Every successful entrepreneur has a list of failures they’d rather forget. In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen pull back the curtain on 10 costly mistakes that shaped their careers, businesses, and investing strategies. From IRS payment plans and failed ventures to hiring missteps and investing regrets, they share the lessons that ultimately helped them build stronger companies, make better decisions, and create long-term wealth.
Key takeaways from this episode: • Why falling behind on taxes can create years of unnecessary stress • How knowing when to shut down a business can be a winning move • The hidden cost of employee turnover and poor onboarding • Why reading the fine print can save you hundreds of thousands of dollars • When entrepreneurs should pivot instead of pushing harder • The dangers of chasing too many opportunities at once • How delegation can unlock the next stage of growth • Why business owners need assets outside their core company • The financial risk of increasing your lifestyle too quickly • How mistakes become your greatest source of business wisdom
The reality is that entrepreneurship is not about avoiding mistakes — it's about learning from them faster than everyone else. If you've ever felt behind, made an expensive mistake, or questioned a major decision, this conversation will remind you that every successful entrepreneur has been there too!
CHAPTERS: 0:00 Intro 0:34 The Biggest Mistakes We Made That Eventually Helped Make Us Successful 2:17 Mistake #1: Falling Behind on Tax Deposits 5:50 Mistake #2: Trying to Keep a Business Afloat When It's No Longer Working 13:05 Mistake #3: Not Paying Overtime Based on a Handshake Agreement 15:29 Mistake #4: Neglecting the Value of Training and Retaining Good Employees 19:33 Mistake #5: Not Reading the Fine Print in Loan Documents 22:55 Mistake #6: Building Too Narrow of a Brand on Social Media 29:13 Mistake #7: Trying to Do Too Many Things at Once 33:32 Mistake #8: Struggling to Hire an Assistant 38:24 Mistake #9: Not Taking Early Business Profits Out to Invest in Retirement Accounts 40:55 Mistake #10: Upgrading Lifestyle Too Early 48:42 The Moral of the Story: You Will Make Mistakes
AI Generated·May contain errors
So many of us feel like we're losers.
We make all the mistakes no one else does.
We see all these perfect lives on social media.
And you don't want to feel like you failed.
The last escrow officer we let go
and she was like,
Matt, I was been waiting for you to lay me off
so I can just go get unemployment.
What took you so long?
I was like, oh my gosh, I owe the IRS.
I had to do a payment plan
and I was so embarrassed with my dad.
I was like, ah, I was supposed to be better than this.
Start strong and by strong, I mean bad mistakes.
Welcome everyone to the Main Street Business Podcast.
This is Matt Sorensen joined by the incredible
Mark J. Kohler live at Main Street 360, baby
in Dallas, Texas.
I know we found a room where no one was
and we thought we'd pull it off.
Yeah, let's just do, let's get on the stage.
People might just show up.
Yeah.
Yeah, this is going to be good.
So this is a, this is a very difficult podcast
because we have to tell you mistakes we've made.
This is a tough one.
Yeah.
We've got to be very vulnerable.
Yes.
We're going to go deep on this.
So we're going to go with 10.
Yeah.
Are you going to want to be the lead off hitter?
I know you've got 10 over there.
I've got 20.
All right.
We had to whittle your list down here.
Yeah.
The biggest mistakes.
All right.
So 10 mistakes that made us successful.
Because that's where you learn, you know,
you learn in the, in the fir, the fir, the fire, fire is fire.
Okay.
I will wait.
Are we leading up to the worst?
So we go with the, I think start strong, start, start strong.
And by strong, I mean bad mistakes.
Okay.
I, all right, I'll do a bad one.
Okay.
I got, this is a lot of people, those listening here.
And let me say this too.
The point here is that so many of us feel like we're losers.
We make all the mistakes.
No one else does.
And we see all these perfect lives on social media.
And Mark Kohler, Matt Sorensen, everything they touch turns to gold.
Not true.
So you have to give us some grace and just,
and the beauty is you get to know that you're not alone.
So first one for me is tax deposits.
I, there, we were, we were rolling, we were making money.
I think you remember the year we were just killing it.
And I was like doing some investing.
I thought, okay, I'll just catch up on my fourth quarter tax deposit in the next quarter.
And, and of course I get going, I get crazy.
I'm like, oh yeah, things are rocking.
Then a couple of quarters go by and all of a sudden the business takes a little turn.
I don't have the extra cash.
And all of a sudden I'm like, oh, I owe the IRS.
And so I had to do a payment plan for like a three-year payment plan.
Keep, keep making new deposits.
But it caught up on me.
And a lot of people, they think IRS problems only happen to them.
We've had so many successful clients that just get behind the eight ball with the IRS.
So that.
Yeah.
I mean, we all hate the IRS.
No one likes sending them money, but I think they are the last creditor you want.
Actually, I think they're second to last.
I think the last creditor you want is the state you get to pay.
Yeah.
The state tax enforcement agencies are going to move
swifter and be on your ass faster than the IRS.
But the IRS comes knocking and of course, and I've known business owners, you know,
close business owners that I know that like, haven't got their passports reissued and they've
had to miss like family things and things like that.
That's right.
You can't get a passport when you're behind.
Yeah.
Because of that, those types of issues.
So I don't know how Jason Bourne makes it all over the world, but.
You know, he's in, he's in Treadstone, bro.
Yeah.
He's going to get Treadstone.
If you get, you need someone in the CIA, you know, Blackfire, all of it.
Yeah.
Um, and the moral of the story.
So with each one, we'll have a moral of the story.
My moral of the story is take that 10% of your gross, 20% of the net, whatever it is,
have a bank account.
If you've got your bank, you normally bank at.
So if you bank at Wells Fargo, open a bank account at Chase, and that's where your tax
deposits go and send 10% every month, just forget about it.
Then when it's time for quarter lease, you'll be okay.
So even if you're like, I need to do this or do that, do not pay the IRS first.
Ooh, who was it?
It was Chris Rock that has that one.
That's so funny.
No, it was, um, Kevin Hart.
Oh, that's right.
Kevin Hart.
He got in trouble with the IRS.
Yeah.
He explained that, uh, he just takes half of what he makes and he's like, that's my money.
The other half of the money, that's not my money.
He just made a million dollars.
You made $500,000.
You did not make a million dollars.
Yeah.
So get it out of sight.
Yeah.
And I think that's, that's hard for business owners.
We've, you know, especially you're starting, you're new to this, you've been scraping by,
you're starting to have success, want to reward yourself, or even that money has been reinvested
in your business.
Like, but it's not an expense yet.
And so that, but that cashflow is gone because otherwise pay the IRS.
So it's very common for sure.
So if you're in that situation, like Mark was, and I've done that too.
I've had to do installment agreements at the end.
And I've, I always like, I love like that.
What is that?
The 180 day to pay one.
I've had to do that a number of times where they just like, you just get it automatically.
It's 180 days and they'll let you pay without any like collection stuff.
So don't call Farrah.
That's the rule.
Yeah.
You do not want to have to talk to her.
Yeah.
It's bad if you get to Farrah.
Our IRS fighter.
She's awesome.
Okay.
Number two, what do you got?
All right.
I'm going to go on the business side here.
So I'm going to talk about a business we started and closed.
So we had a company called Investor Quality Title.
We had the URL for IQ title.
It's pretty good.
So this is back in 2006.
I want to say we know 2007.
If you could walk and chew gum, you could make money in real estate.
Yeah.
2007 is a great time.
We had so many real estate clients at the time, real estate investors, developers.
And a lot of them were like, you know, we were doing title questions.
And I remember I was talking to some people that had a title insurance agency.
And I actually worked at one part-time while I was in law school.
I don't know if you know this.
And I learned that the title insurance premium, when you make, when you get a,
like when you buy a home, right, there's title insurance.
There's what's called an owner's policy.
And there's a lender's policy if there's a loan.
So there's two policies of insurance.
And this is covering title, right?
And let's say you buy that policy for 2000 bucks.
Well, 70% of that premium that you pay, that $2,000,
it's a one-time premium for that insurance policy.
70% of that premium, 1400 bucks in that example,
is a commission to the insurance agent, to the title company doing the closing.
Only 30% actually goes to the insurance company for the actual policy and risk.
There's not that many problems with title.
Yeah.
Plus the thing is title insurance is one of those industries that has like the lowest loss rate.
Like how many of you have ever made a claim on a title policy here
versus auto policy or all these other policies you might have in your life?
But we've all probably bought numerous title insurance policies.
And so I was like, on the surface of it, I'm like, this is an incredible business.
You get to keep 70% of that as a commission.
And people have to buy a title policy when they buy a home.
And the lenders make you get it.
So I was like, I need to get into this business.
So hence we have this opportunity.
And I think anybody starting a business,
the first thought is, how am I going to get customers, right?
That should be the first thing you're solving for.
Once you figure out what you're trying to sell, how do I get customers?
Well, I'm like, our law firm has these, we're talking to them every day.
So let's just do their closings.
So we ended up hiring two escrow officers, one in Salt Lake City.
We were both in Utah at the time.
And then one in Southern Utah, in Cedar City, where we were.
And started running that business.
Now we started making money pretty fast, actually.
Yeah.
Real estate market was great.
We had good connections.
We were networking with realtors.
And the market took a tank.
Yeah.
In the real estate market, we went through the GFC.
Now at first, we were super nimble because,
and we actually did well because we were doing short sales.
And a lot of the big title companies like Fidelity and First American,
they would be like, we don't do short sales.
They're a pain in the butt.
We don't do short sales.
And that's where the bank is basically letting the property go short of the mortgage.
Like they're letting the property sell and they're taking a loss.
But we're like, we'll do short sales.
We know they're more work, but we'd have investor clients.
That's kind of the deals they love to do.
So we started doing those.
So what's the moral of the story?
I'm getting there.
I want it.
It's too much?
No, just saying.
Okay.
We've got nine more to go.
I'm built by the hour for a lawyer, as a lawyer, you know, for 15 years.
You know, get the full experience.
I'd love it.
I'm suspense.
Yes.
Okay.
All right.
There's a point to this.
Okay.
So what happened in the economy?
I'm just giving the backstory because it helps with the point,
is they started getting very competitive, right?
The real estate market's cyclical.
And I was thinking of that business.
And at that time, Mark had a CPA firm.
We had a law firm that we're working on together.
And then I was trying to do something else too.
I was a little jealous, you know, I need something else, you know,
always trying to keep up with Mark.
So I thought this title thing would be the thing.
And I think the best decision in business, and this was the learning experience,
was to actually close the business.
Sometimes it's hard to do, but the decision to know when to throw in the towel,
sometimes just as important.
That's a good point.
Now I see your point.
Because the story went, we tried to keep this damn thing on life support for three or four
years.
It was just dumb.
Yeah.
And we could have just, as soon as we saw the big short, pull the trigger.
And at that time I was still on that quandary of, well, what am I going to do?
Because we've done that.
We were running that business for two years.
I remember the last escrow officer we let go, Lacey, and I remember going to her telling
we were going to close it down.
And I was like, I felt so bad for her.
I recruited her from another title company.
I gave her big promises and I was feeling terrible.
And she was like, Matt, I was been waiting for you to lay me off so I can just go get
unemployment.
What took you so long?
I was like, oh my gosh.
I was like, I just delayed this for nothing.
So here's, I think the lesson, let me say, so knowing when to throw it in, but for me,
I was doing that because I knew, I knew that my time invested in that because we all have
capital.
We get to invest in things, but ultimately the most important thing you have in a business
venture is your time that you're going to put into something.
And I knew our law firm was growing and we were having success there.
I wanted to do something in addition to it.
And that's where I frankly decided to do self-directed IRAs that at that point, I'm like,
that's a better business.
It's not cyclical.
It has recurring revenue.
I had a niche in that where we weren't just commoditized.
We had an edge instead of just the thousands of title companies that are out there in a
cyclical industry, that's a one-time payment.
And so it was looking strategically about the business opportunity, even though this
one is already far along and saying, I need to reset and do something else.
So that was the lesson.
So, okay.
Several points in there.
I like the knowing to throw in the towel.
We get, we get emotionally attached to businesses and.
And you don't want to feel like you failed.
Like I felt like I failed to some employees, to family, like my reputation.
And that's been a lesson learned because we have cut bait on other projects, like the
1031 accommodation.
We cut bait on that.
We realized maybe that's not, we learned some hard lessons.
Okay.
Number three, time to pay for our sponsor.
Rockstar Recovery.
No sugar.
Yeah.
If you want to be a CPA tax lawyer, Rockstar, like me drink Rockstar Energy Recovery by.
Rockstar.
I'm like, who makes this?
I don't know.
God makes it.
Yeah.
It's comes right out of the ground.
Okay.
It's really good.
Number three, I'm going to stick with an employee when I jumped over to this.
As soon as you said, Lacey, when you let her off, let her go.
So I had this employee that was putting in a lot of extra hours and I really didn't ask
him to, I was kind of like, it's okay.
It was, it was studio work.
It was editing.
We were, we're trying to do some new things on YouTube.
And, but he loved being in the studio and he was like, Mark, it's okay.
I'll, and I was like, okay, I'm not going to be able to pay you overtime time and a
half.
If you want to stay, it's on you, but I'm not asking you to do it.
He's like, it's okay.
It's okay.
Well, of course, about two months later, we started to have some problems with accountability
and production and quality of work.
And I was like, ah, got to let him go.
And so just was like, Hey, it's not working out.
And he's like, he was a little upset.
And of course, within two days, I got a letter from a lawyer.
We want all this overtime paid time and a half plus penalties.
I'm like, the hell?
And no matter how you shake hands on it, you, you have to pay time and a half.
And so I, I learned the hard, hard lesson that, uh, with employees doing the pips, uh,
performance improvement plans, documenting pain time and a half, even if they say you
don't have to, um, all that crap, it will come back to haunt you.
I mean, just a month ago, well, five months ago, five, six months ago, time flies.
We had this employee that we thought was just best friends, whatever.
And it was time to move on.
We thought it was obvious.
It was not obvious to him.
And, uh, man, he filed, was about ready to file a lawsuit.
And it just turned into a mess because we didn't follow the little protocol because
we thought, oh, he's a good guy.
You know, been with us for years.
Nope.
So do not make assumptions with employees, follow the employment law to the T it will
come back to bite you in the butt.
Yeah, for sure.
Um, okay.
Let me, I think that another mistake that we have that costs us a lot, but, but we learned
from, and it's now a part of, uh, some of our success actually is in our law firm during
COVID you guys all remember like the COVID bump boy, if we had trifecta back then on
the market, you know, everybody was setting up entities like crazy.
We called it the great formation.
Yes.
It was the great formation.
And that was in the headlines.
People were setting up LLCs and corporations like crazy, which is starting side hustles.
Yeah.
Everything.
And you know, they're buying real estate, like all these different things were happening
and it was a big boom time, right?
The government's sending out money.
There's, well, it was a, it was a great time.
If you were a business owner, no matter what industry you're on, you're probably doing
great that year.
And, um, but also we had a very tight labor market.
Uh, it was hard to get good people.
And we kind of got in this scaling situation in our law firm where we started having some
challenges with employees.
And, you know, you get so busy, you're just like trying to throw bodies at it, right?
You're just like, let's just get people here.
Let's just get people that can help the clients, you know, make us have a good reputation,
get the work done.
And we realized, and this is probably the biggest revelation in the last few years in
the law firm was employee retention is like a superpower.
The ability to retain employees is highly valuable.
The cost of employee turnover is dramatic.
It doesn't show up on your P and L, but if in your business, if people are leaving regularly,
you're retraining, you're rehiring, you're getting people up to speed.
It's not once.
And so what we did is we started focusing more on employee retention and then also how
are we onboarding those employees?
And so like, what, what is the making sure we're interviewing better, but also when we
onboard them, like if you're, if your training program and your business sounds like this,
you have a problem.
Oh, shadow this person for a week.
You'll see what they do.
And then you do their job.
If that's your like onboarding and training program, that's not great.
Okay.
Especially once your business gets to bigger size and you have more individualized roles.
And so we really incorporated like some more procedures, training, written systems.
They had to like, you had to demonstrate what something is.
They have to observe it.
Then they have to be able to do it themselves and that's monitored and approved.
There's a manager and there's a process for it.
And so getting that in line, and I'll say actually one of the second things that Mark
was a big piece of was training our new lawyers.
One of the cool things about the main street tax program is our lawyers have to do it.
Our new lawyers have to go through it.
And it's so good because it's, it's, it's just a formalized way to learn.
And it brings our lawyers up to speed so much faster and makes them so much more
valuable to their clients.
And so so just how we're like onboarding, focusing on retention, and then really
training people up in the workforce.
And when you do that, they actually stay longer.
They have more job fulfillment.
They understand their job faster.
Yeah, I think we talked about employee development yesterday, that term, developing them,
training them, the whole process.
But I think to put another way of saying it, our mistake was not really realizing the cost
of turnover.
Like we were new business owners.
You get busy.
Oh, that employee left or whatever.
Okay.
And it's like currency.
It's a capital.
And, and I've seen stats, right?
Like it's like three times this, that, or whatever cost to, to fire and rehire and,
and the downtime and the inefficiency loss of not, there's just so much.
And I don't think we took that serious the first 10 years of our business.
We really didn't develop.
All right.
Okay.
That's number four.
Number five, I'm going to go back to personal for a minute.
Oh, I hate this one.
I'm going to combine two of them.
Loan documents.
My dad, who was, as you know, microbiologist, doctor, he was an investor.
He would take his money and buy real estate.
He would, and when I became a lawyer and finally was out on my own, he was so excited.
Well, let's, let's do some projects together.
And I was really honored.
And so two deals.
Oh my gosh.
Probably my first five years of practice.
And one of them was we were going to buy a six-plex and we got a killer deal on it from
the seller.
What was his name?
Deborah would know it.
I can't remember.
Kyle.
Anyway, total freaking cheapskate.
And the loan documents had a poison pill in there with a huge prepayment penalty if you
tried to refi.
Like you basically were stuck with this loan forever.
And that's very, it's quite rare, but they were, it was just, so we bought this place
and immediately I was going to start the process of refinancing it, increasing the revenue.
It got stuck and it was a deal breaker, like this loan.
And then second point, on the heels of that, we did a hard money loan within a couple of
years and I was promised, we were first trustee and it was through a financial advisor and
everything.
There was family involved at a twist and turn.
And whenever there's family involved or someone that's licensed or credentialed, you put your
guard down, just kind of, you put your guard down and when you're a professional yourself,
you think, oh, this won't happen to me.
I'm smarter than this.
And so we were in third position.
So between these two loans, what I learned, we probably lost two to 300 grand between
these two deals.
And I was so embarrassed with my dad.
I was like, ah, I was supposed to be better than this.
And I made up for it with some other better, you know, good deals.
I don't know, better or not, but it was just really embarrassing.
And so I learned to, no matter how smart you think you are, no matter how many times you've
done it, how many deals, what your reputation is, you can get taken advantage of, you've
got to read the fine print.
And I'm just focusing on loan documents, but obviously any contract, but those two loan
deals, they were heartbreakers.
The money was not as painful as the embarrassment.
It was brutal.
I learned so much.
Now I read the fine print more and more.
Patty kind of hates that because I'm very skeptical.
Like I'm always, I presume first we're getting ripped off and then I look to prove or not.
I have to be convinced when I ask it.
If that's, I don't think that's a bad, you know, that's great.
That's, I mean, everybody's like, oh, this is such a great deal.
I'll look for a problem.
And then they, cause they've already talked themselves into the deal.
I want to, yeah, that's how you protect yourself.
Yeah.
You're, you're a fine print guy.
I'm already a fine print guy.
Okay.
That was number five.
Okay.
Yeah.
I was going to talk about branding since we're trying to be personal here about stuff.
I was a good tip in this.
I think it was, I want to hear about this.
I love how we start these shows.
We don't know where we're going.
This is not, I think I'll let me just preface this and then I'll get in the example and try
to make a point, but I think business advice is very, needs to be nuanced.
And I really struggled with my own YouTube channel.
So, you know, my YouTube channel.
I struggle with it too.
It's embarrassing.
I was going to say something about to bring this up.
Yeah, he's doing great now, but you know, for a while I had like 10,000 subscribers
and I wasn't putting much time into it.
And I was pretty frustrated with the outcome of it.
And Mark was like 300,000 by then or something.
I don't know.
And I'm like, gee, what is he doing?
You know, he's definitely better and more.
And I wasn't, I wasn't as hyper-focused.
You know, the size matter jokes were prevalent.
Yeah, they're brutal.
Yeah.
So what were those 10, who were those 10,000 subscribers?
What you're doing with it.
So I was pretty frustrated with it.
I didn't know what to do.
And was I going to give up on YouTube?
Right.
And I just seemed to Mark's channel, the value of it and the reach we were getting,
and it was super helpful in our business.
And so I was like, I need to figure this out.
And I, on the one hand, I had this piece of advice in my head that we've all heard probably,
which is keep the main thing, the main thing.
All right.
How many of you have heard that piece of advice?
Okay.
And another one that's kind of like that, well, let me just stick to this one first.
Okay.
Keep the main thing, the main thing.
Right.
And I was like, all right.
I was self-directed IRA guy on YouTube.
I was talking about self-directed IRAs.
Every video was about that.
And that was my branding, right?
That's what I was going out there with.
But I had a, that has a very small, narrow audience and it just, it just wasn't working.
But I was like, I got to keep the main thing, the main thing.
I can't pivot.
Pivot's like giving up.
There's no plan B.
And then I decided maybe there's a different way.
Maybe if something's not working,
what it getting the result you want, you should change your approach.
That's so weird.
I know, but I'm just saying, you know, and, and so, but I was having ton of success as
like self-directed IRA guy, you know, even like direct IRA was flourishing very well.
And we were growing fast and scaling.
I became like the guy in the self-directed IRA industry.
I had a great, like accolades, you know, this little narrow area.
So I really narrow.
Yeah.
Very, very narrow.
All right.
So I, I eventually pivoted and and there's, I pivoted and I thought I need to go to a
bigger audience.
I need to talk about just building wealth in general and self-directed IRAs is one thing
about that.
And I had a lot of conversations with Mark and some other people, influencers that, that
helped get me to that spot.
But that's when I started having success on my channel and where I got my silver play
button and actually started having success there was changing my approach and be willing
to change, be willing to be like, okay, years of trying this way is not getting the result
you want.
Despite that's your passion.
That's what you love it.
It's makes sense.
Maybe you should try something else.
And that's what I did.
But, but I think that the, the tricky part on this one was there's so much contradictory
business advice out there.
Keep the main thing, the main thing, you know, there's no plan B, you know, like, like burn
the boats, you know, like the, like Cortez thing, you know, like, like we're going to
go conquer Mexico or whatever.
And let's just like burn the boat so no one can go back.
And we're really doing this.
We're all in.
Right.
And a lot of people ascribe to that, but sometimes you need to pivot.
And I, and I, I remember hearing the story of Instagram, right?
Everyone in here probably has Instagram, right?
Okay.
Well, Instagram, I don't know if you know this, Instagram started as a location sharing
app to say, Hey, I'm a Tom's bar.
And you just tell that to your friends.
And it just told people where, what your location was.
That was the whole idea of the app.
And then they added a feature to the app that was share a picture of what, of what you're
doing at Tom's bar or whatever.
And so then people would like upload a picture.
And then all of a sudden they're like, Instagram was like, Oh my gosh, people are just posting
pictures at their house.
They're just because everybody's got a camera on their phone.
Now they're posting pictures, just sitting in their damn car.
They're like, what's the location you're at?
And, you know, and they're like, Oh my gosh, this is the business.
The business is not location.
We need to pivot over here.
And I remember hearing that story.
And I was thinking about that for like, I need to maybe rethink some of my decisions
and it's okay to pivot when what you're doing is not working or circumstances change.
Yeah.
Wow.
Great.
Well said.
Because you're, but two of the.
Am I going long?
No, no.
Am I going too long?
No, no, no.
I'll, I'll, I'll, I'll tell a little longer one here.
This is a good, no, but your two themes here is that you're, I'm going to just to add a
point to your theme.
Two, two of your points have been, you're a determined guy that when you set out to do
something, you're going to do it.
Like you just stick to it.
Like IQ title.
I'm going to frickin do this.
I'm at YouTube.
I'm going to stick to this, you know?
And so for you having to pivot has been in both of those instances, kind of a learning
experience.
Well, and say that like, that's not success.
It wasn't failure, you know, like neither of those things were failure, but they were
also things that you're like, I was wrong.
You had to admit that what you're doing was wrong.
Thank you.
Let me tell Michelle, you finally said it.
This is really good.
Matt said he was finally said he was wrong.
We got that recorded, right?
All right.
So here is mine, which would be number seven.
We've got just a couple more.
This one was, okay.
So background.
I've always been an entrepreneur.
Surprise, surprise.
Love it.
In college, I had multiple businesses and to get my CPA back then the 2000 hours had
to sit for all four parts at the same time.
Thank you.
Those CPAs are going to take them in pieces.
However, Bobby, congrats.
You're hearing, listening.
You just got past this fourth.
Oh, nice.
But it was so much work to get my CPA license, to get through law school, worked for three
law firms, three accounting firms, blah, blah, blah.
I was just like a caged animal.
I was like, ah, I got to get out of here, you know?
Then I worked at my first law firm, not even a full year.
I was like, and the story there is so good.
Oh my gosh.
It's like the firm with Tom Cruise taking files out in the middle of the night.
Oh, it's the best story.
There's three parts to that miniseries.
We'll cover it sometime.
But I was so anxious to get out on my own, open my own firm, hang my shingle.
I wanted to just get out and hit it.
And so when I did, as a new lawyer, what you find out too is a lot of people come in and
they're like, hey, I won't pay you.
How about I give you 5% of the company?
Or I'll give you 10% of this?
Or you could be an equity partner and why don't you be on the board and all this?
And that's a pretty common thing we hear.
And so, of course, I was like, this is awesome.
I'm like, okay, yeah, I'm in.
I'll take 20%.
Yeah.
Oh, yeah.
I'm in.
I probably started like seven different businesses the same two years I started the law firm.
And I was just like, swirl, swirl.
And so what I ended up doing was not keeping the main thing the main thing.
I was just going in all these directions and not doing anything well at all.
And I was spread way too thin.
Now, some of you laughing now are going, Mark, you're pretty spread thin now.
Well, I was even more spread thin.
And I didn't have the stable income or foundation that I do now to allow for some of that.
I just was like, bing, out there.
And so whether you're young or old, some of you that have been in a corporate job forever
and you're like, just can't wait to get off on your own and start your own gig and
put in for retirement.
Many guys are out of the military or they've been teaching in the school system.
And now they're out and they're like, okay, I'm going to start my own thing.
You can just go after too much too fast.
So, I mean, obviously, you're hearing the moral of the story.
Choose one thing and get it going well.
Spin that plate.
My team members say, hey, my example of spinning plates.
You can go to YouTube and search, you know, spinning plates with Johnny Carson.
There's a guy that goes out there and spins plates.
But get that first plate really spinning well.
And then, okay, then I can come over and start this one.
Or I could come over and do that one.
But get one really rocking, like get your feet under you.
And I know some people have the problem of analysis paralysis.
They don't take action at all.
They're so frustrated that they're not taking action.
My problem is stop taking action.
So that was a huge learning lesson for me.
And it took a business consultant, which I might come to.
That may be my last one.
It was Rulin that told me that.
Rulin had sat down and was like, I mean, I could tell you some of the businesses.
It was bad, just all over the place.
They're all good businesses if I just dedicated myself to one of them.
But anyway, so don't overextend yourself too quickly as an entrepreneur.
Get that one core business working well.
And use it as a jumping off point for us.
Yeah.
Okay, next business mistake.
How close are we?
This will be number eight.
I want to go faster on this.
Okay, so you have two more.
I have one more.
Okay, all right.
This was, I actually struggled to hire an assistant.
Oh, I remember that.
First, just the decision of hiring like a executive assistant type person.
You mean you were going to let anybody in your email?
Yeah, exactly.
Yeah, I was like, I got this.
I love, I'm a big emailer, okay.
I love email.
I'm like, don't text me, just send me an email, you know.
And I'm pretty good at it.
Yeah, well, you're just like, you know, this is my problem.
This is where your strengths are actually your weakness.
Yeah, okay.
Well, there's nothing salacious in your email.
They're pretty boring to me.
You're like a ninja with your email and you don't want anyone else screwing them up.
Yeah, and that's just one thing.
Yeah, that's right.
Keep going.
So that's the tip of the iceberg.
Okay, yeah.
So I like things in a certain way.
Like if you come into my office, it's very neat.
I have a few stacks of things, but I, they're.
You mean like a table like this?
Yeah, it's very, okay.
I'm like, I like things in a specific way.
And I hired some good people, actually.
We made some hires of some employees that were actually good employees.
And it was not a good experience being my assistant.
Let me just say that.
Not because I was like bad to them or something.
It's just like, I didn't let them do their job.
I was so like, and so then they ended up doing other duties in the company.
That was not my, be my assistant.
All of a sudden they're like a salesperson.
I'm like, huh, how'd that happen?
I'm like, oh, I didn't give them.
I'm like starting to delegates.
Yeah.
Mark's got, I'm doing ----.
I'm like, oh my God.
Okay.
All right.
So maybe I do want you to get me lunch.
If you're getting Mark lunch, you know, please get me lunch.
Yeah.
And, but it was really holding me back.
It really was.
And it was causing a little dysfunction.
Like what am I scheduling stuff?
Oh my gosh.
Like I still would like do my own travel and things.
And this was only like a few years ago.
I finally turned the leaf on this.
And so I think, and this is, you know, we, we already had over a hundred employees.
Mind you.
Okay.
This is not like I, you know, I knew how to delegate tax, but like an actual assistant
for me, I don't know what it is about it, but I just didn't, it didn't lock for me.
So and in fact, a number of these people that were my assistant have other roles in our
What was the book that said your first hire should be your assistant?
What was that?
I mean, I don't know what book is a good degree, but that's absolutely like the very
first employee you should have should be an assistant, right?
Take all the administrative tasks off your plate.
Like that is definitely not your highest and best use of the business owner.
You're either providing the service or, you know, creating the products or you're in the
sales and relationship side of the thing.
Like those are definitely higher uses than all that administrative crap.
So, but I got stuck in the minutiae anyways.
That was probably, I think, and that was, that was a decade longer than it should have
been me rejecting it.
Being a dipshit.
I don't know.
Yeah.
Oh, what do we got?
I got some, what does it say?
We got some, oh, buy back your time.
Okay.
That's a good, that's a Dan Martell book.
That's a good one about, yeah, that that's definitely in there.
I'll say the other thing.
Yeah.
This is the, this is a contradictory thing.
And this paradox, the paradox.
Okay.
A lot of times people think, oh, my first, and this is what happens.
I've seen it in so many small business.
My first assistant I hire turns into my office manager who is then the president of my company.
Is that really the right person that should be running this?
Or are they just the one that was there?
And, and that business doesn't grow and doesn't get to the next level because it doesn't have
the right leadership team on the other, on the other side of it.
Yeah.
So, um.
Ooh, that's such a good one.
We should say, save that for the other one and tell the, the story with her name starts
with B, you know what I mean?
Yeah.
Like we, we, we ruined her.
It was our fault.
We put her in roles, but she thought she deserved them after all that time.
That was a hard one.
That's a good one.
Okay.
So anyways.
Well, the moral of the moral of the story is don't give her the little crap.
Like you is the biggest mistake I made was not hiring an assistant and letting them truly.
Like I was, I don't know why I had a constant, like, like my assistant now, I don't call
my assistant.
He's chief of staff because he's like so much more.
Jake's off.
Jared.
Yeah.
Okay.
All right.
Bye.
Let's share.
You got one more.
I get my last one.
And this one is poignant because I have to give you kudos here.
Damn it.
Number nine for me.
And I alluded to this yesterday in our opening session here at 360 was in there's a phase
in your business when you're scaling and you're, you finally systemized.
You're finally making some money and Mark Kohler will have shiny object syndrome and
start taking profits and put them on another business idea or back into the business.
When the safe and secure thing to do is put them in your IRA.
Do your Roth contribution every year like clockwork.
Do your 401k contribution every year like clockwork every year, every year.
And, and I, back then, and I, I fell prey to this for a good 10 years when you were
doing that.
And I, and I mean, I don't think I was ever the root of it was like, you're so dumb.
Why are you doing that?
But I would, you know, like we just had a different approach to it.
Yeah.
And, and I was building up value in businesses, which was, and I think is going to still pay
off.
And, but it was super risky when I should have diversified in the sense that not what
I was investing in, but that I wasn't putting all my eggs in one basket.
And so I have seen so many entrepreneurs that I'm like, okay, so tell me about your
business.
And they're like, okay, we're making money doing this and, and la la la.
And we're just putting everything back in.
And I'm like, whoa, whoa, whoa.
Okay.
Tell me about your rental property.
Well, I haven't done that or anything.
Do you have any other sources of it?
No.
Do you have, are you doing stocks, bonds, mutual crypto?
What?
Oh, nothing.
It's just like, everything is our business.
And I immediately take time to tell that entrepreneur, stop what you're doing.
This is way too scary because you never know what the industry could do.
A bad employment arrangement, a partnership, something goes wrong, your health, you cannot
have all your wealth in that business alone.
So that was probably one of the biggest things that I, it clicked for me about five years
ago that I've got to start really peeling out enough money into my retirement accounts.
So yeah, that's, and now I'm religious about it.
HSA Roth 401k every year.
So, all right.
Your last one, you get number 10.
Okay.
Last one.
I'll go back to investing here and kind of on the personal finance side.
I don't think I've had one of those yet.
I, so this is going back again to like 07, the GFC, the great financial crisis.
And enjoy, how's your cholesterol?
It's pretty good.
I told everyone, you know, I have a life insurance policy on Mark.
We have key man insurance.
If Mark dies, I'm okay.
You're like, get away.
Yeah.
He's paid the premiums.
We're just as much dead or alive.
It's okay.
For those listening, I'm enjoying a great chicken nugget.
Chicken nugget.
Okay.
Investing.
Going back.
Essentially, I increased my lifestyle.
Okay.
I bought my first new car.
Okay.
Wow.
This is going to take a hit.
All right.
Living in Cedar city.
Okay.
My first, my, okay.
I remember.
Let's be fair here.
This first new car was a Toyota.
You're going to refer to it as a new car.
I was good.
I've never owned a new car before.
Okay.
It was a Toyota Camry.
Off the hook.
I was like, dude, you weren't expecting that.
I was like, I went crazy guys.
Toyota Camry.
S to E though.
Oh, that's right.
The sport it is.
All right.
Didn't we go race him at the airport after at night?
That was my Passat turbo.
That's right.
That was actually, I think that was after that.
And that was used.
That was certified pre-owned.
That was cool.
In Cedar city, you could just get onto the airport at night.
It was good old days.
Mark had this BMW and I had this little BW Passat and I smoked him.
I think your car weighed like a hundred pounds.
Yeah, it had a turbo in it.
And he was so, he was so frustrated anyways.
Okay.
So I had this Toyota Camry SC brand new.
We just bought a nice house.
And in this, in Ashdown forest, it was this like private community.
You know, I moved out of this like twin home that we ran.
I was like making money.
I'm a lawyer driving a Toyota Camry.
I definitely increased my lifestyle.
Mind you, I was a dad at 18 broke as you can possibly be,
you know, supporting my family and going through law school.
So I learned how to be cheap.
All right.
So this was like, you know, so, but I got a little ahead of myself
and then the real estate market collapsed.
The economy went into a tailspin and we were like struggling to get clients.
Right.
No, one's making money.
So I don't have tax problems.
They're like, I don't, I don't need to talk to you guys.
Not definitely not starting a new business.
The economy sucks.
So I did divorce cases.
Oh my gosh.
Okay.
Right.
I did personal injury cases.
We had a billboard on I-15.
Okay.
Oh my gosh.
That's right.
We did not put our faces on it.
No, we didn't.
And I did, I mean, I actually had one case.
Yeah.
I had one case.
It was a plane crash case.
We actually had a builder made a lot of money on that.
Anyways.
So, but, but it was a hard couple of years and a lot of stress and pressure on me
because I had increased my lifestyle.
That's when I was on my IRS payment plan.
Yes.
It's about the same time.
And now I contrast that a few years later.
So at the same time living in Cedar city, Mark and I were both there at this time.
Maybe you left by a couple of years later.
Okay.
So I had this band.
Okay.
It was a band in Cedar city.
We played a bar every Thursday night called toads.
Okay.
And and the band's name was Spilby dog.
Spilby dog.
Any Spilby dog fans here?
No.
Okay.
Um, yeah.
I don't even know what a Spilby dog is.
You got to tell them what a Spilby dog is.
So a Spilby dog.
So when I was in high school, you guys remember the, um, short and front long and back the
molar party in the back?
Yeah.
Short and front party in the back.
Um, or short and front long and back.
So F S S F short and front L B long and back S F L B.
So all my friends, we called anybody that had it.
We called that a Spilby SFLB.
And anyone that wore that, that had that haircut, we called those guys Spilby dogs.
Anyways, it was just a thing.
So it stuck with me.
So that was my band name.
Okay.
When we're like putting the band together.
How you talked him into it.
I have no idea, but Hey, it was a cool name.
It was a cool name.
No one had that name.
We got the URL and everything, you know, so.
All right.
Anyways.
So the lead singer in my band was actually a dermatologist.
Okay.
Um, it was like a lawyer.
Yeah.
There's a lawyer and accountant, uh, a college football coach, like the head coach, um, a
dermatologist and a financial advisor.
Yeah, that's right.
Yeah.
It was an interesting group.
Um, anyways, great times.
Great time.
So, so, but I remember talking to him years later, we became very close friends.
And he was taking all of his money out of his medical practice and going and buying
real estate.
And, and then I remember him retiring and I talked to him.
I was maybe a few years ago.
He's my age.
Okay.
I'm 46.
He's like, he's like my age.
He's retired.
I was like, did you like sell your book?
He's like, no, I just, I just saved all my money and invested it.
I don't need to work anymore.
And now he's doing like, like volunteer medical work or across the world.
Um, which he's always wanted to do.
And I was like, dang, and we started, and he's, we've always talked like money and
taxes and finance stuff.
But he, he really said one of the really key things was he always lived five years below
his means.
He did not adjust his lifestyle for five years and it avoided the risk of getting ahead of
yourself and having that financial stress.
But also it gave him the opportunity to put more money away into investments.
And as we talk about the trifecta, you know, on the left side of the trifecta, it's our
operation, our business, our job, right?
We're earning money.
And on the right side is the assets.
We're trying to generate income over here to get enough over here that we don't need
this, right?
Everything over here is going to produce income for us.
It's going to appreciate over time, but you don't get that.
You don't automatically just have assets unless you like marry into it or inherit it.
But otherwise we've got to go freaking earn it, which we're doing over here on the left
side.
And he was just adamant about building crap over here.
So finally, he could just say, even though Trevor Tolles were paid a lot of money, it
was like, I don't need to work.
And so, so I was a good lesson and a reminder.
And as I reflected back at my time with him and, and the stresses I had when I got ahead
of myself and my lifestyle, I think that's a huge mistake.
So the, yeah, that's a great moral of the story.
Live within your means, but he would even live with it five years.
Yeah.
That was his strategy.
And so we did not increase our lifestyle, waited five years.
I'm sure if we talk to so many people, they'll be like, yep, as soon as you start making
money, you buy something nice.
You make more money, you buy it even nicer and keep up with the Joneses, you know?
All right.
I'm going to finish with my final point.
Okay.
Here's the moral of the story of this show.
You are going to make mistakes.
You are not unique.
The, what you can learn from these mistakes is what matters most and do not beat yourself
up.
We could do another show of 10 more screw ups, you know?
And yeah, I think a lot of our strength today is being able to admit it, figure out what
we could do better and learn from it.
And so it's not, it's not the end of the world.
Yeah.
And I would say the one thing is like, be aware of it, learn from the mistake, but just
look forward.
There is zero value and like put zero energy towards the mistake.
And like, what happened?
Like don't cry about it, dwell about it that you were just wasting energy that has already
happened.
Just look forward, focus on it, learn from it.
So you don't inflict that same pain later on.
But yeah, just move forward and don't be like Matt and Mark.
Yeah, that's right.
You now, those mistakes.
Yeah.
That's a new tour.
Yeah.
We're going to go with that.
Thanks everybody for listening to another episode.
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