Finding Peak w/ Ryan Hanley - Scaling for Freedom: The New Entrepreneurial Mindset | Mac Lackey
Episode Date: June 26, 2025Spartan philosophy, built in the black-ops lab of business: https://www.findingpeak.comFinding Peak podcast: https://linktr.ee/ryan_hanleyJoin our community of fearless leaders in search of unreasonab...le outcomes...Want to become a FEARLESS entrepreneur and leader? Go here: https://www.findingpeak.comWatch on YouTube: https://link.ryanhanley.com/youtubeIn this conversation, Ryan Hanley and Mac Lackey explore the evolving landscape of entrepreneurship, emphasizing the importance of scaling for freedom rather than adhering to traditional hustle culture.Mac shares his personal journey of balancing business success with family life, highlighting the need for a performance-driven culture in organizations.They discuss the challenges of transitioning to a performance-based mindset, the significance of effective time management, and the role of health as a competitive advantage.Mac also shares insights from his experience owning a soccer team, illustrating the unique dynamics of managing a sports franchise and the passionate relationship between fans and their teams.Mac LackeyWebsite: https://maclackey.com/LinkedIn: https://www.linkedin.com/in/maclackey/Episodes You Might EnjoyFrom $2 Million Loss to World-Class Entrepreneur: https://lnk.to/delkFrom One Man Shop to $200M in Revenue: https://lnk.to/tommymelloIs Psilocybin the Gateway to Self-Mastery? https://lnk.to/80upZ9--Recommended Tools for GrowthOpusClip: #1 AI video clipping and editing tool: https://link.ryanhanley.com/opusRiverside: HD Podcast & Video Software | Free Recording & Editing: https://link.ryanhanley.com/riversideWhisperFlow: Never waste time typing on your keyboard again: https://link.ryanhanley.com/whisperflowCaptionsApp: One app for all your social media video creation: https://link.ryanhanley.com/captionsappGoHighLevel: It's time to take your business workflow to the Next Level: https://link.ryanhanley.com/gohighlevelPerspective.co: The #1 funnel builder for lead generation: https://link.ryanhanley.com/perspective--Episodes You Might Enjoy:From $2 Million Loss to World-Class Entrepreneur: https://lnk.to/delkFrom One Man Shop to $200M in Revenue: https://lnk.to/tommymelloIs Psilocybin the Gateway to Self-Mastery? https://lnk.to/80upZ9This show is part of the Unplugged Studios Network — the infrastructure layer for serious creators. 👉 Learn more at https://unpluggedstudios.fm.Advertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy
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There's three things I end up spending a lot of time with entrepreneurs on because there's the mindset and strategic and all the stuff that feels great.
And there's the practical reality of your day-to-day life as an entrepreneur.
And for most every entrepreneur, there's three things.
things on there that are the things that truly destroy us tactically.
Mack, it's a pleasure to have you on the show today, man.
Thanks for taking the time with us.
Yeah, Ryan's great to be here.
I appreciate it.
Yeah, long time coming, but very glad we got here.
Because I think your tact, the position that you take around this idea of scaling for
freedom is something that, you know, I get a ton of questions about.
And I'm not an entrepreneur coach.
I am an entrepreneur, currently CEO of an AI company,
but I don't do any coaching whatever,
but you get these side messages, right?
And they seem to be around this,
there seems to be like a really messy moment,
at least that I'm seeing,
where some of the traditional stuff
either isn't working as well as it did
or people are worried because they see AI.
At the same time, I think burnout over the last 20 years
of tech kind of grind hustle culture
is starting to get to people.
It seems like the generation in their early 20s
is maybe looking at their life a little differently
than I want to be locked in a garage for 20 hours a day.
Like maybe we just start there.
Like where did this come about for you?
Like when you started building all these businesses
and growing them and exiting from them,
like how did the idea of doing that to have freedom
start to come into your own life?
Yeah, it's such a good question.
and I think it's incredibly relevant.
I mean, even the way you sort of positioned it,
I think the last decade or two,
hustle culture has just become this badge of honor.
And I think it's sad.
Entrepreneurs kind of feel like that's what they have to do.
They have to accept these incredible tradeoffs,
whether it's personal freedom or health or time with friends and family,
to go build a business so that at some point in the future,
hopefully they can live the life they want.
And I just sort of fundamentally disagree with that.
And so for me, you know, my journey, I started my first company.
This ages me for sure.
But, you know, first quarter of 1995, Netscape launched the commercial web browser.
I started an internet company almost immediately thereafter.
So I was really early in Web 1.
And I built and sold two companies in my 20s.
Those companies were definitely defined as kind of garage startups, you know, under-resourced.
I came from kind of no resources.
So incredible success in terms of I felt very fortunate and blessed to have built and sold companies.
It was amazing.
But I was probably a classic workaholic.
And then in that second business was sold in July of 2000.
My second or my first daughter was about to be born in August of 2000.
And that moment is where everything changed for me because I,
imagine this life as a father, something I was incredibly excited about. And I wanted to be there for
kind of every moment. You know, I wanted to be home for dinner. I wanted to coach the soccer teams and
go to the school plays. And in that moment, every one of my friends and peers and even mentors
said, Mac, you're a workaholic. Like, how are you going to be a home at 5 o'clock? Like, all you do is
work. And I made a decision literally a week before my daughter was born. I kind of leaned down to my
wife's belly and said, I don't know how, but I'm going to be there for everything. And I wasn't
really willing to accept that I was at the end of the entrepreneur journey. I was going to have
to be a lifestyle guy to be a present father. So incredibly long story short, I just made the decision.
I am committed to being there for my kid. And ultimately, I had two girls, but initially it was
the one. And the way I always sort of positioned this, which I think is super relevant.
is my daughter was born August 21st of 2000 I dropped her off for her freshman year at NYU
August 23rd of 2019 so literally 19 years almost to the day I dropped her off for her
freshman year of university and I looked at her and I said you know I wasn't the perfect dad I
made plenty of mistakes but I was there for everything like I carved the pumpkins I was home
almost every night for dinner at five but I also built and sold four more companies and so over
those 19 years, I sort of lived the case study that I didn't know how it was going to work. I
didn't know if it was even possible, but I was just not going to accept the tradeoffs that everybody
was telling me I had to accept. And so at this point, you know, I sort of look back over that.
I feel really fortunate. But that moment in 2000 where I just decided I'm not going to follow this
traditional path and accept these tradeoffs because that's not going to be my life. I didn't know
if it'd work or not, but that's kind of when it all changed for me and led to a very different life.
How did you make it work?
So I think, yeah, I mean, with the benefit of hindsight, things were much easier to see.
When it sort of started, one of my favorite, you know, very brief stories I'll tell you is
right after she, you know, was home from the hospital, of course, she wouldn't know if I was there
or not, right?
She's a baby, but I had already decided I'm going to be home for dinner.
in order to be home for dinner, I set an alarm at 445 so I could leave the office and get home
in about 15, 20 minutes. And the very first day it happened, I was up on the whiteboard in front of my
company. I was running a tech business at the time talking strategy. The alarm goes off at 445. I literally
dropped the dry erase pin and turned around and walked out of the office. And I'm positive that people in
the room thought, like, oh, clearly Max can to like pop back in and say, ha, ha, but I got in my car and drove
phone. The next day, almost, you know, the same scenario. I was with my leadership team in the
conference room talking about something. Laram goes off 445, literally walk out of the office.
And what happened was such an unbelievable positive. I was committed to leaving, so I was prepared
to deal with the consequences of stuff just kind of gets dropped. Things don't go well.
but after just a few days, the dialogue in my office very quickly shifted to not, I wonder if Mac's
going to leave at 445, but Mac is going to leave at 445.
Who's going to prepare the PowerPoint?
Who's going to take a call from a customer at 530 because Mac's not going to be here?
Who's going to, you know, so all of a sudden people started adjusting schedules and planning
and proactively imagining Max's not here, so who's going to do it?
And then within a week or two, it was not who's going to do it.
Who's the best person to run the meeting?
Who's the best person to take the call?
And so I really truly watched these employees, teammates of mine,
that I didn't realize I was actually holding them down
because if Mac is in the office, Mac's going to run the meeting.
Mac's going to hold the dry erase pin.
Mac's going to take the call.
So I literally kind of threw everyone in the deep end with this just, you know,
I had an absolute forcing function of I'm physically walking out.
at 445 no matter what and the company adjusted employees stepped up people rose to the occasion so i
literally realized that the constraints enforcing functions i was creating for my own life by optimizing
what mattered to me i was actually building a better business um you know fast forward several
companies later my very last company which i sold back in 2018 i had i was the largest
shareholder i i was you know CEO or chairman maybe by title i had i had
had no role in the company. I had a desk, but people didn't know if I was in the office or not,
or if I was even in the country or not. Like, everything ran with or without me the same way.
People, processes, technology. So I just kind of learned to use these forcing functions
to build better businesses that extracted me from the day to day.
If we can stay in that early days company when you started to set these boundaries,
what were some of the initial either mindset changes as the CEO or even tactical operational
changes that you made, not necessarily as your team adjusted, but that you personally as the
leader made in order to allow them to flourish more and to continue to support this new
culture that you had created?
Yeah, what a great question.
A couple of things, you know, come to mind.
Number one, it was a personal decision, but it had kind of a tactical.
implementation, which is, number one, I'm not willing to accept the tradeoffs. And so that's a personal
decision. But I also have an obligation. I'm a fiduciary to shareholders and partners and I can't
perform at a lower level. So I basically had to say, if I'm going to, you know, not accept the
tradeoffs and optimize for what matters to me, which is time with my family, my business performance
has to be the same or maybe even better.
So I have to be more efficient and more hyper-focused on time and efficiency.
Like I might be in the office three hours less, but I got to get as much or more done.
And so that mindset was a big shift for me that I was looking in the mirror and saying,
Mac, you have to perform at or better than when you were sitting in the office three hours more,
two days more, whatever the case was.
Now, that performance orientation became a great shift for the entire organization because I was able to look at anybody else and say, I don't care when you're in the office or not.
This is a performance culture.
You get your job done.
You perform at or above and will be great if you don't perform.
I don't care how long you sit in the office.
It's a performance culture.
So a lot of those things started with me looking in the mirror, trying to hold myself accountable and then shifted to the way we built companies, the way we thought of.
about things. Yeah, I had a very similar experience in my last company. My home industry is the
insurance industry, property casualty insurance. And I started a national commercial insurance agency,
digital commercial insurance agency. So our value proposition was essentially you can deliver
the same amount of value digitally as you could in person. And I don't know how familiar you are
with property casualty insurance. But at that time, so this is 2020. I started seven days before COVID hit.
Oh, wow.
Not the best time to start a business, but we made it work.
At that time, there was still the belief that I had to be in the same room with you.
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Thank you for you to appreciate what I was doing with you. And I wanted to bust that on its head.
And I found that traditional insurance salesmen and women producers, they could not vibe with
that. They couldn't get through their head that they didn't have to be in the room, right?
And what I found was there was an immense amount of talent sitting in single moms and moms
that had been tossed aside because they could, I simply could not work a traditional
nine to five.
They just, they had responsibilities to their children and they just, they had to take time
or their kid puks in the middle of the day and they got to run out or whatever, right?
Right.
And so I started scooping up all this talent and it was like a, it was really a, I got a lot of
flack because we had the same exact methodology and it was a forcing function like it wasn't
like I had this brilliant idea it was more like I need to be able to find people who can do the job
right and and and basically we said the same thing we were like I literally don't care you have X
amount of work that you have to get done here's your numbers that you're agreeing to in your
contract coming to work with us I don't care if you get them done at 9 p.m. 1 30 in the morning or
whenever you just have to hit your numbers and that's it and it's like
there's an explaining that to people though,
and it worked incredibly well for us.
We exited four years from the time that we started
and very, very good.
But in explaining that and sharing it on here,
I've shared on the show before,
and this is where I'm going with this question,
is like, I get, a lot of people will lip service me.
Oh, that sounds cool.
And they go right back to top end heavy,
be here, activity-based performance reviews.
and I struggle with why is that,
why is moving to a performance culture
particularly hard for most leaders, most founders, right?
I think you go through it enough times
or maybe I think tech is a little more vibes with this,
but outside of tech really,
a lot of businesses struggle with moving to this kind of performance-based culture.
Why do you think that is?
Yeah, it's a great point.
I think it's heavily ingrained in business,
culture and entrepreneurial culture. I even, you know, mentor and coach entrepreneurs now that will say,
you know, my leadership style is I lead by example and how can I lead by example if I'm not
in the office working more than my employees. I want to show them the way that you work hard and
you do these things. And I normally smile and say, you know, I understand. But what you're
showing people is a broken paradigm. It is, yeah, let me punch the clock and show you how many
hours I can work, not how I can perform, how efficient I am. And I sort of took the other approach.
One of the things that I still say all the time is, and this was very difficult for some of my
early companies and the constituencies around me, but I always used to say, you know, I work seven
days a week and I play seven days a week. Like Tuesday and Sunday are no different to me. Like,
but people have this really funny, you know, mindset around nine to five Monday to Friday. And I
said, well, I have daughters that I want to drive to school.
And so I am not going to be in the office at nine because that's when they need to be at school.
And I have daughters that I want to coach their soccer team post school.
And maybe that's at four o'clock.
And so I kind of adjusted my schedule.
And people have often misunderstood.
That didn't mean.
I've never said I didn't work hard.
You know, I feel like working hard is a core attribute of my whole philosophy.
but I got to choose when, where, and how.
And so a lot of mornings I would wake up really early, four in the morning,
4.30 in the morning.
And I might do two hours of incredibly deep, uninterruptive work before my kids got up.
And then I would literally turn off the computer, go make pancakes, drive my kids to school,
and then I would go to work again.
And sometimes I would put them to bed at night and I would go back to work.
Or I would decide to work on a Sunday because they had a school play on a two.
Tuesday. So these are self-imposed constraints that people have. And it's pervasive. I'm not,
you know, I'm not naive about it. Like a lot of people, when I say stuff like that, they're like,
yeah, that would never work in my culture. I'm like, well, that's because you haven't set it up
so that it's based on performance. And then people are very happy that I might be working on
Sunday because then they show up Monday to a very, you know, a lot of great work that otherwise
would have waited until Monday night or Tuesday.
And so it's really a cultural decision.
But what's wonderful about it for entrepreneurs is there is a direct correlation.
So, you know, I've built and sold six companies.
I spend a lot of my life talking to entrepreneurs now about the exit process.
And one of the things that I discovered is there is a direct correlation between three things that matter.
One is the exit, exitability or exit value of a company, the ability for a company to scale,
and for a founder or key executives personal freedom.
And people really think those things are diametrically opposed.
Like, hey, if I'm not grinding in the business, the exit value is going down or it'll be harder to sell.
It's actually the opposite.
Nobody wants to buy a company where the founder is in the critical path.
If you're in all the meetings and making all the decisions and all the efforts,
and all the SOPs have your name on them, that is not a good business.
It doesn't scale very well, and it's really hard to exit.
And if you do exit, you're going to be in an earnout for years.
And so for me, when I discovered that, it was sort of like, okay, if I design a business
that's really designed so I could sell it at any point, high exit value, high exit
optionality, then I'm basically ensuring that I have a more scalable, efficient business
and one where my personal freedom goes up, like sign me up for that all day long.
But I think entrepreneurs just for whatever reason of just believe this hustle thing
that you just have to sacrifice and grind until one day you can sell it and then you
finally can travel with your kids or do whatever you care about.
And it's just not the facts.
Yeah, you know, I'm a case study for that.
The business that I was in prior to the last one that I started in exited from,
I was that I'm going to show you the way, right?
Like, I'm going to do the things and you follow me along.
I literally started, I had been telling, I had an individual in my team.
She was incredibly talented, you know, gregarious.
You know, she's a very, very good-looking woman.
Just like, she, like, drew you in, right?
And she's on my marketing team.
And I said, I need you, or I would like you,
to start telling some stories yourself about the business.
Like create a kind of sub-y YouTube channel.
She was very good with video.
That was like her specialty.
And I was like, you know, you talk about the business of all of things.
And, you know, and she was kind of putting it off.
I could tell she was putting it off.
She was like, she was nervous, right?
And I completely understand that.
So one day I literally just created a YouTube channel, like sub- YouTube channel of our businesses for myself doing.
Like, I get this message from her.
You mother.
You know what I mean?
She knew what I was doing.
And like at the time that felt like the right thing to do.
But here I am, all of a sudden, now I have this YouTube channel that I'm building, like,
on the side and I'm like,
what?
This is so stupid.
Like, why would I do this?
This is just another job
that I just created for myself.
And it was,
it wasn't,
and I think that experience trained me
to exactly what you're saying.
And guys, I mean,
listen to what Mack is saying.
This is,
this is the maturation,
I believe,
of the truly great leaders
is when you,
Rogue Risk was the name
of the business
that I, my most recent business,
when I removed myself
from the process
and became kind of like
of service
instead of the service,
instead of the service,
like you said, all of a sudden,
people started solving problems I didn't even see
or didn't even know about
and taken off in different directions.
It was like the whole business opened up
when I got out of the way.
And I think in retrospect,
a lot of that was like my ego,
like I'm the point of the spear,
so I got to be the point of the spear
and things have to go through me.
And the minute I changed that
and started empowering my people,
we went faster further than I could have ever imagined in a period of time.
I mean, my initial exit strategy was eight years and we sold in four.
And that's only because I got the hell out of the way.
And so when you come across someone, someone calls you,
then, hey, Mac, I'd love to, you know, hire you for some coaching, you know, whatever.
And you see that, particularly that part around the ego, like, you know,
how do you start to break that down?
Because I feel like that's a blind spot for a lot of entrepreneurs.
They feel like they're doing the right thing and they can justify it.
But at its core, it's kind of the, their ego is the reason they're remaining in that spot,
even though they know they should probably get out of the way.
How do you start to break that down?
Yeah.
So, you know, one of the things that is really critical, it's kind of like, you know, Tony Robbins,
I think you used to always say that, you know, we don't achieve our shoulds in life.
We achieve our must.
So I try to really understand if someone comes to me and says, Mack, I need your help.
It's like, you know, let's talk about it.
That means I need to free up time because I've neglected my family, my health is suffering,
or I want to sell my business.
So we sort of start with, okay, how important is this goal?
Like, are you committed to making these changes?
Because if someone's saying it, but they're not committed to making the changes,
they'll just go right back to old behavior.
So there is something important about how important is it to you as an entrepreneur to scale your business,
to have the freedom?
Because most entrepreneurs, not all, but most entrepreneurs start a business.
designing it on paper for what they want.
They want the freedom.
They want to make money.
They want to scale it.
They want to enjoy it.
They want to be able to sell it one day and maybe have life-changing outcomes.
But then they kind of like get in the grind and they build this cage around themselves
and they stop realizing that the business is no longer doing those things.
Like they're buried in the day-to-day.
They're working more hours.
They're probably maybe their business is making more money.
but because they're reinvesting, their personal wealth isn't going up.
Like, it's all tied up in the business.
So to me, I almost always have to take them, like, let's look at how important this is.
And then the thing that you have to do is you have to realize today, in this moment, as an entrepreneur,
maybe you are the best person to answer the call, make the decision, write the code, design the logo,
make, you know, all these things happen.
but one that never scales right you can't be the best at all those things because that's not your
actual unique ability or talent so we have to say what is the thing that you do that's critical to
the success of the business where you should be spending 80% of your time everything else we have
to get off your plate and ideally we're getting it to someone that that's what they are uniquely good
at if you're doing finance because you're capable and you're probably better than your bookie
you need to hire a controller or a CFO or a fractional resource because you're not going to
move the needle as a finance resource. So to me, it's kind of breaking these things down that their
goals are really critical and then finding out what do they need to uniquely focus on to move
the needle. As I always say, I mean, I literally look at my to-do list myself every day.
And same thing, every morning in my life, I look at it and go, there's 50 things I could do.
there's three of them that move the needle,
and that's what I got to do today.
Not to get too tactical,
but can you talk through that to-do list process?
Because I think this is critical for,
particularly for leadership, right?
Like you said, I could go through this notebook that I have here,
and there's probably a thousand checkbox tasks
that actually need to get done, right?
But you said, like, if I went through them chronologically,
that would be the biggest, you know,
that would be the most inefficient way to do it.
So is it, do you, you know, I've heard some people just keep a running list and then every
night they kind of pick their top three or like, what is actually your process for making sure that
when you show up in the morning, you know what you want to work on and what's going to move
that needle the most, as you described?
Yeah, it's, it's almost exactly, again, my style, my system, you know, partially because
of, I suppose, you know, age and what I was doing that worked when I was building.
my companies, I am definitely a notebook guide. You know, it's at my desk back here. Otherwise,
I would show you. It's literally like, you know, constantly making notes, circling tasks that need to be
done. And that's just to make sure I capture them. But the reality is very, very similar to what
you said. I look at that usually at night before I kind of shut down and then in the morning and say,
out of this list, what are the two, three, four things that are aligned to my personal goals and dreams?
I mean, I literally, I do have laying right in front of me.
I have a, you know, my daily non-negotiables that are kind of my key things.
And I look at my list and say, are they aligned with what I care about most in my life,
time with family, having impact, you know, helping entrepreneurs?
Okay, that's a key filter.
Will it move the needle?
and then almost everything else on my list, I created an acronym forever ago.
People have a million acronyms.
Mine was dad because that was my focus.
I want to be a great dad, which means everything on my to-do list that doesn't move the needle in a significant way needs to be delegated, automated, or deleted.
And I delete a lot of stuff, and people really struggle with that when I'm like, this just has to be off my list.
The only other thing I would say, which is really interesting, is I have two assistants,
and one of my executive assistant, I literally have a daily stand-up with her.
She's, you know, I live part-time in Barcelona, so she's in Barcelona.
Sometimes I'm on her time zone.
Sometimes I'm in the U.S.
We have a daily stand-up, and I tell her, you tell me what the most important thing I do today is,
because she knows all, I mean, she checks my emails before I see.
She knows what's in the to-do list.
She sees all the things because I want her to be another level of filter to me.
What she thinks is the most important thing that I do for my day probably should be on my top three
because it's I owe somebody something, you know, follow up or I needed to record something or, you know,
whatever it is, she has a really important sense.
And that's that ego thing you talked about.
I try to strip away all ego and I say like, you're my technically my assistant.
but you can tell me what to do.
Tell me what's the smartest thing for me to do today.
What's the most important thing?
If I have to cancel something, what's the smartest thing for me to cancel?
I literally put that filter and that weight on her because she's good at what she does,
but she has broad insight into what's on my list and what really matters to me.
She'll tell me almost every day I'll agree to meet with someone.
And this is tough for me.
I try to be a nice, good, friendly person.
and she'll say oh my you know friend from high school wanted to have a coffee next week and she'll
literally be as I'm saying it shaking her head no and I'm looking at her and she's like remember
you don't have time to do that like you're trying to impact the world and help more people
you can definitely send a nice note to your friend but you can't meet him for a coffee you know
and of course I can override that and say is one of my best friends I am going to meet him but
having that sort of accountability and filter to like I don't waste time on stuff that's not
going to be aligned for me and help try to do what I want to do in life.
Yeah.
I, um, dude,
talking about the deleted part,
I,
uh,
I had this awakening again at,
at,
at the last company.
I was,
I had like a hundred and something emails in my inbox,
which is crazy,
right?
I hadn't,
I hadn't gotten an assistant yet at that point.
And like one Saturday morning,
I woke up and I'm like,
I'm just going to go all the way to the bottom and like,
see what's there.
And I'm looking at these things.
and like at the time they seemed important enough
to like keep as unread
and I'm going well that delete delete delete
and I got all the way down to like 15 emails
and I was like oh my God like look how many things
that were completely unimportant
that had zero impact that I actually didn't need to follow up on
or whatever that were just sitting in my inbox
creating like noise in my brain
because I'm looking at 100 emails and it feels overwhelming
every day when really there's only 15 in here
and probably even 10 of those are simple, just, you know, one sentence follow-ups.
And we allow ourselves to get caught in, well, geez, I got to respond to everything.
And it's just simply not true.
Yeah, it's, it's, if I could say, I mean, the to-do list, I'm glad, I'm glad we talked about that.
There's three things I end up spending a lot of time with entrepreneurs on because there's the
mindset and strategic and all the stuff that feels great.
And then there's the practical reality of your day-to-day life as an entrepreneur.
And for most every entrepreneur, there's three things on there that are the things that truly destroy us tactically.
One is the to-do list that we kind of talked about high level.
The other is our calendar and what we allow on our calendar and how we block time and manage time.
And the third is the inbox.
And yeah, I'm literally looking at, I have my two monitors up as we're recording this.
And my inbox that I'm staring at says you've hit inbox 0 65 weeks in a row.
And that is, that is, doesn't mean I don't, I get a bunch of emails, but my very strict kind of, you know, guidelines on how I follow up.
If I follow up, if my assistant follows up, if this is better done.
I do a lot of asynchronous, you know, record a quick video because I care about people that I'm working with or in my life.
So I'd rather record a nice video and, you know, send you the link to it because it's when I'm sitting on the back porch later in the day.
I send a nice note, Ryan, you know, great talking you, blah, blah, blah.
You know, here's the three things we talked about.
So I try to really let my inbox not dictate my day at all.
And then the final one is the calendar, which is it just destroys people.
And I do this coaching session with my group and I'll show them even, you know, again, I know this stuff.
I've lived it a lot of my life, but I'm, of course, I'm guilty of letting things drift.
And I show people what my calendar looked like two years ago and just pick a ran.
random week versus what it looks like now.
And now my pre-block calendar, like my mornings every single day is the same.
I start at the same time.
I have pre-block time for, you know, flow state and mental health and, you know, things that
are priorities for me.
When I'm in Barcelona, I have lunch with my wife every day.
You know, and those things are like non-negotiable, non-movable.
And then I have a few blocks where I'm like, this is when I'm going to coach or work with clients
or help friends.
And that ability to kind of get in the zone versus what it used to look like, I'm running
multiple companies and I'm going between sales meetings and talking about product and I'm
talking to my financial advisor.
I mean, like context switching all day, different times, every day.
So I'm not one of those morning routine people.
Personally, I actually like a very clean calendar.
So I pre-block a lot of time, which just basically means I have total flexibility.
If I decide to just go for a walk and not do anything for half a day,
like my calendar kind of accommodates that.
That scheduling 15-minute increments and being at the gym by this time,
like that feels anti what I'm trying to do with my life, which is live happy and free.
And so it works for some people.
But for me, I have to pre-block time, so I have a lot more control of my calendar.
So those three things, if you get those three things right, then I think it literally transforms
your life as an entrepreneur.
Yeah.
And I think one of the main ideas that I take from that is I think a derivative thing that
people do not give enough conversation to is this idea of noise, right, that's constantly
in your head.
And when you don't know what your day is going to be because it's different every day and
people are randomly dropping stuff into your calendar that you don't know is there,
you don't know why it's there, et cetera, et cetera.
All that it, and you even said,
a context switching, right?
Like all these things create noise that doesn't allow you to reach,
one, your peak energy state or two, your peak clarity
or focus on the topic that you're supposed to be talking about.
Because now you're like going, all right, I just got off a sales call.
Now I'm talking to HR.
And it takes you time to get in and you're not listening
or you're thinking about the last call you had.
And, you know, one of the things that I've really tried to work on in 2025,
and I would put this noise underneath this topic, is energy management, right?
Like, I find, similar to you, I put, I put blocks.
I use, like, the focus time and the Google calendar is my way of having that.
Like, I will not allow someone to schedule something over the top of focus time.
And I've gotten pushback from the team, they're like, well, we need to talk to you.
I'm like, then find another time.
Or, like you said, create a quick loom video, explain it to me,
and I'll watch it as soon as I can,
and I'll be able to give you an answer.
Because if I don't have those blocks of time in there,
I can't actually do, right?
We don't actually get the space to do the creative work
in whatever capacity that creative work takes
to solve the big problems,
which is ultimately what we're doing most days.
And that, I mean, guys, if you're listening to this,
you know, and go back and relisten to that section,
and I'll probably end up pulling that section out as well,
because it's, this is the core.
I mean, if you want to hear about like some crazy marketing strategy you had that,
you know, blew your company up X amount,
but you can't even get to that if you don't have those three core things settled in your brain.
Like you literally can't even, you don't have the brain capacity to come up with the idea
to implement the strategy.
Yeah, it's the one that's really, I mean, again,
to do list, inbox and calendar are all like equally challenging for most people.
the one that I think is the easiest to solve for, but for whatever reason, a lot of people
struggle is calendar. And I always say, like, let's talk about what your calendar looks like
today, current state versus what I call the dream calendar. What would your dream calendar be
considering exactly like you said, Ryan, what's your energy, right? Like, are you energetic in
the afternoon? That's when you want to be doing sales calls or are you creative in the morning? So you
want to like be thinking or meditating or writing and and let's let's forget all the stuff that you
have let's just lay it out like it would be amazing and then let's consider things like do you want to
you know take Fridays off do you want to be able to travel on the weekends do you want to take one
week a month off not that you can do it yet but that's the goal and so we start off with like current
state and future state and then it's just a simple reverse engineering thing and when I'm coaching
someone that's what we'll do is we'll say all right well in order to get from where you
are to where you want to go. Let's just do two things for the next two weeks. Let's block Friday afternoon
after 1 o'clock and just literally block on your calendar. You and I both know that if you have an emergency,
you can open it up. But let's just go ahead and pre-block it going forward. And then let's take a whatever,
some other day and put a two-hour block for nothing but creative thinking strategy. Can you do that?
And most people are like, yeah, I can do it as long as I know I can change it.
Great, do that.
And then you just start picking away.
And then before, you know, it's another three or four weeks.
And it's like, I think we can probably take Fridays off now, you know, and let's just go ahead and pre-block it.
There's always emergencies.
There's always exceptions.
Let's pre-block it.
And then you literally watch people's lives in the way they run their business transform because they control their calendar.
And it's just that simple.
Like you said, all the brilliant marketing strategies and distribution plans and codes.
that you can write. Those things are of course critical, but none of them can happen the way they
should happen at scale or and or your life on the journey is going to suck if you don't manage those three
things. And I have way too many friends that they're, you know, plus or minus my age. I'm 54 now and
they're, you know, my kids are, you know, one's out of college, one's about finished with college
and I'm an empty nester. And I look back and say like I enjoyed and spent so much time with my
kids, I have a lot of friends that are, they just sold their business or they've, you know,
semi-retiring and they've made so much money and they're like, but I miss my kids growing up.
Or I'm, you know, falling apart, you know, mentally and physically because I've neglected my
health for 20 years while I was grinding and I finally sold my company for $50 million and now it
doesn't matter.
I can't travel anyway, you know.
So I really feel so strongly that people make these changes because.
because that's what leads to a more scalable business,
a business you can sell,
but it's your option versus being forced to sell it.
And so, yeah, this is as sexy as the other stuff is,
these three things are what really make the difference
in an entrepreneur's life.
You know what's really funny too,
and I'm sure you know this as much as I do,
when you sit with like other successful entrepreneurs a lot of times,
this is the stuff they want to talk about.
Like the real primetime players, like they don't,
care about the marketing strategy or the big sale or even, I mean, they'll talk about product a
little bit once in a while, more, more like, you know, maybe a little bit of, um, uh, aggrandizing
what they did, right? Like, oh, we built this cool thing, whatever. It's fun. But when you, like,
when you're sitting in a story, I mean, they're talking about time, how do I get more time
in my family? How are you managing comms? How are you making sure you have, I mean, this is the core
stuff that people really dig into when you're actually having these conversations with,
with high-level successful people.
And I just want to touch on, and I'm interested in this for you,
and then I want to move on to a different topic.
But health management, right?
I've been saying for years on this show, your health is a competitive advantage.
If I'm sitting across a negotiation table, whether it's virtually or in person,
from someone who is not physically fit, I can tell doesn't manage their energy,
they look hungover or whatever, right?
Like, you know you're going to win that.
negotiation like you're gonna you're gonna out think them you're gonna outmaneuver them you're
going to outpace them because they just haven't managed their energy and they may be smart as hell
and they may have it been successful but you can you can out maneuver them because simply because of
your health how are you able to I mean again I know this kind of goes into your whole you know
taking control of your life but how were you able to fit energy in and how did you prioritize
your health and stuff along this journey I mean six six successful exits is
incredible in and of itself, let alone you look like a very fit, healthy guy, and, you know,
how are you able to get through all that? Well, I appreciate the kind of words. I think a lot of it,
you know, I was, soccer was my kind of passion, you know, growing up, I played at a pretty high
level. And post-playing, I, you know, I continue to use soccer as an outlet for kind of the
mental and physical, you know, part of my, my non-work life, my non-family life. And so I continued to
play up until not terribly long ago. I was playing four or five days a week, you know,
pickup games, indoor, outdoor, and that was great physical, you know, kind of the physical side of
my health, but also a massive stress reliever, you know, like I just, I just love playing soccer. And so,
prioritizing that, I was very fortunate that I found a group that was willing to, because I mentioned
earlier, I was a very early morning person. Most people play soccer on the weekends or after work,
and I found a group here in the U.S. where I am now that was playing three mornings a week before
people go to the office. So we'd meet at 530, 6, 615, depending on when the sun came up, play soccer
for an hour, then shower, then go to the office. And to me, it was like my day is already so good.
because I've I've had fun.
I've hung out with some friends.
I played soccer.
I got some fitness in.
So that was a big part of it.
And now, I mean, I'd be the first to admit if you knew me really well,
people know that like soccer was such a big thing.
I don't like I don't love to run.
There's not a lot of other like forms of exercises.
One of the big reasons we live, you know,
half the year in Barcelona is it's a lot easier for me to be intentional about those things
when I'm in Barcelona. I walk everywhere. Every day, I walk to get coffee. I walk to have lunch with my wife.
I walk my dog. I get fresh air. I get sun. And where I grew up in the U.S. in Charlotte, North Carolina,
that's a great city, but I have to get in my car to drive to get a cup of coffee or drive to meet
someone for dinner. And so I don't, I have to be much more intentional. I try to design my life
where I don't have to think about those things so much, you know. And that's why Barcelona for us is,
is wonderful because just by doing the things that I naturally want to do, I'm getting more exercise.
I'm eating healthier food, et cetera. If I was in, you know, some other city, I wouldn't have those
same kind of benefits. And so I try to be, you know, intentional and sort of design my life around
what makes that stuff easy for me. Yeah. And that feels like a through line for your success.
And I think for many people is this intentionality, right? Like setting boundaries and
intentional about the things you want and going and getting them.
So you've now parlayed all this success and business knowledge and love for soccer.
And now you own your own, you own a soccer club.
Talk to me a little bit about that decision because, you know, I've never owned a professional
sports team myself, although hearing from different people on, you know, that can be a hit
or miss relationship and opportunity.
But, you know, I'd love the decision to purchase the team.
and how is applying your entrepreneurial skills to a sports franchise, how is that translated?
Yeah, it's been a really, really fun, like, chapter, you know?
So as I mentioned, I literally have been a lifelong soccer enthusiast.
I used to call myself a player.
Now I say fan because I don't play anymore.
But it's been a big part of my life.
I mean, you know, growing up, it's all I thought about, all I wanted to do, all my goals
and dreams were soccer related. And I was, you know, very fortunate to, you know, check off a lot of
those, you know, kind of goals. And then I got into the business world. A lot of my companies
were I kept weaving back around to, you know, soccer was a through line for me. So my first company,
which was an early internet company, some of our biggest clients were soccer businesses and, you know,
because that's what I wanted to work on. My second company was kind of the fusion of early
technology with the sport of soccer. I built one of the largest kind of media platforms on the
internet. So it's been a through line. My family and I, I pulled my daughters out of school when
they were nine and 12 to travel the world. That's really, again, uniquely possible because of the
way I designed my companies. I was still running companies while doing it. We ultimately moved to
Barcelona to have a new experience. And while I was living there, it sort of became this,
almost like bucket list dream, but it was very far out in time and the future of like,
it would just be so cool to buy a soccer team in Spain and maybe when I retire,
that was kind of my thinking is I'll get a little place in Spain and retire and I would love
to own a little team. But, you know, fast forward and really about five or six years ago,
I just started thinking about what's going on in the global kind of game and the business
what I feel like the American side of sports business is really being, you know, kind of cast around the world.
You can see it across a lot of sports, the entertainment value and pregame and all the things that really didn't exist in Spain.
And I was like, you know what?
This isn't a retirement thing.
This is a business opportunity.
I want to do it, you know.
And so kind of sped up the timeline.
And, yeah, it's been about three and a half, four years ago that we bought a team.
And it's a hundred and 15 year old team in southern Spain.
So multi-generational.
It's beautiful right at the straight of Gibraltar.
So if I'm sitting in my seat, I'm literally looking at the rock of Gibraltar over the back of the stadium.
Morocco is 14 kilometers away.
So it's just a beautiful location.
And then to kind of answer your question, you know, it's I hired a CEO.
I have a whole, you know, much more qualified group of people that make day-to-day decisions and coaching staff and recruiting players.
I have no role in the club other than, you know, I mean, I own it, but I get involved in things that I'm excited about, but I know that, you know, there are other people that are better at making decisions than me.
So it's been a lot of fun.
I've tried to apply a lot of lessons learned and business lessons to it, but it's a very different business.
In 115 years of doing things, I underestimated how resistant to change people.
would be. I come up with something like, oh, I'm a big brand guy. I love like brands and logos.
I'm like, let's update this and let's change that. I mean, people are like, whoa, you can't touch
the logo. That's been here a hundred years. So it's been a funny experience in some ways. There have been
some challenges. I mean, I've learned already some crazy lessons that, you know, come along with
sports team ownership at any level. But yeah, it's been a really, really fun chapter overall.
teams, and I'm not as familiar with how, I mean, I know there's like different leagues and
stuff. Where does it fall like in relation to some of the other teams that maybe a U.S.
audience might know well? Yeah. So, yeah, so it's a good question. So in Spain,
there are five tiers of professional soccer. We are in the dead center. So third division,
technically. And in Europe in general, in Spain certainly, you know, it's the system of promotion
and relegation. So at the end of every season, teams are moving up and down from first division
to second division to third division to up. And so, you know, for example, over the past year
or two in our division, we play against, you know, teams like Malaga and Abiza that were
formerly first division teams. Malaga was in Champions League eight years ago.
but they've been relegated down to our division.
And we're also playing against teams that started, you know, in very low divisions,
maybe even pre-professional, like amateur level that have just over decades have become
professional.
So it's really crazy competitive.
In terms of comparing it to the U.S., you know, some people think, oh, it's, you know,
it's third division in Spain.
I'm like, you know, we probably would beat at least half of the MLS teams in the United States.
I mean, there are a few MLS teams that are, of course, at another level.
But this level is really competitive.
And it's neat to see, you know, we have a range of, you know, very young players that turn professional.
They signed their first contract with a club like ours.
We sold a player to Real Madrid two years ago.
We have some players that are at the end of their career and they played in Germany or Russia or somewhere.
But now they're older and can no longer play first division.
and so we might be the last club they play for before they retire.
So it's a neat.
You know, there are a lot of stories built into any sports team,
but, you know, young players that are hoping to make it,
that, you know, don't go to school,
dropped out of high school to turn pro, won't go to college.
And so this is their one shot in life.
A lot of that human interest kind of stuff wrapped into it.
Is the goal always to ascend?
Are you trying to just be the best in your division?
Like, how do you manage, are you, are you,
are you constantly managing to ascend to the next level?
Or like I guess how do you,
how do you work all that out?
Like what's your,
how are you structuring your,
your strategy there?
Yeah,
it's,
I mean,
ultimately most clubs,
certainly our club,
the goal would be to promote to the next division.
There are,
you know,
very real,
significant,
meaningful financial benefits to that.
You know,
the,
we have a TV contract.
It goes up by,
seven and a half million a year just with one promotion. I mean, it's a very meaningful,
you know, scenario. But where we're different than, I don't know, other people perhaps,
a lot of people look at sports team ownership, and it is kind of an ego or trophy thing,
you know, like they just want to say, I won the championship, I won the trophy, and they'll
overfund and lose crazy money to win a trophy. Like, that's just not our strategy.
I mean, we do want to promote in the future by building very methodically.
We started two years ago with the back office.
Like I inherited a group of players and coaches and didn't change anything.
Started with how do we run finance?
How do we run operations?
How do we, you know, literally in the back of the house.
And we've slowly moved up to last year we traded 15 players.
We got a new coaching staff.
And so we're just kind of, you know, trying to make smarter decisions, run it like a business.
And over time, if we're so fortunate to, you know, run it well and assemble a group of players that, you know, fight for promotion.
Season, we really, towards the end of the season, we were kind of a winning streak and really found our rhythm.
And the difference between where we ended up at the end of the season versus going into the playoffs was one win.
And I think if we'd have had like two or three more games, we would have been fighting for the playoffs.
comes down to do you do well in the playoffs and get promoted or not. But for me, I was very
happy with where we ended up. I thought it was a great season. You know, we're not doing it again
for ego. And even if we, even if we did promote, it's not like, you know, we would do anything
different. It would be that same strategy again, you know, hiring good people, managing day to day.
So it's, I've learned a lot, but it's been a really fun experience thus far. Yeah. One last
question on the on the soccer piece um how is it different managing fans as customers than say
customers as customers because it seems like you know you have things like if you change the logo
most of your customer and be like well you know i like your product or i don't but a fan might say i love you guys
but now i'm going to you know ship post on some reddit board or whatever the equivalent is because i don't
like the logo anymore and now you got to deal with that like how is that dynamic and you've run a
a company before so maybe it's similar in a little bit but like I'm very interested in that.
No, it's it's such a good and funny question because that was was and has been an eye
opener for me. My CEO who's, you know, a business partner mine now that runs the day to day.
He lives in southern Spain. He was formerly a first division,
or CEO in La Liga in Barcelona. And you know, so he's overqualified. And he told me,
He said, look, every decision you make, no matter what it is, good or bad, for any reason,
some percentage, 5 to 10 percent of the supporters or the fans are going to hate it and going to be very vocal about it.
And early on, I felt incredibly welcome.
I was candidly, I was a little bit worried as an American buying this team that they were going to be like,
oh, you know, capitalist doesn't know anything about soccer.
And so I spent the first year going to every home game,
letting people know that I cared and I wanted to be there.
It wasn't just a capitalist thing.
And it was like, I really love it.
I would sometimes sit up in the box with their jackets on.
And like, I'm down in the sports bar with our fans having a beer before the game, you know.
So I really wanted it to be different and feel different.
But the reality is after a short period of time when people are just excited because there's change and there's something new,
then it segments into those people that understand what you're doing and probably,
get it and are supportive and those that you can do no right. I mean, there's literally,
so I get direct messages to my social media account sometimes for people about like which
players playing or not. I'm like, I have nothing to do with that. Like I have a coach. I don't decide
who plays, you know, and it's and I, you know, they're passionate, which is such a good thing and
they're, they care so much about their team and their club. And as a human, especially one that
actually, again, try to be a good person. I want to explain to people.
people like, hey, we've invested, you know, a million dollars over budget this year to make things
better. But, but then people will literally send me messages and be like, just put more money
in the club. It's like, you don't understand actually what we're doing. We've put a lot more than
we probably should have in. So, yeah, I smile just because it is true. Like, I've just decided,
like, there's going to be some fans that it doesn't matter what we do. We could win the championship
and they're going to complain about how we want it, you know? It's like, well, as a,
lifelong Bill's fan, I can say I completely understand their side of the aisle, even though,
you know what I mean? You, I got buddies. It's, it's so funny. You know, I feel for you.
And I was, you know, in getting ready to chat with you, I really wanted to spend some time in the
Sire Club because I find it, I find that business model so intriguing. I'm lifelong baseball
player and played football. I unfortunately got injured or I probably would have played football
in college, but ended up playing baseball because of an injury. But, like, it's, it is a
a wild dynamic, right? No matter how good a service you have, no matter where you are,
like from a standard business perspective, no one's tattooing your logo on their arm or their
leg, right? But when you have a sports club, you know, they're going to tattoo it. They're going to
wear the jersey, the hat. They're going to, you know, they're going to do all these crazy
have flags and shrines. I mean, I don't know if you've ever driven through Buffalo, New York,
but literally their thing there is they, these guys build shrines. And I mean that in the purest sense
of the term to the bills in their garages.
And on game day, all their garages are open
and you can drive through neighborhoods
and it's like, you're like, what is going on?
You know, and they're not a passion.
And Josh Allen can throw 39 touchdowns
and people are still talking about how,
well, if only he was a more accurate passer,
it's like he won the MVP this year.
What are we talking about?
So true.
Well, Mac, dude, I could talk to you for hours.
I appreciate you.
This has been wonderful.
And I really appreciate the tactical stuff
because I do think that it is very easy, especially with social media and with a lot of, you know,
maybe even people that are trying to do the right thing but aren't necessarily giving the right advice
or they're going for the wrong types of metrics in their advice.
They don't slow down to talk about these actual tactical things that drive true leadership
and how we actually get there.
So I appreciate that, man.
If someone wants to just get in your world more and just kind of be in what you're creating,
what you're talking about, where can they go to get involved?
in your work. Yeah, thank you. So I have a like a personal website at, you know, it's basically
maclacky.com. So M-A-C-L-A-C-E-Y. So maclacky.com, you know, is, is my kind of core
website on social media. It's kind of at MacLacky on YouTube and across the social channels. And
literally just in the past few months, I have made a commitment to try to truly put out more
content for the reason you said, which is I feel like there are a lot of people talking about
these very esoteric, high-level things, and those things are important too, but I've just been
trying to share very tactical changes people can make. I want to help people. I want to,
you know, I know that for every person that joins one of my group programs or coaches with me,
there's a thousand more I can help that they'll never need or want to join something. That's great.
I want to put a lot of stuff out there. So, so, yeah,
I think if people are interested, follow me on social media and send me a message.
You know, my team and I, we really truly try to help.
And if, you know, we can help someone, send them a free resource, recommend something, send them to someone else that can help them.
We certainly want to do that.
Well, I appreciate you, man.
Thank you so much.
Thanks for having me.
Let's go.
Yeah, make a look.
Make it look.
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