So Allie, for people that don't know you,
if they've been living under a rock for the last decade, can you give us a little background into the beginnings of
your entrepreneurial journey?
Well, man, I mean, I grew up in an entrepreneurial environment. My parents had their own business,
you know, as early as I can remember. So I think it was just kind of embedded in me that
entrepreneurial spirit from the time I was a little girl.
You know, I grew up like sweeping the floors and my parents' clothing stores, that's what
they had in South Florida.
And, you know, both my parents were entrepreneurs.
So I just always, I think I always just, well, I always treated every job I ever had before
I started my own businesses as like it was my own.
Like I was the owner of whatever job I was working at, which always
kind of annoyed my coworkers because I was very ambitious.
But I think it was probably, you know, such a gift and a blessing from my parents because
our best employees and the people that get hired and the people that stand out to us
are the ones that treat it like it's their own.
And that's, you know, in my humble opinion, should be how everybody approaches any job
ever, no matter what it is. And so for me, that's really in my humble opinion, should be how everybody approaches any job ever, no
matter what it is.
And so for me, that's really how it all started.
I was just, you know, grew up in that environment, have it in my blood, and you know, can't imagine
not being an entrepreneur, really.
That's so funny to me, having come up through corporate America, the antithesis.
So it's so interesting to me to meet people that had this desire and confidence and passion
from the beginning to bet on yourself.
I'm just very impressed by that.
Thank you.
Yeah.
I mean, I think when it's all you know, it's all you know.
It's all you do.
I mean, and interestingly enough, a lot of people around me who didn't grow up in that
environment just don't have that same mentality.
Some do, some don't, but it is kind of just a way of life for me.
So where did Dry Bar come from?
Well, I have naturally curly hair and growing up in South Florida, my hair was like ridiculously
crazy and frizzy and I just was so obsessed with trying to get it straight and I hated
it curly.
I didn't, I couldn't really articulate it, I don't think back then, but I didn't feel
really put together and when my hair was blown straight, whether I would like convince my
mom who was not a hairstylist, to do it,
or once I started working as a receptionist
in the local hair salon and they would blow out my hair,
I was like, oh my God, this is the greatest thing ever.
And I loved the transformation that happened
and how I felt when my hair was blown out.
And this is when I was really young.
And so, fast forward to after high school
and trying to figure out what I was gonna do with my life,
and all my friends had their you know, had their majors and
knew what they wanted to do and were going to college and I was like, oh shit, I don't
know what I want to do.
And, you know, at that point I thought I wanted to work in fashion so I moved to New York
City and worked in fashion for a little while.
And then my brother Michael Landau, who's my current business partner in Dry Bar and
Squeeze, him and I were both working for Nicole Miller, who was a big designer 20 years ago
in New York. And then we moved back to South Florida, opened
up a couple of Nicole Miller boutiques together. And here I was like having this career running
to retail operations between Miami and Boca Raton. And I was not happy and it was not
what I wanted to do. And my brother and I were fighting like cats and dogs. It was just
a mess. And that was, I must have been all of 21 then.
And I was like, this is not it.
This is not what I'm going to do the rest of my life.
And I decided at that point to go to beauty school, which, you know, against my parents,
like better judgment.
And, you know, my brother really was the only one who thought like, this is a good idea
for you.
Like you love hair.
You know, I spent hundreds of hours in my bathroom as a kid trying to figure out how to get my own hair straight which I couldn't figure
out until I went to beauty school and started working in the industry. And he was like,
this is, you're great with people, like you love hair, it's perfect. You know and I was
like yeah, it's perfect. And so I went to beauty school, fell in love with it instantly.
The second I walked in the door I was like these are my people, this is where I'm supposed
to be. And I loved beauty school.
And while I was at beauty school, I worked at a hair salon of a friend of mine's dad
owned and John Peters, who really taught me everything I knew about hair.
And he was the owner of the salon and I was his assistant.
So not only did I learn hair from him and he was an amazing, talented stylist, but I
also learned the business side of it, which I didn't mean to learn.
I just, I just was always around him. So I was hearing everything that was going on learned the business side of it which I didn't mean to learn I just I just was always around him so I was hearing everything that was
going on with the business constantly so that was an education that I didn't know
I was getting similar to the education I didn't know I was getting from working
at my parents place as a kid so you know all of these things have really made me
who I am and I moved to New York City I worked in hair salons there and I
actually like you know true just true 20-something.
I also then decided to stop working in hair and ended up in PR for a little while.
I was jumping around, and I was kind of following, you know, where like the wind took me, kind
of.
And I've always just had that kind of free-spirited way about me.
And I met my now ex-husband when I lived in New York City.
We moved from New York to LA.
I had two kids and
Thought I was gonna be a stay-at-home mom forever. And so I was like
Well because I should back up because I you know
I had was like working on my career and doing hair and doing all these things
But I really had this desire to have kids
I was like really since I can remember and so, you know when I met cam and we moved know, from New York to LA, I was like, okay, let's like start a family. And so we
had two boys and I loved being a stay-at-home mom and I thought that was
gonna be it for me. Like I was gonna stay home with my kids and I felt so
lucky that I didn't have to work anymore because I'd been working since I was 16
and now I was like, you know, 30 and I felt like, cool, like I'm just gonna like
kick it with my kids and this is gonna be the greatest life ever. and I felt like, cool, I'm just going to kick it with my kids and this is
going to be the greatest life ever.
And I felt so incredibly lucky and Cam was a creative director on an advertising agency.
He had a great job.
It was like life was great and I loved doing that.
And then I had my first son when I was 30 and then I had my second son a couple years
later and I was a stay-at-home mom and I was like living my life at parks and with my friends and mommy groups and all of that and all of
a sudden kind of out of nowhere it hit me like this is not enough and I needed to do
something for myself again and I needed to like use my brain and that ambition and everything
that I had kind of came bubbling up to the surface and I was like well shit what am I
going to do now and so you know actually my best friend and I was like, well, shit, what am I going to do now? And so, you know, actually my best friend and I started like this little party planning
business because she was really good at that and then I realized this is not going to do
it for me.
And because I had all these years in doing hair and I loved styling hair as you can imagine
based on, you know, trying to figure out blowouts in my whole life and when I would do a haircut
in a salon, I loved getting to the blowout because that's when it really came to life when you saw the client get really
excited and happy and so I was like why don't I just you know as a way to like be able to
still be with my kids and do something for myself I decided to start a little mobile
blow-dry business where I basically was like running around LA blow-drying all my mommy
friends when their babies were sleeping I posted something on like a local mommy group that moms would come to you, like, where's
the best stroller?
What do you do if your kid has this?
And I put something on there.
It hit 5,000 moms in LA.
It was a Yahoo group, which was not a thing anymore, but 10 years ago or 12 years ago
it was.
And so I said, I'm a local stay a local like stay at home mom and I'm
thinking of starting a mobile blow-dry business where I charge like I don't know 35 or $40
to come to your house for a blow-dry. I know it wasn't really about making money. Obviously
it was more about like getting out of the house, getting away from the kids for a couple
hours and doing something for myself. That was very gratifying and satisfying. And so
Cameron, my ex made me a little website. I named the business Straight at Home.
And I was off and I started posting it kind of all over town and I started getting calls
left and right.
And it was really my first marketing lesson because Cam said to me, if you make the website
cute people will call you.
And he was right.
And the website was super, super cute, very simple, very clean.
And people started calling me and I got flooded.
I was so busy, so fast and I loved it
because I was getting out of the house,
I was talking to adults,
I was making a little bit of extra cash,
which I'm sure I didn't actually make any money
between gas and running around LA,
but it was exactly what I needed at the time.
It gave me a little bit of freedom
and it got me out of the house and so it was perfect.
But what I couldn't have known at that time
was that what I realized was when I wasn't able
to go to my clients, which was starting to happen more and more because I was only one person,
I'd say to them, what do you do when I can't come to your house?
And they're like, well, either begrudgingly go to either the Fantastic Sam's, a local
chain and get a blowout.
And it's like sitting next to a kid getting a haircut.
It's like the lighting is bad.
There's variable pricing.
It just kind of sucks.
Or I go to a full service salon where I'm overpaying, like up close to a hundred bucks
for a blowout, which that is not sustainable.
So I was like, huh, there's something missing here.
And that's when I started talking to my brother and Cam about turning my mobile business into
a brick and mortar.
And it was also in 2010, so it was in the middle of a recession, and everyone thought I was crazy.
How do you sustain this business?
And I wanted it to be really inexpensive,
because I wanted it to be the kind of thing that women
would do frequently, not just for a special occasion.
And really nothing like it existed.
I mean, it did not exist now.
They're kind of all over the place,
but it wasn't like that back then.
And it was really risky.
And anyways, my brother saw the success I was having in my mobile business and Cam had said,
I always notice, he's like, you get your nails done once a week and I rarely notice that
when you get your hair blown out, it's the first thing I notice.
So he was like, I think this is a great idea.
Michael thought it was a great idea.
And off we went to start building this.
And my brother had a good friend who was an architect, Josh
Heitler, who had worked on some projects that Michael had been
working on.
And he was like, my little sister
has this idea for a hair salon that just does blowouts.
Would you be interested in helping us design this?
And he was.
And there's so many different, I can go on for hours,
about all the little things that we did in the beginning.
But there's Josh and Cam and me and Michael.
We all had such different skill sets and brought such different things to the table, but it
was this perfect storm.
It was like we'd captured lightning a bottle with all our different expertise in different
areas.
So we opened the first store in 2010, February 2010, and it was like ridiculous.
I mean, women were like lining up.
It was so crazy how it just struck a chord instantly with women.
And they, you know, we were, we were busy and full from like the first day and yeah,
the rest is kind of history.
You know, it's so important that you mentioned when you have that moment where you see,
and I like that you call that lightning in a bottle, I've had those moments in my life, so many people will see that experience
and feel that.
I know that people are understanding this right now, but then for whatever reason, crawl
back to what you're doing.
Well, it's scary.
You know, I mean, you're right, I hear that all the time.
And I think that so many entrepreneurs or want to be entrepreneurs, you know, get this
like there's too much I don't know to do this.
I have this idea, but I don't know what to do, and I don't know this, and I don't know
that.
And I mean, there were way more things I didn't know about this business than I did when we
started.
And the sheer, the amount of phone calls that you have to make, and the amount of research
you have to do, and all the things, there's a million things, truly a million things that
... And they were all kind of question marks for me.
And it's just like you kind of just keep going and you keep trudging through and figuring
it out as you go.
And that's I think you have to have a certain like thick skin to do that to be okay with
that the unknown and walking into something that may not work.
And I mean, that was certainly something that we face.
Like there was a very good chance this wasn't going to work.
And I think for me, it was like, well, if it doesn't work, my brother will lose money.
We put our life savings into this business, which wasn't a lot of money, but it was all we had,
you know, because we so wholeheartedly believed in it.
But there was a chance it wouldn't work and there was a chance we were all going to lose our money.
And that would have sucked. But nobody would have died.
And that's kind of how I always thought about it.
Like, we will we will go on. We will do something else.
We were figured out. we were all really smart,
capable people.
You know, it's like, I think I have a very high
like threshold for risk.
And I believe in like no risk, no reward,
and you have to just put it out there.
And you know, I don't know where that comes from,
but it's definitely in me.
And I think that was really helped inform,
you know, what we did.
And I think I thought,
we weren't thinking
on a very big scale.
I really thought it would work on a very small scale.
I thought, I had enough women who were loving
what I was doing at the price I was doing it at.
So with Dry Bars, it's like, well,
I believe at least one store would work.
I mean, LA is a really big place with millions of women.
Like surely one location would work.
And at that time, that's really all it was.
And I was gonna pick up my kids from school and run this shop during the day and like it'd location would work. And at that time, that's really all it was. And I was gonna pick up my kids from school
and run this shop during the day
and like it'd be my little livelihood.
And that's really like, that was the dream
in the very early days.
You know, we had no idea how well received it would be
and that it would turn into the phenomenon that it has.
And how many stores are there now?
There's 135.
Unbelievable to know that it started with that one
and that you thought that was probably just it.
They all did.
There was never some big picture plan for this.
No, there was not a business plan.
Michael, my brother, he had a real estate marketing company
at the time.
Cam was a creative director at a big advertising agency.
He was like, let's see what happens.
And then the fact that I remember know, I remember so well calling Mike
Well, I mean it's just so bananas and it was so bananas in the beginning. I didn't take a day off for six months
I was there seven days a week
Mostly because I wanted to be and I was afraid to like leave it in the hands of anybody else because it was just so
Intoxicated what we had done
But I remember calling Mike on being like we have got to get a second location like, you know
We were kind of like that cool nightclub that nobody could get into it
Which is like not what you want to be in a business.
And so we, you know, we opened our second location in Studio City and then West Hollywood
and Palisades and then Fashion Island, Orange County.
Each time you did that, was it just as scary again?
Is this thing still going to be lightning in a bottle or no?
It was so scary.
I would say up until like, like 50 something stores.
I bet.
Because, you know, Michael always like, it was this kind of joke with us that he was like,
well, we have to continue to prove the concept.
Because it worked in LA, and then in some places in LA.
And then it was like our second city outside of LA
was Dallas, which obviously it works in Dallas.
But it wasn't obvious then.
And it was like every new city that we opened up in,
it was like, does it work here?
Does it work here?
Does it work here? Does it work here?
And it was like, I kept saying to Michael, like, have we proven the concept?
Have we proven the concept?
Because in my mind, we proved the concept with the first store.
I was like, where there are women with hair, Drybar will work.
And for the most part, that's true.
I mean, what we have learned is like, there's a certain demo and we need a lot of women
in a small area.
You know, it's like sometimes when we've talked about opening in like beach cities,
it's like half our demo is the ocean.
So it doesn't work simply by the fact that there's just not enough women living close enough
because we do need to do a certain amount of volume every day for the concept to work.
So, you know, we've learned and we figured all that stuff out.
But yeah, I mean, it was like a pretty, pretty crazy, like, who knew?
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had this amazing lightning in the bottle idea, pursued it and it exploded, but life hasn't
been perfect for you.
No, no.
I mean, it's been so intoxicating growing this business over the last 10 years and we have
just been on this like rocket ship is what it felt like and just thing after thing, store
after store, launching a product line.
We have a product line in Sephora, Ulta, Nordstrom, over 3,000 points of distribution.
The product line has been hugely successful.
That was like a business within a business.
You know, it's just like thing after thing after thing after thing for 10 years.
And I would say about, you know, we've raised over $75 million.
Like, it's just been a really crazy, you know, road.
And I've learned, I mean, for someone who didn't go to college, I certainly have an
MBA in business now because of what I've learned.
And so it was just like, you know, one thing after another kept coming and coming and coming
and it was so exciting and thrilling and raising two little kids in the same time.
So it was like all I could do was you know the majority of the focus of my life as you
would imagine was dry bar my children and you know during that time we brought in a
professional CEO John Hefner who's just been a godsend and really helped
get us to the next level within the business.
But I certainly lost myself in those 10 years in some great ways and some not so great ways.
I think my marriage also got very lost in that time.
I've been somewhat public about having gone through a divorce last year and well over
a year into that now. But yeah, I mean that, you know, when I kind of like took a deep breath and looked around
I was like, oh shit, we've got some personal issues to deal with here.
And so I, you know, we made the very hard decision to separate and divorce.
That was, you know, not part of the plan and something I didn't see coming and something
that really kind of knocked me on my ass to put it.
I mean you know you've been through divorce.
It reminds me of the scenario when people don't really tell you what to expect when
you have a baby and you're like you're so overwhelmed and sleep-deprived and you're
like what?
Why didn't anybody tell me this?
I think it's the same thing with going through a divorce.
I'm sure it hits everybody differently but for me, you know, I was married for 16 years so having that, you know, one I went through, I can talk about it all,
but I went through a lot of different things to try to like heal myself and to get back on my feet
because I was, you know, it was kind of like situational depression that I kind of went through
and you know, I remember somebody said to me once, you know, your husband held this energy for you that nobody is holding
anymore.
Wow.
Yeah.
That's really powerful.
Oh my gosh.
Yeah.
Yeah.
Because I hadn't thought of it like that.
Because I was like, why am I?
You know, this was a decision we made.
It was the right decision at the right time.
And why am I?
You know, and of course, you know, people tell you it's a death and it's like mourning
a death and whatever.
And I was like, yeah, that didn't resonate with me.
But what resonated with me was the energy of like, oh, there's a person that I normally
call at the end of every day.
There's a person that I just tell all the stuff to.
It's just that person that is there.
And when that person that's there is gone, and you have to be that person for yourself,
it's like, whoa, it's a lot.
And adding the children into, there's never, and this is a complexity that, in my opinion,
never goes away, will never be another person that's going to care as much as your two kids
as your husband. I don't care if you get remarried or not. It's impossible.
Of course. It's not your own offspring. Yeah.
It's just different. And letting go of that and then dealing with the issues that arise with kids
and whatnot as it goes on.
That part's, you know, you're always tethered to that person just in a different fashion
and that dynamic is, that can be hard.
Yeah, I mean, and thank God, you know, we have such a great relationship.
We still work together.
We, you know, we're business partners and squeeze our new business.
And yeah, it took a minute.
It was rough, pretty rough there in the beginning that, you know, figuring out how to not be married but still be friends and raise these kids and deal with all of
that. Like that was like, also, there should be like a class about this. Like what do you
do?
There needs to be a class. I was at my son's third birthday and I'll never forget yelling
to my ex-husband to go grab something and do this. And he walked over to me, his girlfriend
was at the party and he walked over to me and he said, excuse me, we're no longer married.
You can't speak to me or lie to me like this,
that I'm your right hand.
And I wasn't aware, I truly wasn't,
I was just doing it out of like, okay,
like let's do this and this.
And you need to be taught this stuff,
like to even be self aware that, oh my gosh,
you can't talk to someone the same way
that you had before, those days are over.
I know, I find it really interesting.
And Kim and I work together still,
and we're on set a lot together,
and we film a lot of things together.
And it's usually like him and his team in charge of it,
because they're like the creative force.
And I'm the one who's like more or less the talent
when we're doing things like that.
And so I have to take direction from him,
which is always a little challenging.
But I will say that I think we're both kind of on our best behavior now.
But I understand that.
And now I understand that because I, you know, I'm just very like ginger about like asking
him to do things and, you know, trying to not fall into that like old routine of like,
can you do this, can you do this?
Because it's just not like that anymore.
You're aware.
I mean, I'm just I'm very I'm so hypersensitive, you know, to it.
But, you know, I still do ask him to do things.
We still have to, you know, we talk about we have to talk about the kids.
I mean, we text for the most part.
I mean, we conversations on the phone.
Solution. Yeah.
Or a little, you know, we're definitely more challenging than being.
And we do talk on the phone a little bit more now.
But but that's putting boundaries in place where there didn't need to be any previously.
And that for me was a learned experience learning that you can't just, oh there's a problem,
I've got to call his father.
Yeah.
Instead know if you've got your child and you've got an issue and it's not life or
death you don't call it.
You don't need to alert them and the next time there is a chat thread or whatever you
know put it on there and move on.
And those things are just adjustments.
Yeah it is a trip like learning how to adjust from that and I totally agree
I mean and you're right unless it's like I really need help with this because
something is like really dire you just have to figure out on your own.
And that did take me a minute I mean I definitely was like you know texting him
about things that were pretty small in the beginning and he was like
figure it out you know I'm like it's good but I'll tell you it's good he did
that I'll never forget my ex had an ex and she would call
for anything and everything.
And you never see it so clearly
until you're on the other side of it, right?
And then I thought to myself, I am never doing this again
to my ex husband calling for some BS
that I need gas for my car, you know, give me a break.
At some point you have to just say,
I'm gonna be a grown up here.
I'm going to create boundaries and this is a different relationship now.
And that's for men or women, not just for women.
Yeah, 100%.
And it's everybody's got to adjust.
And it's so interesting to me, the more, you know, I've talked about this and then like
my friends and whatever, how, you know, some people are just are really like good at it
and some people really struggle with it.
And then there's like, you know,. And then there's sad situations of,
I have friends who are going through divorces
that their husbands are just being terrible to them,
and they were like the breadwinners,
and they're cutting them off and all of that stuff.
And it's like, oof, it's rough.
I'm extremely grateful for the relationship
that Cameron and I have,
and the maturity that we've both shown.
And listen, at the end of the day, what matters the most is the kids.
And if there's that bullshit going on,
it's the kids that are gonna really suffer
more than anybody else.
So it's like you have to put your own personal stuff aside
and do the greater good for the kids,
is how I see it anyways.
What was the transition point for you?
Because you said at first it was challenging.
What happened or was there one instance that occurred that you said okay we've got to change
how we're doing this? I think it was more just time and space. I think time to each heal separately
and to just get comfortable and like just practice more being in this and I don't think there was
like one thing in particular I really think it was time that just healed us both.
And we both like really struggled in the beginning
and in our own different ways.
And we both needed like space from each other to do that.
And so people hate hearing that.
And I feel for them because everyone's just splitting up.
My heart's breaking for them hearing you say that.
Because of course, time heals everything. But it sucks having to them hearing you say that because of course time heals everything,
but it sucks having to wait.
And listen, one of the things that I've talked about a lot
which a lot of people said to me, it was like,
the only way out is through and I hated it so much.
I don't blame you, I don't like that either.
I'm like, I don't wanna go through,
I wanna go around, you know?
But I learned that you can't.
And so that was what kind of sent me on this,
what became a bit of a spiritual journey for me of like, you know, I started doing Transcendental Meditation, which was like life changing for me.
I don't even know what that is.
You know, meditation, of course. Well, Transcendental Meditation is like where you kind of have to get trained on it. There's a place here in LA, the David Lynch Foundation. David Lynch is a big proponent of this. And they say it's really great for creative people
who really need to pull it in and chill out.
And I had a couple of friends who had also
gone through divorce that had told me about it
and that it was very, very impactful for them.
So I looked into it.
I went and saw the director at the place.
And it's four consecutive nights, and you have to do it.
It's a Monday through Thursday, and you go every day
from 6 to 7 30.
And they teach you about it and how you do
it and what it what it means and how it works and all that and really the short version
of it is they say that it transcends you into like another you kind of like how do you explain
it? I mean you kind of like go to a different place. It's a weird feeling because you don't
which I'm sure a lot of people experience just through traditional meditation where you really like the idea is to stop your thoughts, which come anyways,
but if you can, and to just really relax your brain and your mind from the constant treadmill
that we're all on.
Of course.
But Transcendental is like you get your own mantra mantra which you don't ever share with anybody.
It's personal to you and it's a little bit of like a ceremony that you go through to
get it wherever you learn it.
So I don't know how other cities in the world do it.
I just know my experience in LA.
And it was explained to me and I'm such a visual person that they showed me a picture
of like what your brain looks like when you're in this fight or flight mode which is like
basically the frontal cortex of your brain which is where you make all the decisions from.
They call the CEO of your brain.
When you're in fight-or-flight mode, like IE if a bear is chasing you, like you just
are reacting because you don't want to die.
And there's a piece of that that happens when you're in this like, which was the state I
was in for a while, which was like this, I'm just so, you know, there's so much anxiety
and panic and all of these things that I can't balance that out.
I didn't know any of this until I sat down with the Transcendental people and they show
you a picture of your brain and where your blood flow should be like, you know, even
around your brain.
When you're in that fight or flight mode, it's not going to the frontal cortex as much
as it should be.
So you're not able to make decisions physically from that part of your brain.
That's scary. So you're making decisions from the bad parts of your brain. And again, I'm
not a scientist. Anybody who's listening to this, if I don't have this 100% correct, don't
kill me. This is just how I understood it. And once you go into this transcendental piece
and you do this meditation, it helps basically relax your brain, your mind, and the blood flow
starts to be more balanced.
And they say it's cumulative.
And the more you do it, the more effect it has.
And it can really like, it's almost like a detoxing of your inner stress and drama.
It's fascinating to me.
And I was like, I'm so in for this.
I think this is the greatest thing ever.
And I started doing it.
And it was like, I remember the first time we did it, I was like, yeah'm so in for this. I think this is the greatest thing ever. And I started doing it. And it was like, I remember the first time we did it,
I was like, yeah, I feel a little better.
And it was like, the more and more I did it,
I was like, I felt better.
And it just really started to have such a strong effect.
I mean, I don't think it was that alone.
I think it was the combination of that.
I was seeing therapists like twice a week.
I was reading like every book under the sun.
I mean, I was just, you know, I was like, give me all the stuff because I've got to figure out, you know, why I feel
I was just like a puddle on the floor. I was, you know, and I couldn't get myself out of
it. And it has kind of awakened this thing in me of like, wow, you know, I know now because
I talked to so many people about this, like how many people feel like this so much of
their lives and I never did. You know, part of it, I think was because I talk to so many people about this, like how many people feel like this so much of their lives and I never did.
You know part of it I think was because I wasn't like allowing myself to feel as like
deeply as I do now but I think that's why I feel I read a book called Light is the New
Black and it's you know it's very much about what lights you up like what makes you passionate
and excited and you know and I have my own podcast Raising the Bar with my brother where
we talk to business
leaders and budding entrepreneurs kind of all across the board.
And I find myself being drawn to their more personal stories, the back end of the business
part of it.
And it's funny because my brother is always like, okay, let's get back to how you grew
and scaled your business.
And I'm like, but I want to hear about their personal side, the journey.
And that's where I have found now that I'm more drawn to,
probably because what I've gone through,
what my family has gone through in the wake of this divorce
that just shook our lives up so much.
And so I kind of feel this need and desire
to share what I've gone through because it's just
where I am right now.
And we were talking earlier, I think that for me, my whole life,
I've really been very true to what resonates with me personally,
and I've tried to really follow, you know, my passion and the things that I'm excited about.
And right now, this is just, it's weird.
It just feels like kind of my calling of like what I'm most interested and passionate about is like,
I guess guess raising awareness
on this like there's lots of things out there that people can do to make themselves feel
better and I think that that's like you know I've said before I think if everybody did
like meditation and everyone worked on themselves like what a better place the world would be
because I noticed I think from the transcendental and all the other stuff I did like I go to
a Reiki healer I do you know I've gotten a little bit woo-woo that I'm a better mom. I am far less impatient.
I don't blow up at my kids occasionally but I don't I rarely lose my temper anymore with
them and so it's had such a great effect on me that I often find myself thinking if everybody
did this and everybody had this sense of calmness
about them that they could channel, imagine how much better the world would be.
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So what's interesting to me is we're talking about divorce as the catalyst here in this instance.
So that's finite and clear and defined. What you brought up though
is that you recognize people had the same exact feelings you had as a result of divorce
just in life in general. Overwhelmed, upset, anxious, lost, feeling like a puddle, depressed,
whatever it is. So it doesn't have to take a catalyst, like a divorce, to bring you to
this place to say, okay, I've got to do something to change this. No matter how long you've
been feeling terrible, it's too long. So today can be the day to okay, I've got to do something to change this. No matter how long you've been feeling terrible, it's too long.
So today can be the day to say, I'm going to do something different today and change
it.
100%.
I mean, and also on that anybody who's listening and feels that way.
I also read a book called Super Attractor by Gabby Bernstein.
That's a great one too, you know, because it really talks about like trying to, you
know, it's a piece of it, like talking.
It talks so much about how, you know, you have to try to find the good, choose again, choose good and just how like, you know, being
grateful and I write in a journal every day that's like the things that I'm grateful or
even if it's like the trees outside, whatever it is, it doesn't matter, my dogs, my house,
my kids, my, you know, if I'm having a good hair day, it doesn't matter how small it is,
you know, it's just those things that there are studies that you can actually change the neuro pathways
of your brain if you have a grateful mind and heart.
I know how some of this sounds, that it does sound a little lofty and woo-woo, but I wasn't
that person.
I think that I so wholeheartedly believe all this stuff.
I guess part of why I feel so strongly about is because I just I want more people to
experience like what I've experienced you know as a way to feel better.
Well that's what's so cool about you is that you were that super type A over
achiever incredibly successful entrepreneur American story and now
sharing how hard it's been personally, what that devastating time looked like,
and how you're rebooting and rebuilding
and stepping into a greater power
than it sounds like you ever even had before.
100%, yeah, it's a trip.
It's funny, I get asked all the time in interviews,
like, you know, where do you see yourself
in 10 years and five years?
And people always ask me that.
I always said, you know, I really don't know.
It's, can you continue to build Drybar? We're gonna, you know, and now we're building Squeeze and doing, and I'm, you know really don't know. Can we continue to build Drybar?
And now we're building Squeeze and I'm doing that stuff.
But it really surprised me too, which is the beauty of life.
It's like to be able to like, I feel incredibly lucky that I'm able to, that anybody even
wants to hear what I have to say.
It always kind of trips me up that people are like, when I get asked I get asked to go speak at big conferences or, you know, speak to like
colleges, that's also a really interesting one for me because I didn't go to college
and I'm like, are you sure you want me? But, you know, you know, I feel really lucky and
grateful to be able to do that. And I think that like, you know, when you do have a bit
of a platform to be able to share stuff like this is important. And I've been really also incredibly lucky
to be friends with people like Gabby Bernstein
and Brene Brown and people who've helped me so much
on my journey that I just feel so compelled to share it.
I have to tell you,
I was a guest professor at Harvard this year.
Oh, no way.
And I would have never been able to get into Harvard ever.
And so I had that same kind of moment that you're explaining.
It's like imposter syndrome a little.
That fraud mindset.
Is this a joke?
Am I being punked?
Like I really was tripping out.
And it's so nice to hear that someone who's
had this kind of success that you've had with Dry Bar
and your companies that you felt that same way.
That's your percent.
I'm happy to hear that.
We are not alone.
No, and you know, I'm sure if like you were to ask anybody you know super successful or not I mean
people ask you to do things that just seem like a dream you're like you know I
think we all feel that I mean I don't know I think imposter syndrome is like a
real thing I was I was recently like featured on a list and it was all like a
bunch of very famous women and I was like what the hell am I doing on this list you know I mean it was my first thought and then I was like a bunch of very famous women. And I was like, what the hell am I doing on this list?
You know, I mean, it was my first thought.
And then I was like, well, this is really amazing.
And you know, I was on the cover of Ink Magazine
a couple of months ago, and I was like, man, what?
That's so massive.
It's just so crazy.
It's all so crazy.
And it is not lost on me for a second, you know,
how lucky I am and all.
And obviously I've worked really hard.
And there's the fruits of my labor, our labor has been pretty phenomenal.
That's amazing.
All right.
So there still are hard times, I would imagine.
What is it like entering dating now after being married for?
You're married for a really long time.
Yeah.
I mean, you probably know it's rougher than rough.
I mean, which, you know, I was kind of excited
to start dating again and I was, it was, I mean,
the amount of times I feel like I've been punched
in the face figuratively this year, I mean, holy shit.
And dating was a huge one, you know, it's like dating.
And, you know, I'm like a handful, I'm a lot, you know, I have a lot going on in my life.
I have a very like, I'm a little bit high maintenance,
you know, and so, and I realized that,
and I think that, you know, dating was much more challenging
than I thought and, you know, it's funny,
I've just kind of started talking about this
because I was, you know, using all the apps
and doing all of that
and that wasn't proving to be super great.
And on my podcast, Raising the Bar, I had just kind of ended it with this guy I was
dating and the founder of a company called The Three Day Rule, her name is Talia, she
was on my show the very next day and she came in and she was talking to us about her company
and what she does and it's a matchmaking service.
And I was like, huh, this is interesting.
You know, she basically was like, listen, like the reason we started this company is
because dating apps are how people are meeting these days.
You know, it's like you're just not meeting people like in bars, at least, I don't know,
maybe some people are, but I don't go hang out at bars and most of the events I go to
are all chicks, you know, so I'm like, I don't-
Or married couples.
Or married, right.
So, or my friends are, you know, so it's like where in the world do you meet people, especially
in L.A.? So she's talking about this is like how hard it is for people to meet people and
the kind of people they want to meet and their job and what they do as a company.
And her personally was just like always really great at setting people up and people always
kind of, you know, she kind of the company she was working at E and everybody used to
line up at her cubicle because she would like connect people that nobody would
have ever thought would connect and then they would get together and married and like she
had like incredible success rate at setting people up.
So she decided to start this company and you know, basically what they do is they go out
and they find people, you know, that and they kind of like vet guys and like they want a
relationship where they are
in their life all these things that you would want to ask a guy on a first date
like do you want a relationship like what are your thoughts on this like all
the direct really direct but like we're not gonna ask that on a first date
because you kind of could seem crazy but I may and I don't care but you should
actually I mean I was just listening to a podcast and this one was talking about
sorting and you should you should know from the get-go before even you go on a first date like are you interested in a relationship?
Yeah, because if you're not like we shouldn't even bother you like kids
Yeah, like is it a problem like do you want another child like I dated a couple guys who were like yeah
I wanted kids and I was like, oh the kitchen is closed my friend. There's no more kids. That's it
You know, so that's not gonna work
But you know, but at that point you've gone on a couple dates you
kind of like this guy and you're like well shit what I do now you know so they
vet all of that for you and so you don't even meet a guy until it's like you know
potentially the right guy and I did meet somebody and I've been in a relationship
with somebody I met through them. That's so exciting! I'm so excited for you!
Yeah it's I mean it's crazy so so exciting! I'm so excited for you!
Yeah, I mean, it's crazy.
Now I'm screaming from the rooftops,
everybody should use this because it works.
That is so wild.
But you took a chance to do something different
and a lot of people don't wanna do that.
Yeah, and listen, I felt like it was like,
is this desperate, is this weird?
I think there was a stigma around the whole thing,
but then it was like, no, this is so incredibly efficient.
They are doing, you know, it's just like a, it's something that they're doing that is
making it much, much easier to meet people.
And that's, it's crazy that we live in this world where we're so incredibly connected
and yet we're so incredibly disconnected.
It's like, you know, everyone always has their heads in their phone.
You know, it's like, you know know sitting at a coffee shop or yeah you
could potentially meet somebody but there's no inclination to talk to
another person because they're buried in their phone so even if there was a
chance of like meeting somebody in like a coffee shop which is an innocent like
good way to meet somebody or like at the Apple Store or what I don't know
wherever no one's ever gonna do that because everyone's like in their phones
you know which sucks but so these guys think, are making it just easier to meet people.
You brought up something funny that I think about a lot when you're a female, but it could
be for the males as well, with a big personality, a lot going on.
However you want to, if you want to call it high maintenance, if you want to call it type
A, whatever it is, it typically, in my opinion, my experience and with people I know in similar situations, it's hard to find a match for those
people because the other person, even if you end up with that person in a long-term relationship,
they can be resentful or feeling less than, you know, slowly see that happen in relationships.
And it's so awful. And recently I had the opportunity to work with Sarah Blakely
and Jesse Itzler on an event and I got to see their
relationship and I used them as an example because Sarah's
so large personality, so strong, you know, really vibrant
type A and Jesse's equally as big, equally as strong
and confident and to see them together, it was like two
equals, not where, and sometimes you see that disconnect
where one personality is so much bigger than the other,
it just inevitably doesn't work out.
No, and that's kind of what I was finding.
I do need somebody who's very strong
and can be really where I'm at in life.
And that is a hard thing to find.
And really, I guess, it's all hard for everybody,
because you need somebody who matches you
one way or the other.
Exactly.
And when you sit down and you talk to the matchmaker people,
you kind of tell them what you're looking for,
what your non-starters are.
And it's like the new dating app.
I think it's a great way to go.
That is so wild.
I'm so excited for you.
So no one ever gets off the show,
Ali, without sharing their whatever time in your life you
struggled the most with your confidence.
I would say probably, I mean the most was probably when I was like in my 20s, you know,
when I was really trying to figure out my life and what I wanted to do.
And I think, you know, I don't think I, I think I was just like lost and flailing and
trying to figure it out.
And I think that was probably the most difficult time in terms of confidence.
And then once I started to get on the right path and figure out what I wanted to do with
my life, things got a little easier.
And I remember there being this kind of lack of confidence right around starting Drybar
because I thought this was a great idea.
And then once we started bringing in like our private equity and we formed a board,
it was like these guys were all like Harvard graduates and they were so super smart.
And I was like, oh, you know, like, I don't know if I can hang in this environment.
And so I remember like I would text my board meetings, I'd text my brother a question because
I was afraid to ask it out loud.
And he would always say, no, that's a good question.
You should ask that.
And so I was like, oh, I am actually really smart.
But it took me a minute to get comfortable in like, I had had this idea.
It's a great idea.
You know, I'm not traditionally smart.
Like I don't read spreadsheets and I don't have that, you know, numbers like are in and
out of my head.
Like that just doesn't stick.
I'm not that interested in it.
So that was what I kind of equated smart as is like if I'm a numbers person and I'm book
smart, which I was not.
So I didn't think I was smart.
And then when I, you know, it hit me like, you know, I know how to run a business.
I know how to get the best out of people.
I know how to, you know, do a lot of things really well.
And so that time and my brother's like my very best friend,
and he's like my biggest fan.
And, you know, when he really gave me that confidence
to kind of be like, no, no, you got this.
You know what you're talking about.
And I was like, yeah, yeah, I do.
He's such a good wingman.
Yeah, amazing.
I think that's when my confidence really like came into bloom
was during that time in those early days
and when I started to kind of own it.
And I think that's what confidence is, you know, it's like you have to just own it and
be who you are.
I'm not usually the smartest person in the room.
I might be the most hardworking and ambitious, but not usually the most, you know, I'm scrappy
and I figure things out as I go and that's just me and that's what's made me me and I
think the more that people accept whatever their strengths are and play to those
versus trying to be something you're not
is really when you shine.
Oh, that's so true and so good.
Step into who you really are
and stop trying to be who everybody else is.
And that's when you're gonna take off.
Yeah, and there's an authenticity to that
that people are drawn to.
And I've learned that and I've seen that.
You know, the truer I am about who I am
and what I've done and what's worked and what hasn't, that is when I think people are drawn to and I've learned that and I've seen that. You know, the truer I am about who I am
and what I've done and what's worked and what hasn't,
that is when I think people are the most drawn in
is when they, you're like, you're no bullshit
and it's real.
So people want, I mean, and that's like
what we need so badly, I believe, you know,
and I think that's where things like
the filtered life that we live in this Instagram,
you know, which is why I try,
listen, I'm guilty of it too.
Like I filter pictures, like I put up, you know,
good pictures, but I will also sprinkle in like,
you know, some truth in there of like what,
I mean, it's all true to extent,
but like some of the harder stuff, you know,
without it becoming too sappy, you know,
it's this kind of balance,
but we're all living in this life that's like, you know,
our whole lives are on display.
It's all a highlight reel,
and it's like figuring all that out is really hard.
It's bizarre.
It is bizarre, which is why I love doing things like this
and having these conversations
where I can say what I really think
and how I really feel.
And I think every, you know,
I've also recently said that like,
I just, I hate small talk more than anything.
You know, I just wanna talk about the real shit.
And you know, it doesn't always have to be super heavy, but let's have a real conversation about real
life and what's going on.
The more I've talked about the struggles I'm having, the struggles I'm having with my kids,
whatever it is, usually someone else is like, oh, you know what?
I went through that too.
Then there's this camaraderie and this common ground.
If everybody could just speak their truth a little bit more, you know, it's like,
just the world would be a better place.
And it's nice to know that you're not alone
because you feel that you're, you know,
supported and in good company, and that's so important.
And everyone's going through something.
I've always felt like that.
I feel like my mom taught me that as a kid.
When someone's not nice to you or someone's whatever,
it's like, they're probably going through something.
And it's like, can you think of any person in your life
who's not going through something, whether it's, you know, it's a divorce or losing a job or death, And it's like, can you think of any person in your life who's not going through something,
whether it's a divorce or losing a job or death,
like someone's sick, we're all going through something.
And I think that the more compassion and empathy
we all have to talk about those things
and to really be there for each other is important.
Thank you so much for being so real.
It's so refreshing.
And I told you, I've never had someone
that is so willing to talk about anything.
And that is so, I applaud you so much, I love it.
So thank you so much for being here.
How can everyone find you?
So I'm Allie Webb on Instagram, A-L-L-I-W-E-B-B.
Our Dry Bar is the drybar.com or our Instagram is just drybar.
Squeeze, I believe our website is squeezeme.com, I should know that.
Or you can go to our Instagram page, which is just squeeze.
And yeah, we're-
And your podcast.
And our podcast is Raising the Bar.
So wherever you get podcasts,
you can find Raising the Bar with me and Michael.
So definitely check it out
if you're looking for entrepreneurial advice,
as well as some info on the journey.
Yes.
All right, well, thanks so much
for being here with us today.
Yeah, thanks for having me.
I appreciate it.
All right, hang tight, we'll be right back.
Confidence Clearing.
I ask you to try to find your passion.
Hope you enjoyed meeting Ali as much as I did.
I have to tell you, she is so a woman
that supports other women.
There are a lot of women out there that are not.
They're backstabbing and not the kind of women
you wanna roll with.
Ali, not only is she great, you know,
working with men, but women, she's just all around positive energy, positive person. So cool. I really, really loved her
and so grateful that she made time to come on the show and share with everyone and open
up to the level that she did. It's really so impressive. I'm, I'm so blown away by her.
It's just really exciting. So I wanted to share, this isn't necessarily a question, but it was a difficult situation
I had to deal with this week.
I had a speaking engagement a couple of hours north from where I live and I was heading
out to the venue and I knew it was an entrepreneurial conference and there was going to be a mixed
crowd there.
I really didn't know exactly.
I didn't have a lot of information on, you information on how the age of the audience, what the expectations were other than Heather, we want you to speak
around entrepreneurial business and confidence in the workplace. And so just a general topic,
which I could definitely address. I have a lot of knowledge on. However, when I'm going
into a situation and I don't know more specifics, I'd never been to the
venue, you know, sometimes I get a little curious as to how it will play out. However, one thing I've
learned and I want to share with you right now is that a lot of people do canned speeches. I don't
believe in those. And the reason why is when you get into a room and you see the people, you can
get a sense of, oh, okay, I see where this is. I see, you know, the kind of audience I'm dealing with.
I can tailor my talk one way or another to add more value, to relate better, to be more
meaningful.
And I really like to do that.
And I find I get a really good response when I do that.
And that can be if you're speaking at, you know, an office meeting or sometimes people
are going to be all fired up and it makes sense
for you to take your energy up and be more interactive.
Or sometimes people are really serious and analytical and maybe in that environment,
it might make sense to take a little bit more of a systematic approach.
And I'm not saying you have to always mirror your audience exactly, but I do believe there's a benefit to tailoring talks and tailoring presentations to the audience in that moment
if you know your material well enough.
I don't suggest doing that if you're doing new material.
Heck no, because that's just going to add a whole nother level of complexity.
But being aware of your surroundings, being aware of the energy in the room, being aware of the actual audience
and what's going to connect with them is key in keeping their attention and delivering
a great talk wherever you might be.
So I arrive at the venue about a half an hour before I'm going to speak and the place was
on fire.
I mean, it was really, really loud and people were extremely high energy, like off the charts,
high energy, so fired up.
And it was mostly a younger crowd, I would say definitely more 20s, 30s.
So I start, you know, kind of scanning the room to see what are people up to.
People are high fiving, running around. The bar was packed.
You know, it was during a break window when I arrived.
And I just saw that this audience was different than
most of the, typically speaking, in front of more
business settings, not so much, this was almost more of
a networking setting where people were really connecting,
really, you know, they had, during the breaks, music was playing. It was a little bit different, so much more lively. And so I was
noticing that and thinking to myself, how can I add value in a different and unique way to this
audience? And as I did that, as I was thinking that, of course, I'm walking around speaking to
people saying hello. And again, I want to highlight I know my material and content really well.
So for me to speak about sales, leadership, business, becoming an entrepreneur, being
a writer, launching a podcast, creating confidence, all that stuff is very easy for me.
I've done it so many times.
I have so much practice.
So now my focus is in order to get better, how can I relate better to the audience and
tailor my talk to be more meaningful and direct to connect to them. A speaker before me took the stage and this person
is incredibly successful, worth hundreds of millions of dollars, so much more
successful in business than I am. And you know this person is a very good speaker
and very poised. However, for whatever reason he wasn't having the same thought
process that I was
having, which is fine. Everyone takes a different approach. And he took the stage as if he was
giving a regular talk in a regular venue, which this was not. It was very different. And I'm sure
it was different for him too. So as he was speaking, the crowd was still incredibly lively and loud. And you could see very visibly,
he was becoming frustrated.
And as you could watch and see his frustration level,
I was noticing the crowd was responding very negatively.
And I thought this was interesting.
I had never seen a situation like this before.
So I actually felt really excited
because I was immersed in a completely new experience
and I didn't know how I was gonna handle it, which I think that sounds pretty exciting,
right?
It's an opportunity.
So I'm watching and I'm having this great experience where I'm getting to see someone
else ahead of me, right?
I wasn't the first one speaking, which there's an advantage, I believe, in that as well.
And so I'm watching and the more frustrated and off his game,
he became became the more the crowd erupted became louder.
And I could sense more negative,
almost intentionally trying to get louder to speak over him.
At one point he was so frustrated that he started somewhat lecturing the
audience that, you know, this wasn't helpful.
And that's really where he completely lost the audience.
So my takeaways from that were, and again, I've never been in a situation
like this before, so I have a lot of empathy for him.
I'm sure he hadn't been either.
You know, this is someone who's being paid to come and speak at massive events.
He's incredibly successful.
People would love the opportunity to hear from him.
And I'm sure on some level, he just felt that this, you know,
something was so wrong here and it caught him off guard, I'm sure.
So anyhow, finally, at some point, he said,
you know what, enough's enough, that's it.
And he drops the mic and walks off.
And wow, I'm speaking after him, right?
So someone who I was friendly with said,
oh my gosh, Heather, what are you going to do now?
And I started laughing and I said, you said, oh my gosh, Heather, what are you gonna do now?
And I started laughing and I said,
you know, I'm not worried,
although I don't know exactly what I'm gonna do yet,
but I really feel I trust myself
and I feel really confident in my material,
my topic that I'm speaking about.
Give me a minute though,
just let me have a minute alone, I wanna think.
I didn't wanna speak to anyone for a minute,
I just wanted to look around the room
and see what people were doing to try to put my
plan together.
But I really do feel I trust myself and I know that whatever it's going to be, it's
going to work out okay.
And so that's when they called me up to this stage.
And by then I thought to myself, okay, this other speaker had led with frustration and you know, almost
disappointment for the audience.
And I thought that really comes across as negativity.
So I'm not going to take a negative approach.
No chance.
Instead, why don't I take a really positive approach and be funny and try
to connect with the audience around humor and around being really positive.
And I also knew one other thing.
If people are being loud, one thing I'm really good at is being louder.
I'm actually, I get a hard time about it that I'm so loud all the time.
So I thought, you know, this could be a superpower for me in this instance.
If you can command attention quickly, when you take a stage, you can kind of snap
people out of their environment.
And I was hoping maybe
if I can be funny, I'll grab them in and they'll be excited because it was going to be really
different from the person speaking before me, very different approach. So, and again, I'm nowhere
near as successful as the person before me. I'm sure the person before me has taken bigger stages.
Again, just, I think it was a little surprising and just a very different approach that he took.
And again, just, I think it was a little surprising and just a very different approach that he took.
So I took the stage and the first thing I did was I grabbed that mic and I was loud,
really loud because I wanted to grab everyone's attention and it worked.
And I told a joke, the person that had introduced me said something about how I had been on
a panel at Harvard, which was not true.
I was actually a teacher at Harvard.
Hello, get it right people, Elle Woods in the house. panel at Harvard, which was not true. I was actually a teacher at Harvard. Hello.
Get it right people.
Elle Woods in the house.
So I made some Elle Woods joke and then wouldn't, you know, someone in the audience screamed out something so funny.
She said, Oh, like it's hard.
Because that was one of the lines from Reese Witherspoon and, and, um, whatever
pink movie about going to Harvard.
So here's the thing.
I made a joke.
Someone in the audience chimed in and made the joke funnier.
Everyone was laughing.
I was being really loud on the mic so everyone had stopped speaking.
Okay.
So that was the first step.
All right.
Starting to get us, you know, on a path towards victory.
And then when I felt I had everyone's attention, everyone was laughing and people were paying
attention and it was just really, it was my moment. I asked for's attention. Everyone was laughing and people were paying attention. It was just really it was my moment
I asked for a favor. I said guys listen. I have a favor to ask of you
I listed help from the audience, which is a great tactic
I think to use and I just said here's the thing I drove a couple of hours to be here with you tonight
I would like it if it's at all possible if I could have your attention while I'm up here to share a couple of ideas
And strategies with you that I think will really bring you some major value.
They brought me major value.
However, I understand if you really don't want to be quiet, I get it, that's fine, but
I'd like to ask you if you could go out to the bar in the other room and I'll join you
out there as soon as I'm done with my talk and we can toast a drink and you know, we
can kick it out there.
But if you're not really interested in hearing a talk and if it's going to be tough for you
to pay attention, I would simply ask if you wouldn't mind just for while I'm speaking
to go out to the bar.
And some people left, so that was kind of funny.
And I said, okay, cheers, you know, have a great time.
We'll see you out there after.
So some people left, but the people that stayed were silent and there was no more speaking.
And it was so cool.
And so I thanked everyone.
I told them I was so grateful for that because I really had something so important to tell
them and I was so excited and it worked out really, really well.
I'll tell you, it was a different talk than I've ever given because the audience was so
incredibly different than any audience I'd ever spoken for.
And I really just, I winged it.
And then halfway through my speech, I saw the head of my Tedx talk.
Well, one of the heads of the Tedx talk was there.
The gentleman who was in charge of speakers back in October when I gave my talk and I
gave him a shout out from the stage.
And I decided to pivot and tell the story about the Tedx talk since he was there.
And I got into how stressful it was
and what was really going on backstage
and how it really works.
And it definitely elicited a positive response
from the audience.
It was definitely on the fly,
not what I had planned to speak about,
but it worked out really, really well.
The response was overwhelmingly positive
and it just ended up being this great night.
So here's the thing.
One, when we're going to walk into places, I've gone into thousands of places to speak
before and I've never walked into an opportunity or an event like that.
So things are going to be different based upon where you are, when it's happening, the
audience.
There are so many reasons and ways anything could be different.
Let's see it as an opportunity on how we can get better
and definitely do a self-assessment. You know, how well do I know my material? What do I feel like would work here? But give yourself that moment to check in with yourself and notice what's
happening in the room, paying attention to people and try to get an idea of what can connect, what
might not connect. And again, I was a sales leader for 20 years. I had given a lot of sales meetings, some of which were very serious and
somewhere the teams were so rowdy and screaming.
So this wasn't that completely different for me.
I just kind of had to pull on some of those memories of how I used to gather
those teams up and get them to at least pay attention for a window of time.
So again, notice, you know, pull on past experiences and trust your gut and just go for it.
Show up and be you, but be positive.
And if you can be funny, try it
because it definitely connects with people
and it definitely worked for me.
So I hope that helps you with any of your presentations
or meetings that you might have coming up or speeches.
And if you haven't checked out my episode with Kendra Hall,
I do an entire
episode about how to become a speaker. I get a lot of questions about that. So definitely
check that out. And I'll tell you, if you are having a tough time with the holidays,
if you are stressing out, know that you are not alone. And in my book, Confidence Creator,
I write a number of different chapters about being alone, about struggling with boundaries,
struggling with family, you know, different challenges, relationships.
So please check out Confidence Creator.
Even if you've already read it, it might be a good time to read it again.
I think I will be reading it on the plane on Wednesday.
So I hope you love this episode.
I hope you have a fantastic Thanksgiving and focus on all the things that you are grateful
for so that you get more of it in your life. Thanks for being here again. I can't wait to talk to
you next week. and growing. Inevitably something will happen. No one succeeds alone.
You don't stop and look around once in a while. You could miss it.
I'm on this journey with me.