the bossbabe podcast - 473: I Left My Goldman Sachs Role to Write Romance Novels: Here’s Exactly How I Did It
Episode Date: July 24, 2025What if the “dream job” you worked so hard to earn… wasn’t your dream anymore? In this episode, Natalie sits down with Lindsay MacMillan - a former VP at Goldman Sachs who walked away from a ...prestigious Wall Street career to follow a lifelong dream of becoming a published author. Since leaving Wall Street, Lindsay has signed major book deals with Penguin Random House, taken the TEDx stage four times, and created a multi-faceted creative business aligned with her values. Together, they unpack what it really takes to leave a good job, why the “Plan B” trap keeps so many women stuck, and how to navigate the financial, emotional, and identity shifts that come with choosing the creative path. This conversation is an honest, vulnerable, and deeply empowering look at what happens when you stop settling for a life that looks good on paper, and start creating one that actually feels good. TIMESTAMPS 00:00 - Why Natalie cut her trip short + the power of honoring your season 01:03 - From Wall Street to writing: How Lindsay made the leap from VP to published author 02:32 - The real reason people are quitting corporate (hint: it’s not burnout) 04:47 - Walking away from a “good on paper” job to follow your dream 06:58 - How Lindsay earned a VP promotion, and still knew it was time to go 09:05 - The simple shift that helped her unlock work-life balance (and still get promoted) 10:32 - Why prioritizing creativity made her better at her corporate job 12:31 - A realistic financial game plan for leaving a high-paying job 17:00 - How to build a portfolio career that funds your creativity and freedom 21:00 - The mindset shift that helped Lindsay stop working like she was still in corporate 23:01 - How to say no to misaligned money (and trust you’ll be okay) 26:17 - Why “pretty good” is the most dangerous place to be 29:21 - What it really looks like to build a creative career on your own terms RESOURCES + LINKS Get Lindsay’s New Novel: Summer On Lilac Island Build Your Freedom-Based Business Operating System™ This Summer At Our First-Ever Freedom High Summer School: A Live Challenge Designed To Help You Grow Your Audience, Make More Sales + Use AI Without Losing Your Voice. Save Your Seat Here. Sign Up For Our Free Weekly Newsletter & Get Insights From Natalie Every Single Week On All Things Strategy, Motherhood, Business Growth + More. Drop Us A Review On The Podcast + Send Us A Screenshot & We’ll Send You Natalie’s 7-Figure Operating System Completely FREE (value $1,997).
Transcript
Discussion (0)
Welcome back to the BossWave Podcast. Okay, I was supposed to be coming to you from the Cotswolds,
but we actually cut our UK trip short and I am back in Austin now which, you know what,
feels really really good. There were so many reasons that we cut this trip short. We left
later than we were going to and then we come back a couple weeks earlier than we were planning and I
just think I overestimated how easy it would be to travel internationally with being so
pregnant.
The trimester travel during a heatwave when you have no AC in the UK is quite an experience.
Let's put it that way.
Put a toddler in the mix of that and I was like, you know what, I'm ready to get home,
have my home comforts, be in my routine.
I think that would feel really good and I think we're just gonna do maybe a fun California trip or something like that that feels a little
bit more manageable, let's say, as our kind of final trip before baby arrives. But yeah,
that is my little life update. But diving into today's episode, today's episode is for
the woman who has built a really beautiful resume but can't ignore the whisper that there might be something more. So I'm sitting down with Lindsay McMillian who is a former VP at Goldman Sachs who
walked away from Wall Street not because she hated her job but because she loved the idea of something
else more. So she was in finance for six years with a promotion to VP at 28 which is wild and
just after that promotion she made the leap to pursue her
dream of becoming a published author and not just any dream, we're talking Penguin Random
House book deals and incredible, incredible love stories. And so in this conversation,
we talk about why leaving your career to do something else or pivot isn't always about
burnout. It could be about a dream pulling you forward, what it takes to build a double
life as a corporate exec and a
creative, the fears behind leaving a really prestigious title and salary even when you know
it's time, and then how we can all begin to honor that quiet voice asking what if I did the thing I
actually really want to do. So if you've ever wondered whether it's too late to pivot, if it's
too risky to leap or too indulgent to choose your art or your title, this one is for you. And I think you're really, really going to love
it. Let's dive in.
Lynsey, welcome to the Bossway Podcast.
Hi, Natalie. Thank you so much for having me. It's wonderful to be here.
I'm really excited to chat. Just before we hopped on, I read a really interesting stat
that 47% of Americans who quit their jobs during the quote unquote
great resignation actually said that they wanted to pursue like a passion as a primary
reason versus workplace toxicity or being burned out, which really surprised me actually
because I thought it totally would have been around the burnout conversation.
So I'm just curious now that you're on this path,
have you seen a lot of this
and have you noticed this being a really big shift?
Yeah, it's a great question.
And for context I did,
I quit my corporate job three years ago.
My first book came out,
became an author and creative entrepreneur.
And I described it back then
as I was not running away from a job,
I was running towards a dream.
And I think that's exactly what you're talking about
of this wave of feeling like, okay, we have this good on paper job. I was working at Goldman Sachs.
I was a VP. I could have a very nice future there. But I just felt like, okay, the existential crisis
of life is too short not to actually be following what's lighting us up. And I think I felt like I
was maybe on the forefront of that wave a little bit, but absolutely, especially in the last few years, we've seen so many more people kind of reassessing just
what it means to do corporate.
I know you're very entrepreneurial and have an incredible story too, so I'm sure you see
it.
And it feels like this total generational rethinking of our attachment to work and our
loyalty to an employer versus refusing to quit on ourselves.
I said I'm not quitting a job, I'm just not quitting on me.
I love that. I think it's so true, right? Like there's such a difference between leaving
a toxic job, like that's one thing, but you actually left a really great one and you talk
about that. Do you feel like it was harder, I'm assuming yes, to leave something good
than was awful?
I think so, right? Because I mean, if you're so miserable and you're kind of or you're
laid off or it's kind of like you're pushed up against the wall and there's no other
choice and I think that can be a beautiful catalyst that people turn that negative moment
in their life into something really positive and find the more entrepreneurial track. I
think for me, like I was enjoying it. I was getting to live in London, which was always
a dream of mine to be transferred to their London office. I had just made VP, but the context was I had been trying since I was
18 years old to get a book published and I had gotten hundreds of rejections over the
years. I had written five books that didn't get published before my debut novel that people
call my first book. So for me, it was kind of like, okay, I knew I had this window where
I had my first book deal and then I got my second book deal even before I quit. So I say it's kind of like when the risk of staying became greater than the risk of leaving, that was
when I finally was like, okay, I'm going to do this. The day my bonus came in, I went into my
manager's office. My manager was also leaving, which made it maybe a little bit easier, but I
think we both did feel maybe a little bad. We were leaving our team, but you just have to honor that.
And people were really supportive because it's nothing personal at all. It's just, this
is a lifelong dream and this is something that I would regret looking back and saying,
oh, you know, I didn't give everything to this. So it felt like the right time.
Which is so funny talking about the right time because you hit VP at 28, which is so
young and then you quit literally a month later. I want
you to take me back to that time and talk to me about that because I'm assuming, I guess both things
can be true, you're working this corporate job, the goal is always growth, I want to make sure
I'm growing, my efforts are being seen but then also you're getting this book deal. Talk to me
about that time in your life and how that promotion felt and then coming to this decision because it's such a big one.
I know. And it was one of those things where I had thought about leaving. I thought I was
only going to be in finance at Goldman Sachs for two years. I thought I was only going
to be in New York for two years. I'm from small town Michigan. Kind of like, you know,
go do the big city thing and then come home or do something more artistic. But I think
I surprised myself with how I thrived in
New York and had amazing friends around me and great mentors. And I also navigated being at
Goldman Sachs. I gave myself almost a rotational experience where I got to be in investing roles,
in branding roles, in marketing roles in New York and London. And so I was keeping it fresh.
I felt like whenever I was plateauing in a role, I got kind of a new experience. And then when I was transferred to London, that was a bet on myself too, because I didn't
know anyone in London. I was moving in 2021, just kind of still COVID times. And then I
did, I advocated for myself for the VP promotion. I had fantastic advocates for me, but that
was not a clear promotion track. I knew it was a little bit of a risk having to start
from scratch with a new team over there. And there were times when I was like, ooh, is this bad that I'm
pursuing my books and my writing and that's my first choice, but then I'm also really
trying for this promotion. And I felt like I didn't want to sell myself short by not
going for it. And I'm really glad that that did work out. It's also parlayed into great
experiences. There's so much business that goes into publishing books and building a personal brand and as a creative entrepreneur.
So all of that has been extremely helpful, but it was interesting. I think it was lucky
timing that I got the promotion when I did because otherwise I would have left maybe
right before I got that promotion. And it was really, it felt good. Like I had really
earned something over those six years and I would always have that. And hey, whatever I do next, books and beyond, that's kind of a level of credential that I
can't have taken away. So I do feel grateful for how that worked out. It did make it a little
tougher to tell them I was leaving after they were good to me and gave me that promotion.
But it was just, again, it was back to the timing of it all.
LARLEY One thing that you talk about is you actually had a pretty good work-life balance at Goldman,
which probably is quite rare, especially getting promoted to VP in your 20s.
How did you manage to get promoted and do such a good job while also having a work-life
balance?
Because I don't feel like I hear that a lot from people in their 20s who are on that kind
of trajectory.
Yeah.
I mean, when I was an intern in my first couple of years, there was really no work-life
balance and I was deep in the investing side of things, doing private credit and private
equity investing. And look, that was great because I was a liberal arts girl. I didn't
have the technical skills. I was learning the financial modeling, learning how deals
were made. But I got to the end of that couple of years and I was like, look, I am burned
out. I do feel like my spark has been diminished and I'm not,
I was still carving out time to write.
I was also like studying for the GMAT.
It was maybe I go back to business school.
I wasn't really sure what was next.
And what I guess the way I thought about it,
I was also thinking about getting an MFA
in creative writing.
Do I go to grad school for that?
But I thought, hey, is there a way that I can actually
have better work-life balance, still get paid,
still have my healthcare benefits and my 401k? And before thinking about a really dramatic leap,
I think oftentimes when we're feeling frustrated in our corporate job, especially a really intense
environment like Wall Street, we're kind of an extremist where we say, okay, I'm just going to
quit altogether or I'm going to totally pivot industries at 24. And I just networked within the firm and found the marketing, corporate
communications, branding side of things. I was mostly attracted to that. Sure, I like storytelling
and I have the skillset for it, but candidly, it was for the hours and having a more predictable
schedule because when I was on deals in my first role, I had no protected hours. I didn't have any,
which is very bad on my mental health. It was very bad for my outside passions and relationships and all of the holistic things
that were important to me. So I feel like by navigating that shift and just moving to
a part of the company that had a little bit more of a regular hours, so I was working, you know,
call it more 830 to seven or so, that would be more of an average, which is very reasonable
for still
those years. And I was able to actually thrive because I wasn't a shell of myself. When I
was there, I had a lot of energy. I was really productive. I also learned that I would carve
out time before work to write. So I would go to the Starbucks across the street at like
530 in the morning when it opened. I would write for a few hours and then I would come
in. And paradoxically, I feel like I did so much better at work on those days that I was writing before work
because I was doing something for myself. I was activating my mind, my imagination,
and I was feeling really lit up. So I think sometimes companies are worried about people
pursuing outside passions because they think it'll take away from the time that they give
what they give to the company. I actually think that the reason I was able to rise up as fast as I did and
contribute what I did is because I was feeling on fire for my own things as well.
How did you maintain that kind of rhythm, getting up so early, putting in three hours
of work before even going to work, then working a full workday for a pretty long time? I mean,
I'm assuming you did this for years. How did you maintain that?
Geez, I don't know. I look back on it, Natalie, and I'm like, how did I do that? I think
it's partially the adrenaline of 20-something life. And look, I was single, not a family.
I had a lot of privileges of not needing to be a caretaker, things like that. So it's
not like I was some superhuman, but I did get in this rhythm of waking up really early, carving out the
sacred time in the morning, going to work, going to the gym, having dinner, trying to still manage
friendships. I had amazing friends and it was about six years, but I think it was kind of those
post-college years where everything feels very exciting. There is a lot of adrenaline and there's
also a rhythm of just getting into that flow with it. I think now,
if I had to go back and do it all in that same structure, it would be a little too intense for
where I'm at right now. I know I always encourage anyone when they're in the earlier stages of their
careers, if they're in their 20s or if they're in their 30s and they still don't have kids and a
mortgage and all of those extra responsibilities, I'm like, that is your time to hustle. We talk a lot about freedom, we talk a lot about balance, but I don't think
you get that without putting in the groundwork. Whereas that is a lot harder to do when you
have a lot more responsibilities. I look at what I was doing in my twenties and I just
think there's just no way my life could look like that now and I could enjoy it. But I
do think, you know, when you have that ability, you
just have to fully go at it. So I love that you talk about that. Another thing that I
want to talk about is money because you went from a Goldman VP salary, which I'm assuming
is pretty nice to, you know, it's a very common knowledge that royalties of advances from writing
fiction in the beginning don't always, is not like the most abundant paycheck. Maybe
it was for you, but I know that's like common. Comment down for people, so how did you navigate that
financial cliff jump if it was one for you? Yeah, absolutely. I think it's so important
to talk about money and be transparent with it because it's all fun and games to say,
quit your corporate job and follow your creative dream. And hey, that's not really the most
realistic without talking about all the money. And like you said, I still make, I make maybe about 25% of my, I have a portfolio career, right, is how we talk about
it. So about 25% might come from my advances in my royalties, but then I also do coaching. So I work
intimately with young professionals navigating career transitions who want to go from one industry
to another or carve out more time to feel fulfilled, etc. And then I also work
with aspiring authors. So I do small group cohorts coaching, helping other people bring their books
to life. I do keynote talks, I've given four TEDx talks, which are unpaid, but then that did
translate into more paid speaking opportunities. So both at universities, at companies unlocking
your creative power, at organizations, women
and business organizations. So speaking is more lucrative than the books themselves.
And then I still do consulting projects. So I have Lindsay Macmillan Creative LLC is the
LLC that holds all of this. And then I like having the flexibility to take on consulting
projects maybe when it's a down season for my books and then scale off. Right now, I'm moving into a book launch season, so it's nice.
That's able to be my main focus for the summer. And then, hey, come fall, it would
be amazing to take on an aligned consulting project for the portfolio and the money of
it all. But also, I'm more creative and I think I'm at my best when I'm doing multiple
things. I used to think my dream would just be writing
in a cabin in the woods secluded right on Walden Pond.
But I think that that's not really me.
I think my magic is that I have,
all of us have this multi-dimensionality.
And I think I thrive when I'm able to be in teams
and solving business problems.
And that actually makes me much more creative as well.
So I had the way I approached it though,
I gave myself one year that I wasn't focused after I quit my Goldman Sachs job.
I said, okay, for one year. Also, I had been saving a ton of my salary. I saved a lot of
my salary while I was at Goldman. And I was very much living below my means in New York
in a 300 square foot studio apartment and budgeting really well for that stage of
life because I knew that I called it like my creative fund. I was just putting money
away to enable whatever came next. And so that gave me a year that I didn't actually
have to have that pressure so much of immediately making money. I also moved back in with my
mom in the beginning and like took a lifestyle hit. And I think there are these trade-offs
that people don't always want to talk about. So I love that you're kind of bringing that
to the forefront. And I think it's really cool that we live in an era now that we can
have these portfolio careers now. You have done so beautifully, build a brand online,
right? Like the fact that we can record this from anywhere, it's really opened it up.
Yeah, I do think it's really important to talk about because I think one thing I hear a lot is the, oh, you know, I could go and make twice the amount elsewhere and work half
the amount of hours. And I hear it like when someone's thinking about transitioning from
a job into their own business and I hear it and I'm like, yeah, you absolutely could.
And that doesn't always translate. Sometimes takes a long time to get there. And often
when it sounds too good to be true, it is. And I think it's, I really enjoy how you're bringing in
the realness of, yeah, I'm an author and I'm doing what I always wanted to do, but I'm
also doing other things on the side to fund that because it does take time and it's just,
it just takes that sometimes. I know with my business, it wasn't an overnight success.
It's taken so many iterations to get to a place where it
is financially very, very successful. But it's not something you just dream up and jump
into immediately without having any of the prior knowledge or anything set up. So for
you, did you want to make sure you had book deals, a certain amount of money coming in,
a certain amount of money guaranteed before taking the leap? How did you think about that decision?
Yeah, I think for me it was having not just the first book deal but the second book deal
signed before I left because that went from, okay, this is a pipe dream, Lindsay, or this
is a one-hit wonder to, hey, this is the base of an entirely new career path. And again,
I knew it wasn't going to probably be just the books. It's kind of you win the lottery if you can just live off your books. For a
few people that happens, for most of us, that's again one segment. But I took a bet on myself
and I said, I'm building this brand and it's actually the Lindsay brand. And then the books
are really one pillar of that. And then I'm able to do, I gave my first TEDx talk two
weeks after I quit my Goldman Sachs job with no public speaking experience, just went on stage and did it. And I'm a big believer in not even overcoming the fear,
but just moving through it. But I think for me, it was having the first two book deals signed and
then having, you know, just, I guess, like that good safety net of six-ish months of salary tucked
away that I knew that I was not going to be so stressed about that during my first book launch
and give myself through that first summer of my book launch. And then I sat down and
I reassessed and then, hey, I did take on a consulting project, right? But the goal
was to always increase the amount of time that I can spend working for myself and decrease
the amount of time working for other people. And that's sometimes a slower intersection.
But I also think it's a blessing that, hey, we have different levers that we can lean into if we want to be bringing in more money in one season or
if we're able to take some time and just go on ourselves and build our personal brand
and know that we're not having to be in survival mode. Because when we're in survival mode
and scarcity mode, we're just feeling so stressed about the next paycheck that, of course, impedes
creative flow. So that's actually why I think corporate jobs can be incredibly nourishing
for creative flow until they burn you out. I think there's this sweet spot and a lot
of my friends are very creative while in corporate jobs and there is a level of security that
that can give. I think for me, I just have always been drawn to a more entrepreneurial
path and I knew that the books were going to be a part of that, but it was going to be much bigger than that.
Have you ever regretted the decision or sat with like, what if I didn't? Has that ever
creeped in since you left?
I've never regretted it for a second or thought what if. I guess, I mean, I have days when
I miss being on a team and going into an office. And especially there's kind of a nostalgia
to 20 something life in New York
City and in London and there's definitely a nostalgia for that life stage. But then
the reality is so many of my friends have also gone off and done their own thing or
left Goldman and it's kind of this great training ground. So I don't think I've ever regretted
it. Sometimes though I do think I'm like, Hey, would you know me being a fractional
chief strategy officer somewhere in more of
a longer term, because right now I've taken more shorter term consulting projects, call
it three to six months, there's something nice about contributing in a long term environment
and having colleagues and friends around you for the long term. So that's something that
I reflect on and I'm kind of meditating on for the future.
Yeah, I love that. And I love how you're just so open to talking about how this can
all evolve and how it can look different because I do think we just live in a time now where we have
so much more choice than ever before. Like you really can go and do and create anything and
everything and there's so many ways to make it work for you. I know for myself I don't think I
would fully enjoy being a solo printer. I love with people, but I know there's ways in which I want to do it and ways in which I don't. But I also
feel like you can only learn this through doing it. You can't listen to a podcast and
hear what it sounds like. You can only learn it by doing it. So I'm curious for you now,
you know, what your life looked like then versus what it looks like now. What are the
big contrasts?
Yeah, I mean, you're so right. And I think I went through that season where I was listening
to every podcast and reading everything and trying to emulate someone else's business
model. And it can be kind of overwhelming for as beautiful as it is to have all these
choices. There are also a lot of people on Instagram, on LinkedIn saying, this is how
you sell your book and sell your courses and build your brand. And a lot of that was just
energetically not resonating with me. I feel like a brand like you, Bill, it's just so
it's really authentic to you. Also, scale isn't always the goal. Like getting venture
capital funding and becoming a billion dollar unicorn isn't everyone's goal. And I think
so for me looking at it as, Hey, I went from thinking that I needed to scale, scale, scale
versus creating this really sustainable model that nourishes and funds my life, right? So rather than having it be
the business first, I really look at it as the life first. And I think the way that that
looks is I was just so in the months and even the year after I left Goldman, I was still
so in that culture and that kind of masculine rigid way of working and thinking. And I put
all that pressure on myself.
I was still working 15-hour days for myself,
sitting down at a desk on my computer,
having my 20 bullet point checklist every day.
And that actually became so overwhelming and so
constrictive.
And I definitely reached burnout working for myself.
And now, I much more, even writing my latest book,
I was able to carve out entire days, even weeks
just to that. And maybe checking email once a day at the end of the day and realizing
what is actually urgent and what isn't and time blocking and having the deep creative
flow that I think corporate world does not really honor. We're constantly switching
our attention so much. So just going deeper into how I'm managing my calendar and my
schedule and my works, trying
not to have meetings on Mondays and Fridays, like I realized I can create the rules of my own
business. And I had a level of doubt of if that would actually work because I had only seen that
more corporate way work for me when I was at Goldman. So naturally, okay, that's what I had
seen. That's what I tried to do. But I'm sure as you've built your business too, it's like, oh,
okay, part of the point of being here is that we can do it differently and
we can create a different lifestyle and have flexibility. And I've been actually pretty
nomadic the last few years. So I've just got back from a couple months in Santa Monica and right,
or in Michigan now for my book launch events. I'm moving to Texas next month where my fiance is,
but it's like this level of flexibility. And I think that was something that I did not have
at all when I was leaving.
Lae-Anne Kane Totally. I think you can really create for
yourself the choice. One thing you mentioned that I think is interesting is life first
versus business first. And I actually think that's so hard for people to do in reality
because a lot of people find it really challenging to say no to the money. So they find it really
challenging to cap out on the number of clients that they take when something lucrative lands on their desk, they might say yes
to it and there's nothing wrong with that at all. But I think it takes a lot to be really intentional
about your yeses and your nos and it takes a lot to leave money on the table in favour of a life
first business approach. Do you agree? And then how do you navigate
that?
I totally agree. And I've definitely taken on projects that in hindsight, I'm like,
oh, I did this kind of more out of fear or out of, not even that wanting money isn't
a bad thing or anything, but like that was the motivator versus, hey, this is super aligned
with my vision. And so what I try to do and kind of like connect with what my higher self
is sounds a little woo-woo, I guess, but more into that meditation of where do I see the vision for
my life going? And what is that future self? What are the projects she is doing? And is she, how much
is she writing and making money from her own books versus hosting? For example, I'm a breathwork
instructor now, so I lead breathwork. I'm like, oh, that might be a part that I get to lean into
more. But projects that I'm probably scaling down, ghost writing so I lead breathwork. I'm like, oh, that might be a part that I get to lean into more.
But projects that I'm probably scaling down, ghost writing.
Ghost writing is very lucrative.
I've done it.
I'm doing a project or two now.
It's not where my future of my life or business wants to go, but it is hard to
leave that on the table sometimes.
And I look at it, I guess, as a bridge where I don't, I try not to judge myself.
I'm like, oh, I'm taking on a project that doesn't actually feel great. The great thing with them, they have a finish line. It's not committing
to anything for multi-years. And then they can be this bridge where they're giving me
more of that financial security as I'm able to play around and keep some of that flow
and spark and curiosity around some of these more sacred parts of my life and business
with the writing, with meditations, with breath work, rather than, oh, I need to make all my money from
my royalties and from leading breath work workshops. That would not be fun at all. So
I think there's a level of that bridge and then hopefully we outgrow it. But I do. I've
gotten to a point where now I cannot. I get excited in a conversation with a potential
client and now I say, okay, I'm going to sleep on this, let's reconnect next week. And I just give myself more time
because it pretty quickly will surface if it's something that I'm genuinely excited
about or if it's something that, hey, I could do it, but my time is valuable and I need
to honor that and not overwhelm myself.
Yeah, I really, really like that approach. I love that simple thing of like, this exciting,
but I'm going to sleep on it. Just having that little pause to step back and think about,
does it align with my core values? Is this really helping me move forward? And maybe it's a bridge,
or maybe it's you have the luxury of saying no for that project, but I think that's something
that is incredibly important when you're designing a really intentional life.
I'm assuming too, a lot of your career coaching clients are in their own version of like, this is a good
job, but it's not the right job, or it's not the right career for me. What do you tell
someone who isn't necessarily miserable, but just knows this is not my path, this is not
what I'm lit up by, this is not what I want to be doing?
Yes, you're absolutely right. I think that's the most common type of client that I work
with because, and some of them also don't know exactly what they do want to do, right?
So for me, it was like, okay, I know I want to write books in a way that makes it easier.
But then there's a lot of this, hey, I'm in a good job. I should be really grateful. My
resume looks great, but I'm just not feeling excited and I'm just feeling in
this kind of existential, is this going to be my next 30 years? Am I ever just going to be a cog in
the wheel? And I think that I say to people, if the plan B is too good, you'll never actually
reach the plan A. And I think I see a lot of people who do get stuck and stagnant. And look,
everyone's on their own path.
I think people come to the realization on their own timeline.
But I think the clients I work with are very awakened, if you will.
They know that this is a path that they want to get off sooner rather than later.
And so it's helping them understand what the plan A is.
And looking at people like you, maybe I can be a role model for some people.
I say, you know, make a list of who are people who are living, even if you don't have to
know them personally, but they're living a life and
a career that you would love to be in, you know, in five years. And we kind of start
there. Because what is the plan A? Because plan B can be safe, it can be comfortable.
There's a lot of privilege with it. I'm not saying it's a bad path at all, right? But
for many of us, especially those drawn to more entrepreneurial paths, there is this
level of creation and spark that we just feel dulled and made small and constricted within that corporate environment.
And I think it's then, okay, identifying dreaming big and not running to, oh, well,
this is why that couldn't work out, or this is why I wouldn't be able to monetize that.
As you and I can both be examples of, there are so many ways that we can carve our own
path and I think it's giving permission to really connect with that plan A.
And do you normally tell people to come up with a timeline and a plan of doing it? What
do you normally tell them when it comes to taking action?
Yeah, I mean, I think my whole style is this really interesting blend of the creative and
spiritual with the practical because I didn't just, people look at my story like, oh, she
just followed her heart. It's like, well, no, I actually had a very pragmatic plan with all
of this and it didn't just happen overnight. So there's definitely that practical. I usually
go to that second though. I think getting to what the vision is and getting to what
are the micro steps you can take first. And then, okay, yes, within six to 12 months,
maybe this is leading to you quitting your job or a bigger pivot. But I like to say,
how can you make the most of that in between? And you don't have to overachieve at your
corporate job so much. If you don't want to be there in three years, then be good enough.
Be pretty good. You're pretty good. It's going to be like the people I work with and us,, like we're already going to overachieve, but you don't need to expend 110% like we've been
conditioned to, you can save 10, 20, 30% for yourself. And so coming up with again, what are
those micro moves you can make, be it something just for your passion or something that can start
making money, and you can have this test ground in between. And I think that then helps determine the timeline for when the bigger leap. Also, when
some people start doing that, they don't even actually want to leave their corporate
job because they're like, oh, now I just feel like the balance is there. So of course,
it depends with everyone. But I do think that being able to get really specific and dialed
in on a couple of small things you can do within the next one to two months and then
say, okay,
how are we feeling with the bigger timeline?
I love that so much. I think that's such good advice. So for you, I'm so curious, what
does your next five years look like?
My goodness, Natalie, asking the tough questions. It's so funny because so I have my third book
launch that's coming out this July, July 1st, And I'm just gearing up for all of that.
And I do feel like it's kind of this, it's really cool how much has happened in the last
three years because you and I can probably both be maybe hard on ourselves sometimes
in life or business, or it doesn't feel like a lot happens all at once. But then looking
back, I'm like three years ago, I was literally just quitting Goldman. I hadn't even had a
first book come out. My first book came out, my second one, and now my third one. So books are going to be, continue to be a staple, I guess,
of my life and career. I have my first poetry book that's going to be coming out in the fall,
all about love and self-discovery in New York City in your twenties, which I look at my books
as time capsules of my life. So continuing to write and I guess document my life through fiction, through poetry,
that's always going to be there. And then I think really dialing in with the coaching side of things,
with the speaking side of things and with being unapologetically me, I think I had this fear for
a long time that I was going to become unhireable, that the path I was on wasn't going to work. And
so I was going to have to go backwards. And so I found that I was making myself small
in how I showed up online or in what I said in interviews or in offerings that I put out
because I had this fear that Goldman or whatever company that I might need to work for would
see that. I've also had consulting clients tell me that they think that I'm too vocal
about my own books or my own brand. And it's like that to me is just an indicator that we're
not in aligned partnership. So for me, the next five years is truly stepping into my own voice.
I think I've done a great job at it through my books, but I've been a little bit shy on truly
just showing up as me and trusting myself and not feeling like I need to be this people pleaser.
I think that's a big thing that I'm unwinding from and really building that community online. That's, I
think, what I'm most excited about.
I love that, Vee. I'm so excited. So tell us all about your third book. I have a copy
on my desk. I'm so excited to dive into it. Tell us all about it.
Yes. It's a great summer read, I think. It's called Summer on Lilac Island, and it is set
on Mackinac Island in my home state of Michigan.
So I don't know if you've heard of Mackinac Island or ever been, but I highly recommend putting it on
your bucket list. It's a wonderful place to set a story. It's this little island in northern Michigan
and there are no cars allowed on the island. It's only horses and buckies and bicycles. So it's
literally like a step back in time and there are only 500 year-round residents and then kind of
becomes more of a tourist town. But this, it's a mother-daughter story. It's a multi-generational family story about
Gigi, this late 20s woman who has run away from her hometown as a teenager, is kind of the black
sheep of the island, very rebellious, and then is plunked back for the summer because she's
run out of money and has been job hopping around the country and has to reconnect with her mom. They have an estranged relationship and then her hometown.
So it's kind of giving Gilmore Girls vibes a little bit of Pride and Prejudice too because
the mom and daughter play matchmaker for each other. And like my divorced mom and I have
kind of evolved from mother daughter to friends over the years and we've played matchmaker
for each other a little bit. So loosely inspired, but really it's probably the book that's least like my own life. And I feel like as I grow
as an author, I'm just able to activate my imagination more and create these worlds.
And I write it not just from the daughter's perspective, like my first two books have
been much more voices that are similar to mine. And then the main character in this
book is, but then I also write the mother's perspective, the grandmother's perspective, as these other women on the island. So it becomes more of this mosaic of women.
And I'm also meeting with, Vintamaro, I'm meeting with a screenwriter. I have the Hollywood
agent side of things to explore turning it into a TV show. So I think that would be on
the vision board too, like super early, obviously. But something like A Virgin River, Gilmore
Girls, Sweet Magnolia, Heart of Dixie, I think it would fall into that realm.
Oh, I'm so excited for you. I'm manifesting that. That would be absolutely incredible.
So we'll leave the links for the books below and I'm sure they can just search on Amazon
or anywhere they get books to grab it as well. I am so excited for you. I'm wishing you
the best of luck and thank you for having this conversation. It was so different and
refreshing.
Thank you so much, Natalie. I really appreciate your support and look to you as a beautiful
example as well that I can learn from and certainly do. So really appreciate it and
thanks for having me.
Thank you.
Wait, wait, wait, before you go, I would love to send you my seven figure CEO operating
system completely free as a gift.
All you've got to do is leave us a review on this podcast because it really supports
the growth of this show.
This is my digital masterclass where I'll show you what my freedom based daily, weekly
and monthly schedule looks like as an eight figure CEO, mama and high performer.
And I'll walk you through step by step
how to create this for yourself.
It includes a full video training from me
and a plug and play spreadsheet
to literally create your own operating system.
It's one of our best trainings and it's worth $1,997,
but I will unlock access for you for free
when you leave us a review.
I know, wild, right?
All you have to do is leave your review on the podcast,
take a screenshot of it,
and then head over to bossbabe.com slash review
to upload it.
And then you'll get instant access
to the seven figure CEO operating system.
Again, head over to bossbabe.com slash review
to upload your screenshot and get access.
We are so, so grateful for all of your support
and can't wait to hear how the podcast has supported you.