Eddie Carroll
@edmund_carroll
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Just a redhead kid from Iowa. 10+ years growing startups, now getting back to my roots. Building a portfolio of businesses, sharing what I learn along the way:
Washington D.C.
Joined July 2009
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The power of optimism in business is undeniable.
Here are 10 reasons why it is critical for long-term success:
1. Positive thinking leads to positive results.
(Read on)
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The myth of work-life balance: 3 ways it's holding you back from actual progress.
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The more curious you are, the less stress you have.
Curiosity turns life into an adventure.
Problems, hardships, and difficulties are…
Mountains to climb ✅
Not obstacles to avoid ❌
A mindset focused on growth, adventure, and resilience can’t be stopped.
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“How many were laid off?”
Almost everyone.
I had survived the sharpest series of layoffs I had ever seen.
Here’s how I managed to thrive in even the hardest circumstances (hint, it all begins with the client):
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Your rampant issue with follow-through may have nothing to do with motivation…
For me, it was an issue of hyperfocus.
Learning this changed my life.
Harnessing ADHD 101 (”Progressive Overlap” Metho):
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My ADHD used to run my life.
It made work nearly impossible.
It wasn’t until I learned these 5 steps, that I realized it was actually the source of my creativity and problem-solving:
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Nobody limits you more than the people who don't understand you.
It’s difficult but it’s true.
Walk away from those people, don’t let them hold you back.
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One of my favorite things about small business: mentorship relationships
Experienced businessmen will teach you what you need to know.
But it requires YOU going out on a limb and contacting them.
Here’s how I did it:
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There’s a balance with building.
You have to play the game, while staying true to yourself.
That’s what makes you authentic.
Anything else, in your mind, should be considered wasteful.
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The guts to make the call.
The courage to publish that post.
The persistence to show up when it hurts.
The discipline to be at your best when it counts.
That’s what it takes.
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If you're not…
Curious, you're not growing.
Adapting, you're stagnating.
Learning, you're falling behind.
Networking, you're not working.
Challenging yourself, you're settling.
Life isn’t about existing, it’s about living adventurously.
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Last week we had lunch with the owner of a $10M Pest Control biz who was thinking about selling.
Conversation was set up by a mutual friend, so no broker.
Awesome lunch talking about bugs 🐜 and the future of the biz.
They think we’d be a good fit, so we set up a next meeting
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The 4 Pillars of the Adventurous Life:
Self-Exploration
Adaptability
Presence
Courage
How to Get Started:
Learn to navigate
Learn to adapt
Learn to engage
Learn to take risks
Compounding does the rest.
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The saying: “healthy body, strong mind” is more than just a proverb.
It shows how growth isn’t 1 dimensional.
Here are 3 research-backed Mental-benefits to regular exercise:
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The way I go about things is SWAT-team style.
Never go through the front door.
Go through the roof.
For example, when reaching out to new business connections:
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Goals are great, but the outcomes rely on follow-through.
If you procrastinate, you’ll stagnate.
If you execute, you’ll elevate.
I don’t make the rules.
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Looking back I recognize why I love business and sweaty startups so much.
It’s hands-on.
School was difficult because I had to sit still, write, take tests.
But life and business teach you in different ways than school does.
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You’ve probably seen it all over your timeline: “Start a business”
What does it *actually* look like, though?
I started a Christmas lighting business in high school.
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Do you think emotional intelligence is more valuable than academic intelligence in today's workplace?
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To continue moving forward in business (and life):
- Stop looking for perfection.
- Start looking for potential.
Perfectionism kills momentum — and it’s easily avoidable if you view things correctly.
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If it doesn’t light me up.
If it doesn’t peak my curiosity.
If it doesn’t bring out the best in me.
If it doesn’t align with my goal for autonomy.
Then it isn’t for me.
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Social media can either be a fantastic networking opportunity, or a terrible waste of time.
Are you bringing value, or extracting it?
I decided to start creating content because I believe Creators make social media a better place.
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For a curious person, social media can be:
A life-giving adventure
or
A death spiral of distraction
Use it to achieve your goals, or watch it zap your focus and productivity.
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NEVER underestimate the power of mentorship.
Don’t be afraid to reach out.
The worst they can say is “No”.
This philosophy
Jobs, Places, and People
…that I couldn't have reached through schooling alone.
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Fact: you will learn more about business with 1 year of working at a startup than you will in 4 years of an MBA.
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One of my favorite habits from Power List by Andy Frisella:
Every evening, I outline the five tasks I need to tackle the next day.
It sets clarity and purpose for what lies ahead.
And for me, it’s been a game changer.
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When I was a kid, I wasn’t fit.
Plain as that.
Now I regard my body with respect, and my physique represents this.
People ought to think hard about what their body says about their ideals.
A chiseled body typically means a chiseled mind.
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My three core life-tenets:
1. Follow your curiosity
2. Action-bias (learn by doing)
3. Live out your adventure (adventure = challenge + risk)
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I never loved school. I was always thinking of new business ideas. Something about building and adventure seemed so much more engaging than sitting in class.
I got through it (barely) but I have always fostered a sense of curiosity in myself and follow my passions with intention
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My one piece of advice for new entrepreneurs: Everything you want is on the other side of a cold call.
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It's not about work-life balance; it's about work-life harmony.
All seasons should be harmonious, even if some are not balanced.
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Learning how to negotiate completely changed my life.
I discovered…
Having poor negotiation skills costs you more than imagined.
While mastering the art goes further than you realize.
The best resource for this information is Chris Voss’s book: Never Split the Difference
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School for me was rough.
I remember the end of first grade my teacher finding my unfinished assignments in the back of my desk, “oh there’s that assignment”.
Meanwhile I had been at home taking apart lawn-mowers and vacuum cleaners, and building my own computer.
Phew.
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ADHD used to drive me nuts.
I went my entire childhood wrestling with it.
Got diagnosed freshman year.
Took back the reigns from meds almost 10 years later, never felt better
Growth means turning your curses into your strengths.
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One thing I wish I learned earlier: it’s ok to be uncomfortable.
It’s 100% normal.
You should expect it.
You’re going to be nervous before making calls (for awhile), and getting comfortable with that discomfort is a huge level-up.
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I recently heard a story recently of a guy getting his Master's in plumbing (the best plumber around), but failed the test every time he took it (5+ times).
And then he found out that under the state law, you can do it in a verbal test…
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Stress is so prevalent that people are shocked when you genuinely enjoy your life.
Like when I spent time as a ski bum while working remotely.
Don't let negativity limit your goals.
Let your example show others it is possible to enjoy life to the fullest.
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What is 1 quote you had to cling to during a hard time in your life?
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Last year I took a month off to be a ski-bum in Colorado.
I worked remotely on my laptop between runs.
It was awesome — my version of digital nomad.
You can do this yourself with:
1. Remote Job (or at least hybrid)
2. Laptop & Wi-Fi
3. Fresh powder
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One of my best decisions at 18 — cold calling a local lawn care business.
I saw their trucks everywhere.
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“Eddie, How do I keep momentum?”
Great question:
If your thoughts are unclear, you’re goals will be, too.
If your goals are unclear, your daily actions will be, too.
If your daily actions are unclear, your future will be unknown.
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The funny thing about school is that all these years later, my daydreams made me way more money than the book-work.
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I’ve been thinking on this recently:
Why do you think podcasts have exploded in popularity?
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From a young age, I was told I “march to my own drum”.
I took it as an insult.
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Underrated ways to connect with business owners
- Cigar nights
- Facebook groups
- Trade group axe-throwing events
You might have to dig to see where the local players are, and it’s well-worth it in my experience.
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I'm convinced meditating every day for 20 minutes is the best habit anyone can possibly develop.
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A major faux pas in business is butting-in.
I have always believed that adding value is the best long-term strategy for making strategic connections.
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@OzJoeGoodacre
I appreciate this point and needed to be said.
It's funny how some seem supportive on the outset, then when things get tough, vanish. That's an emotional roller coaster for entrepreneurs.
Action speaks louder than words when it comes to real support. Glad you realize it.
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What work usually looks like:
- cubicles
- red-tape
- repetitive tasks
What work SHOULD look like:
- tinkering
- collaboration
- knowledge exchange
I don’t understand how people stick with their soul-sucking jobs for so long.
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Systems > Goals.
I don’t leave my own growth to chance.
I hard-wire proactive behaviors into my day:
- planning the night before
- cardio or lifting
- Transcendental Meditation
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REAL life hack: Transcendental meditation.
It brought me more than just personal growth.
It brought:
- Deep Inner Calm
- Clarity of Mind
- Healthier Heart
I swear by it — it’s the lazy man’s meditation.
You can learn more here:
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Curiosity is the foundation for any kind of growth.
It brings:
- Enhanced creativity
- Stronger relationships
- Increased productivity
- Better decision-making
Curious minds grow by default.
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If you had to listen to 1 podcast for the rest of your life, which one and why?
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Fantastic week at
@MainStSummit
.
My favorite part was finding out that some of these faces on X are even better humans in person.
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You’re never going to bat 1000 in business.
You have to kick open doors to learn if you like it — somethings you just can’t know before hand.
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Without looking it up, why do you think so many small businesses fail?
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I keep my roots no matter what.
Never forget where you’ve come from, regardless of progress or levels.
I’ve done things, been places, and met people I never thought possible.
But I'll never forget that I’m just a kid from Iowa with a dream.
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Daily reflection is way underrated.
If you take a few minutes to count your wins, you begin to see the progress that you’re missing.
Those small wins really add up if you’re paying attention.
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For me, meditation brings peace and focus to a world full of chaos and distractions.
Distractions will destroy your business endeavors.
Chaos is a part of life and business.
Meditation done well helps you see over all of the noise.
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“I’m busy.”
“I’m productively moving one step closer to my goals.”
Feel the difference?
It's not just about what you do; it's about how you think.
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If you are:
a) in school
b) have ADHD like I did
Just go to your teacher’s office hours.
Make a game-plan with them.
It could make your entire year so much better.
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Resourcefulness is about being opportunistic.
And they are often unexpected.
Lesson: You have to be ready to act at all times.
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Proactive beats reactive every time.
Every business that ever lived, started with outbound.
Until people know about what you’re trying to do, NO ONE will take notice.
It’s a fact of business (and life, actually).
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What's the one skill you wish you could master overnight?
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I’m not a huge fan of “mental models” or “tools” (usually it’s just fluff), but 1 tool that I have been using is the “Power List” by Andy Frisella.
Surprising actually, but I swear by it this year.
It provides me the structure to get the needle-movers done daily.
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@STLChrisH
You’re so right, but it is starting to happen. Just look at Alpine Capital’s new platform Vertex. They did 80+ hvac/plumbing acquisitions last year via Apex. Now it’s time for roofing!
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There’s an idea out there that businessmen are cold.
Standoff-ish.
I couldn’t disagree more.
Some of the most helpful, welcoming people I’ve ever met had massive fortunes from business.
Lesson in there.
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Big future ahead. No time to dwell on the past.
Red flag: People who talk frequently about "glory days" of the past.
Where they've worked, what they did, or what they've won years ago.
It's nice...but it's over.
See potential, not the past.
Get excited for that.
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Tinkering with stuff is a way of life for me.
Taking apart lawnmowers when I was in grade school.
Rigging home automation software.
Building businesses and growing my career.
It all falls under that same mindset: CURIOSITY.
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Step 3: Breaks Are Key:
Every hour, I’d step away from work.
Sometimes it was even 10min.
Whether it's a short walk or a quick stretch, these breaks were necessary.
I can’t force my attention to cooperate, so again, I work WITH it.
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Step 1: Embrace It:
I stopped fighting my ADHD.
Instead, I acknowledged it as a part of me.
That’s not a pretty process.
I have been off and on medications for it, and finally had to find solutions instead of bandaids.
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@drewrcarr
I think rejection is part of the game isn’t it?
Also in the words of Ted Lasso. With rejection… keep a mind like a goldfish.
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That means that the vast majority of businesses don’t have an exit strategy.
All businesses eventually either sell or die.
If you want to take ownership of a business, now’s the time to start knocking on doors.
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I had to learn to go with the waves of focus, and channel them strategically.
It’s a process of self-awareness, and ultimately productivity.
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no one is coming to save you… it's on you to seek them out, show genuine interest, and cultivate that relationship.
And remember: Mentorship is a two-way street.
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As much as you're learning, ensure you're giving back in any small way you can.
One day, you'll be the mentor someone else seeks out.
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@STLChrisH
Share more of these mistakes in the biz.
Not enough people do. It's great to learn from other's bumps in the road.
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These mentors aren’t just going to walk up to you.
Taking the first step is intimidating, but absolutely necessary.
It requires YOU going out on a limb and contacting them.
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Frankly, the majority was “refining”, especially at the beginning.
These steps uncovered ADHD’s silver lining.
It became the rocket-fuel of my creativity and problem-solving.
Instead of my constant irritant.
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Also don’t be fooled by the term “small business” — these businesses often garner wonderful topline revenue annually.
In other words, it’s well-worth finding mentors.
Here’s the catch:
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When I worked at Twitter, I had 3 catered meals a day.
I still prefer the bean burritos rolled by hand on the farms for lunch.
Something about being directly connected to the work you’re doing is so important, especially in today’s digital age.
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@LeilaHormozi
Facing tough times is part of the journey and can make success feel even better.
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Unlike large corporations, where you can easily become just a number, in a small business, there's a genuine chance to forge personal, mentor-mentee relationships with those who have tread the path before.
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Here’s the simplest way to do it:
1. Pick your niche
2. Identify local prospects and compile into a list (with contact info)
3. Cold call every local prospect and introduce yourself
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4. Gauge interest in product/service for each one on a scale of 1-10
5. Proceed with contacts for anyone above a 6/10.
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7 - Follow up with a bunch of value:
- Resources
- intros
- software
- communities
Things that would help them along that are in your unique ability.
This is how you cement the relationship with real-world value.
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It’s by consistently taking action they move the needle.
Plus — In a saturated market, the businesses that stand out are those driven by a compelling, optimistic vision.
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Work felt like an uphill battle.
School was the same.
Tasks that seemed simple for others were mountains for me.
It was exhausting and demoralizing.
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@sweatystartup
Dealing with difficult individuals can be significantly draining. Cut them out as soon as you can.
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@SahilBloom
Huge opportunity in the space, especially home services.
Just like how companies with <4 stars on google deter customers, I'm deterred by bad design. This is needed.
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Experienced businessmen in these environments have gone from near bankruptcy to building empires, and have earned a heck of a lot of wisdom along the way.
They're often eager to share their insights and save you some of the hardships they faced.
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The goal for me is to get so good it’s fun and that you never want to stop.
Just look at Warren and Charlie.
"The goal isn’t to retire on a beach somewhere. No, that's a recipe for lifelessness, purposelessness, and the haunting chills of misery. Rather, the purpose of a career is to find the skills you want to compound and never stop doing them."
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Step 2: Structured Creativity:
I gave my creative bursts designated outlets.
For me, this looks like business:
- Creating partnerships
- Brainstorming creative methods of outreach
- Identifying strategic uses of my time and resources
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He passed it with flying colors first try.
Sometimes it’s not you, it’s the medium.
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