The Mello Millionaire with Tommy Mello - How to Win in Business and Marriage (Without Burning It All Down) with Mike & Kass Lazerow
Episode Date: January 16, 2026Kass and Mike Lazerow are serial entrepreneurs, early-stage investors, and New York Times bestselling authors, best known for their company's $745 million acquisition by Salesforce in 2012. As co...-founders of GOLF.com and Buddy Media, they helped shape the early digital and social media landscape. Kass and Mike have founded multiple ventures and backed more than 100 startups, including breakout successes like Scopely and Liquid Death. In total, the companies they’ve built and supported have generated more than $10 billion in realized value.Today, Kass and Mike operate a diverse portfolio spanning venture capital, healthcare, executive recruiting, and sports. Their debut book, Shoveling $h!t: A Love Story About the Entrepreneur’s Messy Path to Success, became an instant bestseller for its candid look at what building real businesses actually demands. Known for their clarity, discipline, and long-term mindset, Kass and Mike are widely respected voices on entrepreneurship, leadership, and the realities behind sustainable success.Check Out My Social Media:Tiktok ⟶ https://www.tiktok.com/@officialtommymelloInstagram ⟶ https://www.instagram.com/officialtommymello/Facebook ⟶https://www.facebook.com/thomasmello/My other podcast:Home Service Expert ⟶ https://open.spotify.com/show/4WHQ3ldGThHsP1cfzNF33GLive Q&A submission form:https://homeserviceexpert.com/questions00:00 The Entrepreneurial Journey Begins02:00 Building Successful Companies06:02 Investing in the Future09:50 Navigating Post-Exit Challenges15:12 The Role of Emotional Intelligence20:05 Advice for New Entrepreneurs25:11 The Importance of Health and Longevity29:52 Final Thoughts and Book Recommendations
Transcript
Discussion (0)
The one thing that you have to have, the one trait that you better have as an entrepreneur,
if you decide to do this, is the ability to suffer.
Because pretty much every single day as an entrepreneur are going to be losing days.
Days that you, something hasn't clicked and too many entrepreneurs give up.
It's the ones that succeed are the ones that can take the suffering, take the punches, and stand back up.
Successful, renowned, worldwide.
Cass and Mike Lazaro are award-winning entrepreneurs, best-selling authors and visionary early-stage investors.
The more you de-risk, the easier it will be for investors to say yes.
As co-founders ofGolf.com and Buddy Media, their company was acquired by Salesforce for $745 million.
These days, as investors, they've backed more than 100 startups, including scoply and liquid death.
When you start a company, you're basically announcing it to the world and giving people a front-row seat to your failure.
They've helped generate over $10 billion in realize returns.
Their bestselling books, shoveling shit, reveals the real and messy path behind their success.
The takeaway is that entrepreneurs love to suffer, and it's kind of our currency.
And any successful entrepreneur has to learn to love to shovel.
Today, the two of them run a portfolio of businesses, advised founders worldwide,
and split time between NYC and the Hudson Valley with their three kids.
All right, guys, welcome back to the Mellow Millionaire.
Today I got Mike and Cass Lazero with me.
They're award-winning entrepreneurs, best-selling authors, and visionary early-stage investors.
They are widely recognized for building and scaling category defining companies.
Today, they run a portfolio of businesses, advised founders worldwide, and split time between New York and Hudson Valley with their three kids.
Thank you guys very much for doing this. I'm excited.
Thanks for having us.
Thank you. We appreciate it.
So I guess let's just talk about what was the pivotal moments that you guys really enjoyed.
What are you excited about today and where are you headed?
And I don't know who to choose here.
So whoever wants to take the questions.
Mike, you start.
Yeah, so we've been entrepreneurs our whole life.
So I went to journalism school at a time when journalism was falling apart as an industry and as something that people actually wanted to do.
And the internet started, the commercial internet, while I was at Northwestern in journalism school,
and I just went down a rabbit hole, and I never came out of the rabbit hole.
So it started with my first company at Northwestern called University Wire, which merged with a company called Student Advantage, went public.
We then kept going, cast starredgolf.com while I was doing that, and then she had an unfair recruiting advantage and got me over to help her build that,
sold that to Time Warner after some ups and downs for 25 million.
And then what we're best known for is Buddy Media, the leader in social media marketing software,
which we sold to Salesforce for close to a billion dollars.
I love it.
Cass, what do you think?
I mean, Mike said it pretty well.
We've been serial entrepreneurs for the last 30 years, and we've worked together for all of those,
which to most people seems like a surprising fact.
but we don't know any better and it's worked perfectly.
We don't have overlapping skills, which is one of the greatest strengths you can have as co-founders.
So here we are, you know, 30 years later, and we wrote a book that's called Shoveling Shit,
a love story about the entrepreneur's messy path to success.
It's our kind of nod and love story about each other, but also the love of being an entrepreneur
and sharing that validation with all the other entrepreneurs out there
that we see them.
We know the shit shoveling that they have to do,
and we are here for them.
What would you say, what do you enjoy the most, Cass?
What's your passions in business?
Where do you get excited to go into a business and help out?
I definitely, you know, as investors now,
I would say the thing I'm most excited about
is helping the founders and teams form.
I'm very good at what I call money balling.
So I like to put the right people in the right spots to get over the plate.
And that's the strength that I bring.
And it's also what I love doing.
I love it.
Mike, what about you?
Yeah, so we love entrepreneurs.
I mean, people ask us all the time, how, like, why'd we do 100 deals ourselves off
our own balance sheet?
Why'd we start a venture capital fund?
Why are we buying businesses right now?
It's because we're addicted to entrepreneurs and entrepreneurship.
And although the book's called Shoveling Shit, it's a love story.
It's the great entrepreneurs.
I mean, just look at you, Tommy.
Like, you've built a business and, you know, you have a great life right now.
But I can't imagine what it took to build, you know, that monster business where you're going, like, door to door, like getting customers on board.
And so we think that it's both miserable being an entrepreneur and the best way to spend your time.
you both suffer and it creates a lot of pain, but the pleasure it brings in personal relationships
and security eventually and just kind of being able to get out of bed and have a purpose in the
morning has been the biggest gift. And so we know what we do. We're not the smartest people in the
room. We're not, you know, our gift is in identifying people, identifying opportunities, which
we did with the internet and Web 2.0 and AI and water. When I first met Mike Cesario,
he had this crazy idea that I want to market a water product, a health product, like everything
that's bad for you. I want to be an entertainment company that happens to sell water. And it was
such a crazy idea that we're like, yeah, we're in before he even sold one can of water. And so
this is something that we, it's our identity, it's our relationship, our love story. And why we're
so thankful to be here is, you know, your effort in supporting real entrepreneurs. When I say
real entrepreneurs, these aren't venture capital-backed businesses. We wrote the book for people
who don't have a safety net, people who are building businesses to, you know, for future
generations without, you know, the crutch of venture capital. Those are the real entrepreneurs.
Yeah, you know, venture capital, if you had to explain to me, and I've just, this is for the audience, I've met a lot of venture capitalists.
It seems like Jeff Bezos said it the best, the baseball the best you could get is four runs.
And when you're a VC, you could get 10,000 runs.
But then there's private equity.
And private equity is swooping into all of home service, home improvement, and a lot of other industries.
what do you think the biggest difference is between private equity versus venture capitalism?
Yeah, so venture capital is about inventing the future,
is about how do you get to the future faster?
And typically whoever gets to that future faster as a business sees outsized rewards.
Having said that, it takes a lot of capital, venture capital-backed businesses.
And most of them fail.
Most of them don't work out.
And not just a majority, but if you look at the numbers, you know, a good,
90% plus of venture capital back companies fail to produce that outsized return.
And it takes a different mentality to go from zero to one.
So to go from an idea that has never exists, whether it's kind of ride sharing, cars that fly,
any of these crazy crypto ideas, it's just a different mentality than how do you scale something
that exists. And we do both. So we both invest in the future.
And we're buying businesses that are just great businesses like executive search firms and,
you know, healthcare companies and firms that basically provide a great service to a customer
like you do and build on the back of word of mouth, which is the ultimate marketing.
And so private equity has basically said that, listen, these are great businesses, the home service
business, they're not going to be crushed by AI.
everyone's going to need these services as they are with dental practices and all these other
businesses that are getting rolled up. And because the cash flow, they're able to leverage their
acquisitions, use equity and debt. To me, that's more of a financial engineering. It's not as
exciting to us. We love inventing the future. But what we like about buying businesses is working
with entrepreneurs who've never had an operating partner who can tap into our network into our
playbooks to start growing again, which is exciting. Cass, what do you think you guys obviously
probably have people, whether it's, there's probably 10 people for different types of marketing,
you got the right CFO background, you got the right FP&A teams, you got the right executive
searches. What do you think you guys are known to bring to the table? So I think Mike and I fulfill,
to most companies help with networking, sales, fundraising, marketing, operations, team building,
hiring, retaining, you know, their employees. So they kind of look at us for different things.
Mike and I, like I said, we divide our talents, which is great. And I think they know that because we've
been in the trenches, we've seen just about everything when it comes to any kind of a company,
including multiple pivots, going bankrupt, you name it,
we will steer them correctly, but also honestly.
And we're going to understand when they vent about something, we get it.
We absolutely get it because, you know, being an entrepreneur is 24-7.
So I think we also bring a lot of understanding and empathy to entrepreneurs.
You know, I want to ask some selfish questions here.
And I think the audience will get a lot out of it because, you know,
Wickman and I had a long conversation about it of you build this business. Sometimes it's your
DNA, it's your identity. And the money comes. And I think a lot of people just don't know what to
do when they have that first exit. You know, I rolled half back into the business. And I still feel like
it's my DNA. I really do. I'd love to say, oh, no, I'm not attached to this business at all,
but I am. But what is your take on that? Either one of you could answer this.
founders who sell oftentimes find themselves wanting to give the money back and get their company back.
And that comes from kind of ego and identity.
And purpose.
And purpose.
And so they find themselves with a lot of cash, but not a lot to do in the morning.
We were just at an event in L.A.
And a founder had sold his business for $3 billion and I'd give the money back right now to get my business back.
And, you know, I think what we've learned is that.
money is great, but it doesn't really change who you are. What it does is it lets you make decisions
to buy your time back, which is what you're talking about. And so how can we have a venture capital
firm and a private equity firm and write a book? We have incredible people. We have incredible people
who, a lot of them who have worked with Cass forever as operators, and we're able to buy our time back.
We don't have to do everything, and we protect our time.
We protect our energy like its capital, right?
And that includes sleep.
People are like, you guys must not sleep.
It's like, no, Cass knows at 10 o'clock, I'm gone.
I'm asleep.
When I get up, I'm up.
Like, I don't stay in bed.
It means resting.
It means working out.
And if you are a founder who finds yourself in money with money, a few things that I would do.
One is don't buy anything for a year.
If it dries, flies, you know, just don't do it.
These boats are like, we owned a boat once.
We bought a house in Turks and Kekos and it came with a boat.
And it was like the only thing we fought about.
It was like the bane of our existence.
So rent a boat, rent a captain.
That's fine, right?
But just like, you know, make things easy.
There are two ways to be rich.
You could have a lot of money or you could not want a lot.
I like doing both.
I like having a lot of money and not having a lot that I want, right?
Especially like physical things.
Number two is find someone who's really good at money management.
I'm not talking about stock picking.
I'm talking about trust.
I'm talking about tax strategies, which is ironic.
I'm sitting in New York City, which is the worst place.
And, you know, making sure you protect your estate, right?
Yeah, and a lot of us, like, just because we have success in business, doesn't mean we're
good at like managing our own money. Just realize that. Realize that like you are good at doing your
business. You do not have the experience of managing hundreds of millions of dollars. And so once you
kind of realize that they're experts, you shouldn't be kind of paying all your bills. You shouldn't be
worrying about the day to day. You should be thinking about what are your strengths? How can you
exploit those strengths for the benefit of the world, both through business and through, for the
first time, if you're just making money, philanthropy. I agree. I mean, look, the right person,
the tax strategy, the trust, there's so much. If you got to lump sum of money, it could be
$10 million, $100 million, or a billion. But do you believe, like, the, oh, shit money should just
be like, this is going to continue to make money. This is like, this is our safe. Or do you just
say let's let's bet it all and diversify it in more ways to grow it.
I can tell you that over the past, let's call it 15 years,
we have struggled to stop investing in venture, right?
Because we love entrepreneurs, right?
So we have done a better job at having the boring return, right?
And literally, when you make chunks, putting it aside and just letting it grow,
don't worry about, you know, the next investment and things like that. But you do have to think about it just like you said, which is if you make a million bucks, what are you going to do with it, right? And you should be thoughtful about it and you should have someone who can advise you so that you do have boring and you do have the stuff that you love to invest in. So you're not, you know, missing those opportunities. And then, you know, you have to use some of it for whatever that is. We happen to have three kids.
So they got a lot of that money spent on them in terms of education.
With VCs, explain to me, because I'm not very familiar.
I've never been down the VC path.
I was at a Goldman event.
There was 80 founders.
I was very fortunate enough.
I was like the most boring guy.
I'm like, I do garage doors.
There's all these software guys solving like sickness and genetic mutation.
And I was like, yeah, I make the doors go up and down.
But where do you go?
How do the deal flow come in?
Like, what do you look at?
Do you have a whole team that does diligence?
Are you guys out there meeting people every day?
What's good?
What's bad?
What get you excited?
I mean, this is a loaded question, but I just, I don't know much about it.
It's a good thing you don't know much about venture capital.
I mean, it's really a, it's not even an industry.
It's has been perverted in this world of like, you know, Facebook and Uber and everyone wants to do it be an angel investor.
And at the core, what it is is basically taking money from very,
large individuals and institutions and say they have a 2% allocation to venture capital,
which is like this innovation economy. You raise money from those what are called LPs that you
then are investing in companies. Now for us, as entrepreneurs, we just happen to hang out with a lot
of entrepreneurs. As entrepreneurs who returned several funds for our investors, meaning like
they invested in our company and it returned all of the.
capital for the entire fund, that makes a lot of friends, right?
Like, you have people who are who like you.
And so our deal flow comes from these friends who over the years, like any industry,
it's a very small industry.
So when Peter Pham in L.A., who has a firm called Science, calls up about this crazy
idea liquid death, do you want to meet Mike?
Yes.
You know, when I get a call from Howard Linson saying, do you want to meet?
Walter Driver, who started a company called Scoply, which sold for $5 billion in cash.
Yes.
And so all of us have our industries, right?
We all have our network.
And what I would tell everyone is that more than money, your network is your net worth.
Ours happens to be in venture capital.
But it's not like anyone can get into venture capital if you're not in venture capital.
The jobs don't exist.
Cass, do you agree with that or no?
Yeah, I do agree with that.
Well said.
Yeah, that's interesting.
I mean, I know of a lot of funds of good buddies with the guys that found at Service Titan.
And they, I think, had Bessemer as early investors.
It was Byron Dieter.
I know it well.
Yeah, Byron.
I met him the other day at a football game.
He's a great guy.
And then they invest, you know, some, they talked about fusion.
They were like, yeah, we're a couple years out from fusion.
There's about 10 companies.
We're investing big.
And then they said, it might sound unorthodox, but we invested in the 49ers because we think people are going to
want in this AI-driven world to come together.
Entertainment. Yeah, community.
And so I love learning about this stuff.
And, you know, I'm thinking like you could buy gold or you could buy Bitcoin and you
could buy real estate and get accelerated depreciation or do a cost segregation study.
There's like a million ways to put money in.
I mean, what would you say to somebody that just had a really good exit?
I mean, but you still want to have purpose.
I think you guys nailed it.
Like you don't just want to sit around and just watch this, you know, S&P 500 all day.
I think I think the first thing since we do have some experience with this is that you let yourself sit in the uncomfortable quiet for six months.
And I say that because you want to do this like, what's the next best thing?
You know, I got to get in it again.
You're like it's like an addiction almost.
these entrepreneurs like to keep going. And first you got to reset your whole nervous system
because what you do and you know this from being such a successful entrepreneur, it's a lot,
right? Especially when you're pushing and running really fast. And, you know, what we tell
entrepreneurs is you've got to figure out if you want to, your next best idea. But also that might
come from just sitting in the quiet, doing a lot of reading, consuming information that's out
there, learning, educating yourself. Because what happens is when you're in an industry,
like, you know, we were in software, you're going to know everything about that and then something
else is going to come by and you have to adapt. And a lot of times the best founders can adapt
because they're running at a time and they just don't have that focus. So my goal to every founder when
they do this is to hire a team, an accountant, a tax attorney, an estate attorney, someone who can
talk to them about what money is in the estate and outside the estate, especially if you have kids,
think about education and take a breather. I know it's hard, but you got to take a breather.
There's basically like, yeah, I was just talking to a founder about this and I just gave three
pieces of advice. You know, number one is by time, not toys. So no lifestyle,
inflation. And the idea was that like before you even think about your investment portfolio,
design your calendar, like design what you want your life. Be proactive because too much of our
day is reactive. And so if you say, this is what I'm doing, this is what I'm not doing.
You know, it could be anything from you may want to play golf once a week for the first time
in your life. You may not want to, you may want to volunteer. You may want to kind of sit on boards,
but just design it.
Number two is concentrate before you diversify.
So think about like, okay, if that's your calendar, like don't worry about spray and prey investing.
You could hire someone to do that, but what are the areas that you deeply understand?
And what are the areas that you want to concentrate on?
And it could be starting a company, could be investing.
And try to stick number three, you know, there's hubris,
that comes with selling a business.
Like the way you're treated when you make hundreds of millions of dollars is just different.
Like people think you're smarter.
People think you're not the schmuck you were three minutes ago, right?
And so try to invest kind of where you can add judgment, not just money, because capital is everywhere.
And kind of those three things, I think, have really helped us.
And the goal isn't, you know, your goal after you sell.
as I'm thinking about it isn't to get rich anymore, right? It's not to like make another
hundred billion. It's to stay free. It's to stay unencumbered from all of the bullshit.
I would add one more too, Mike, that we forgot. Health. Number four, health.
So, exactly. So you have to focus on being healthy. And I haven't seen a lot of great
entrepreneurs do that from the start. But I can tell you that they start doing it after an exit.
And so that should definitely be on your calendar. You know what's interesting? I was at a private
equity event and I got to speak. I was the only founder there speaking. And I asked the guys in my
Cortech, which is our P.E. Find I go, what am I going to do up there? I go just go up there and
be you. Tell stories like you always do. And luckily I got a standing ovation. At the end of it,
I was like, guys, if you could do anything, your LP's in this fund.
It's time to buy a new garage door.
And I told a lot of stories about my family and my mom.
So good.
So what do you guys feel, especially if it's a platform, what is the process or the thought process of not having the founder's role?
Yeah, so we're big believers in founders staying.
And as are the people we're closest with, you know, Mark Benioff when he bought Buddy Media,
It wasn't just about buying this company.
It was about helping to build a whole new part of Salesforce, which was the marketing cloud, right?
I remember him saying that, listen, if we cut open our arms, we're the same, right?
Our blood is entrepreneurial.
I don't know how to keep you guys here, but I'm going to take the 30% that we're paying in stock and revest it over 40 years.
And he was already paying a lot for the money, kind of overpaying for the business.
So I was like, okay, great.
And Cass said, okay.
when we buy a company, we're not buying 100% of it.
One deal that we're doing right now, we'll own 50% of it, 51% of it.
We love the founder so much.
She is so awesome.
We want her to be a billionaire as we build the business with her.
And she's fired up and she's young.
And she's just, you know, she's in the medical space, just great at what she does.
Same thing we bought, you know, executive search firm and other companies.
they own anywhere between 25 and 50%.
And most of the entrepreneurs we speak to work with us at least.
And I think work with other private equity for two reasons.
One is they've no one else to work with.
Like they just get a bunch of money, but that's very rare.
The other is they haven't had any operating help.
And so we bring in a whole playbook and a team to do all the business operations.
If you talk to an entrepreneur, what do you love doing
and what do you hate doing?
They know it right away.
They're like, I love this.
I love being with customers.
It's like the thrill of victory
where we land a customer
and delivering for them.
What do you not like?
Oh,
the payroll and all the bullshit around people
who's like babysitting
and you're like, okay, well, let's go.
I love that you guys identify those things
because I look at the way the company's grown
in the last three years.
And I'm not a big fan of a pivot table
or payroll or dealing with HR
or dealing with lawyers.
And so I've got such an amazing team that they do everything I don't like.
So I get to love what I do.
I come in and I don't do anything I don't want to do.
I do the orientations.
I run some of the bigger sales meetings.
I'm on every marketing call.
And that's where I jam out.
I love recruiting people.
How much debt do you guys typically use in a deal?
I mean, do you use maximum leverage if you can get five or six X?
So we use zero right now because we're equity people.
And that's going to sound crazy, but we basically started the firm with our own capital to buy companies.
And my dad went bankrupt as a real estate developer because of debt.
And we've never really played in the debt markets.
Having said that, that's going to change in 2026.
I've seen the light.
I've been read the Riot Act by many of my very smart investors and private equity people.
We're not going to over leverage the business.
but if we are going to start, you know, bringing on debt, probably no more than 50%,
so we have a debt coverage that we can live with.
And we're also like different than private equity firms.
And I share this because all of your entrepreneurs who are listening are the same way.
We're not optimizing for every last dollar.
We're not financial engineers.
We will give up some money to be able to sleep at night and not living on the edge.
friend in the storage business, and they had short-term, you know, like self-storage,
short-term debt on a lot of properties. And as the interest rates went from zero to seven
percent, they just got crushed, right? Like, that is what would stress me out. Customers leaving,
dealing with employment issues, even getting sued, which you've never really done, those you just
deal with, but existential issues is what you have to look out for, and debt is one of them.
A lot of people get burned out.
My first exit, I lost a lot of my, like I had LOP show.
Like it was stressful.
I had no idea.
I was like sitting in a room and I'm like, biting my nails and I'm like, oh, like, what is, what's going?
Like another dinner and we got to do this dog and pony show.
And literally like, we're a great company.
And I'm like, and then we set up all this stuff and they told us how to act and what to do and when to grab our forks.
It was a little bit over the top.
And we're lucky we got the right partner and we got a great return for them.
And, you know, I want to do it again.
And, but I do want to have kids.
I'm just going to be an old-ass dad.
And I've heard the days are long, but the years are short.
So I'm looking forward to it.
That is exactly correct with kids.
If you want kids, just pull the trigger because, like you said, you know, I think it's a young person's game.
So you want to make sure that, you know, you're moving.
I mean, like Mike and I always talk about longevity because I want to be the grandmom that's out there still throwing the football with my grandkids and everything.
And also just remember like, and I think Mike and I learned this lesson, we thought we could bring home the things that work very well in a company back to our team at home, our home team.
Doesn't work like that.
First of all, you know, the kids, they are who they are when they're born.
it's not a lot of, you know, nurture that changes them.
Second, you can't put them on a PIP.
I wish I could put them on a performance improvement plan.
It doesn't work.
And you can't fire them.
100%.
I think I've read a lot on this.
And I'm not going to get everything from a book.
I know that.
But, you know, the first couple years, they're kind of like learning their foods and stuff.
But years like two to seven is when they're like, if they don't see the parents getting along,
I think that's a really big deal.
I'm going to ask you guys three repeat questions.
I ask in every single one of these podcasts.
What's one piece of game-changing advice you wish you knew in your 20s?
Mike, you can start.
I mean, my biggest one is focus.
I wasn't very focused.
And what I've learned is that you can do anything.
You can't do everything.
And so no matter what age you are,
it's more important if you don't have any money and you can't buy back your time,
focus, focus, focus.
What are your goals for the year?
for the next six months.
What are the three things you need to do to reach those goals?
A lot of what we did, we just did without much thought.
Like, we're going to launch golf.com.
We're going to launch a software company.
But hyperfocus.
And that was that I think as I talked to people who read our book, that is something
that really resonates because entrepreneurs see a shiny object.
They're like, I got to do that.
And that's bad.
Mine would be that my 80% as an entrepreneur is probably better than most people's 150%.
So I think in my 20s, I said if I do all of my effort over here, it means everything else is at zero, where it's not at zero.
So if I'm all in with Buddy Media when we were, I was thinking my kids are getting zero.
they weren't getting zero. They were probably just getting 80%. And that still counted, you know, a ton.
That's great advice. If you had to start over, you get $10 million. Where's the $10 million going?
I think 25% is going into our boring 7 to 10% return. I think 25% is going into venture.
And I think probably 25% is going into the kids we have and probably experiences, I think,
because that's how we'll build memories with our kids later on.
And I think the rest would be the homes that we build so that we had places to build in
community and have our friends and family there.
With $10 million bucks, like, how are you going to build a home?
homes and live.
I don't know where.
I'm just giving you the 24%.
I'm glad I'm already rich because we would not agree on that.
Well, I'm thinking, I'm thinking about like, okay, we're going to need part of it to live.
We'll get deeper here, Mike, but where do you guys, where's the main home?
New York City.
And then we have a house upstate.
Yeah.
So we have a place in Hudson Valley, which we love.
And then we're now empty nesters.
So when we're invited places, we show up.
So people just need to invite us and we love nice places.
Having said that, it's where our businesses are where we live.
We love New York City, but we love leaving New York City.
It makes no sense as a tax location for us.
Like living in New York City, sometimes it feels like no one has enough money.
So people are worth a billion dollars.
Sometimes.
Like they're worth $10 billion.
What's your biggest professional dream at the moment?
Because we hit the New York Times list and people seem to like us speaking, we have a like paid speaking business, which is kind of so weird to us after all these years.
And so our next goal with that is to do a million bucks a year in speaking, which I have no doubt we, like, we'll be able to do.
People said we couldn't be New York Times bestsellers with a title called shoveling shit.
And we said, okay, that's like catnip for us.
We'll just work our ass off and make it happen.
I think he's right on that.
I think speaking is good.
I also, and I want to continue to have enough time,
like Mike talked about freedom to think and participate in longevity activities.
All right.
You know, I wanted to just touch upon something because I'm cautiously optimistic.
I've been reading a lot about AI and really studying people that know a lot more than I do.
And unlike the Industrial Revolution, it's not like you're just going to go learn
something else. Like when that came out, it was muscle. Instead of 50 farmers, now you needed
10 to run the machines. And I just worry because Ara, the founder, Aramaha, Ara's in his office.
And he just kind of said, I feel bad for my kids because we got to come from nothing. And slowly
but surely, I mean, robots are coming out next year. I don't know. I don't know where we're
going. What is your take on that? I mean, so I do believe in like what Mark Cuban,
has been saying lately where there are two types of businesses are ones that adopt AI and then
they're ones that are out of business.
What's interesting about where we sit is we sit in two distinct but powerful areas.
One is we're funding a lot of AI products and services.
And so we're part of a group that funded a company called etch.aI, which is making chips
that are 10 times faster than Nvidia at half the price with a quarter of the energy.
very fast growth company powering a lot of the services that on the flip side,
the companies we're buying are using.
So think of executive search and longevity.
A lot of these services instead of doing, like a lot of it's just like brute force.
You have to call people.
You have to do outreach.
You have to do sales.
We're basically building stuff that's who are the top five people that we should speak
to about this C level job at this company, right?
So all of a sudden, the outbound takes a minute and you're identifying candidates.
And then it's just a sales exercise, which we love.
We train our people to be great salespeople because you got to, you know, everyone who we want
to recruit has a job they like.
I'm happy.
I'm not moving.
You talk to them, whoa, this is interesting.
And you have to get them to say yes, right?
At some point.
And so I think what I've told my kids is learn how to sell, learn how to sell, learn how
to communicate, learn how to listen, just harder for dudes.
Like we just don't listen very well.
I mean, listen, not just like hear what he or she's saying, but like, you know, sit
in their shoes.
And those are the skills that I think will be rare in a world that we're glued to our
phone and people don't have any attention because instant gratification isn't soon enough.
Is emotional intelligence learned?
or because we could talk about nature versus nurture,
but my grandparents told me I was their favorite
because they listened to their same stories over and over,
and I was genuinely happy to do it.
And I'm not saying I have the top emotional intelligence,
but I think my EQ is probably higher than my IQ.
I think that you can, to a point, teach EQ, right?
Emotional intelligence, I think to a point.
But I do think there are some people who are born,
probably you, probably me, with much higher EQs than IQs, right? And it's just our sweet spot
of really understanding people being able to sit in their shoes, understanding, listening,
making people feel heard, things like that. But I do think you can teach them. I mean,
we used to, I used to run a ton of different meetings in all of our companies based on EQ.
Because it's how you actually run a team. You have to have that. You have to be able to
to pick your head up and not just look at numbers. You have to be able to understand how to put
people in the right position, what to count on them for, and then how to actually kept them up
so that they do what you need them to do. And that's emotional intelligence. And look at me,
that's like, I'm the worst. Like, I had no EQ and it was like beaten into me. Like, it's not about,
as I think about it's not about empathy. It's about like regulate yourself. Like sit down,
shut up, listen.
And that's what I'm seeing is missing across the board from employees from kids, from
adults.
It's like, just pause before you react.
Like, think about what you're feeling, what you're contributing.
You know, there's this, there's this book that, it's called Driven.
And it's, there's really only about 6% of people that have this.
It's actually genes.
It's like our chromosomes.
And we're hunters.
And there's a lot of farmers out there.
hunters need farmers. Farmers don't necessarily have to have these hunters. But a lot of people
all over the internet, especially in the United States of America, everyone's saying,
you need to be an entrepreneur, you need to be an entrepreneur, you need to be an entrepreneur,
you need to be an entrepreneur. And I'm thinking about the times where I couldn't make payroll.
And I had to go in a fight or flight, and that's when I do my best. I don't give up. I didn't
quit. And, you know, I had to learn how to focus. And I had to borrow against my mortgage. I mean,
I put the chips back in 10 times and I keep doing it.
And I don't really think that advice is very good for most people.
I think they can be entrepreneurs.
I think they can make a lot of money.
They can still have equity in the company.
But now everybody's like, I want to be an entrepreneur.
I want that dream.
And they see these Instagram posts or TikTok or whatever.
And they see all the good stuff.
They don't see what comes with it.
And I said, I'm an overnight success of two decades, is what I tell people.
What is your guys' take on that?
100% right.
I mean, first of all, you know, social media is like the worst thing that's ever been invented.
It's great for marketing, but it's horrible for everyone's mental health.
And the comparison problem that everyone has is they think, like you said, that you were an overnight success.
We're overnight success story of 30 years, right?
So it's, I don't think everyone should be an entrepreneur.
I think you've got a money ball yourself.
I think you've got to figure out what your best at.
But the one thing that you have to have, the one trait that you better have as an entrepreneur,
if you decide to do this, is the ability to suffer.
And like you said, not give up.
Because pretty much every single day as an entrepreneur are going to be losing days,
days that you, something hasn't clicked, you messed up, you have many failures.
And if you keep going, you said this in the very beginning, too many entrepreneurs give
up, right? It's the ones that succeed are the ones that can take the suffering, take the punches,
and stand back up. So your advice is correct. That advice is not great for everybody, but I think it is
the right advice for the right entrepreneur. It's just not everybody should be an entrepreneur.
My experience, I used to get so pissed at what my dad would say. If I knew then, what I knew now,
I'm like, so tell me. And what I realized what every one of my uncles and dad was saying was,
don't care what other people think.
Go for no.
You only worry about you.
Don't fear rejection.
And these are life lessons, though.
The deal is you got to experience them.
You can't tell somebody these things.
Hey, I want to ask you guys a couple of closing questions.
If I had an extra hour, I want to do a 2.0 of this.
And I definitely would invite you guys out.
So you got an invitation coming.
I want to get to know you guys a lot more.
I would love to.
And we got to pick up shoveling shit.
Everyone that's listening to this, New York bestseller.
And I've got a million questions I didn't even get to.
So is there anything, any books that you feel like are a must read other than shoveling shit?
Like that will change people's lives.
You said my favorite book in the world, which is Man's Search for Meaning, Victor Frankel.
Yeah.
If you have not read that book, you are doing yourself a disservice.
And I think shows that kind of finding your purpose, whatever it is, can get you through whatever misery your life is.
And I'm not a, listen, you know, the backdrop was a Holocaust.
It's not a very pleasant thing.
But if you can find purpose in the midst of that backdrop, anything you're working on as an entrepreneur just gets easier.
and so both personally and professionally, that's the book.
And when you mentioned it, I kind of got a little tingly because it's like when I say
we're cut from the same cloth, there's a lot of this stuff that we believe.
And then, you know, there's a lot of tactical things.
Most of that stuff was written by stuff that have never done anything.
And so if someone's trying to sell you ideas, like why I was so excited about coming onto
this podcast is that there's so many people who are trying to do what you're doing who've done nothing.
You know, we did so many as part of the book like earlier in the year.
And there are only a few who actually have built real businesses.
And you could name them probably on both hands, right?
And so, you know, we just appreciate the time that you've given us and hopefully first of many
conversations.
Yeah, I've got a lot to learn from you guys.
And one thing I tell everybody, I mean, literally the best advice I could give anybody is success leaves clues.
Just go ask.
Well, it's also like, who do you surround yourself with, right?
You want to surround yourself with the people that you aspire to be.
100%.
And I want to give you both 30 seconds to close us out because this has been an amazing.
I've got so much to learn.
I've got so many notes.
And we will do a 2.0.
or a second another podcast on this.
But go ahead, Cass.
You know, I would say, I think the biggest thing that I would like to say to the entrepreneurs out there,
the people who are thinking about it, is like we went over, it's not all glory.
You will have freedom, but not always with your time because it is 24-7.
So watch out for your health.
There have been times when Mike and I put everything in and let go of our health, and that's a big deal.
It actually will cost you many years of your life in the future.
So I would add one more book.
I'd add Peter Attia's Outlive to the list because it really talks about longevity, and I think America needs to start rethinking what health means.
I agree.
It's so important.
Mike, what do you got for us?
The only thing I'd leave you with is, you know,
which I was reminded about earlier today is just do the right thing.
So you may have contracts and agreements and all this legal stuff,
but just keep asking yourself, what is the right thing?
How should I handle this situation the right way?
And it usually costs you something.
It's going to cost you money, speed, control of something, ego,
whatever, you know, and I go back to Mark Benioff, who talked about this soon after you bought
the business. Just if you do the right things, things will work out. And when you don't do the
right thing, optimizing for just money, not looking at the larger stakeholder group, whatever it is,
that's when at least we find ourselves in, you know, situations that don't feel as great.
And so personally, professionally, just keep that in the back of your mind, do the right thing
and all will work out.
I love it.
Well, I appreciate you guys doing this tonight.
It's a little bit later where you guys are at,
and I'll make sure to follow up with you guys
and definitely follow up on a phone call
and get to know you more.
Very much.
Thank you so much.
Thanks for having us.
You guys are amazing.
Thanks so much for listening to this episode.
Like always, we're going to close it out with the Tommy Truth,
which is a little slice of wisdom from me to you
that can help guide you in whatever you're striving
towards right now. Don't spend too much time on Facebook and Instagram and TikTok. You start living
other people's dreams. And let me just tell you this. I know a lot of the people and they don't live
those lives. They're renting the car. The house is leased. They live this life where they spend every penny
to make other people believe they're great. What I would tell you is live your own life.
Look at the people you hang out with. You'll become like them. It's not easy, but learn to get in the
right circles and everything will come. You won't go golfing every week with free people that are
better than you and I become better. There's nothing in life you can't become better at it.
If you hang out with the right people, live in your own life, make it the best.
What shot are you hang out with?
And keep your commitments, and you'll be great.
And that's it, guys.
We'll talk to you next week.
