The Only Way to Get Stronger Is to Get Uncomfortable
I borrowed money I didn’t have.
I worried about five tenants who hadn’t paid, while five bank notes waited on my desk.
I published videos while people mocked my hair, my mustache, my slip-ups.
I stretched every dollar to buy a $3 million apartment building and had nothing left in the bank.
I did it anyway.
I was uncomfortable the entire time.
It changed everything.
Discomfort produces growth. Not ideas. Not motivation. Not theory.
It’s not about playing it safe. It’s about stretching so you can lift more next time.
You don’t get bigger deals by watching from the sidelines.
You grow by moving forward before you’re ready, especially in real estate.
You’ll learn faster when you borrow for a real asset rather than a liability.
You’ll build confidence when you run toward visibility instead of hiding from judgment.
You’ll finally scale when you stop trying to feel ready and take the next hard step.
If any of this sounds like pressure, good. That pressure is the gym.
The rep. The burn. The growth.
This episode offers a checklist for investors who are ready to get uncomfortable:
Borrow even when it feels risky
Fix your credit and meet with a bank
Take action before you have all the answers
Share your journey publicly
Get over how you sound or look on camera
Buy the deal that stretches you
Accept that pressure now trains you for capacity later
That’s what made the first house feel small.
That’s what turned five rent checks into seventy.
That’s what made being broke feel like investment, not failure.
Later, I’ll show you why being judged is the tax you pay for visibility,
why a late rent payment is better than never closing at all,
and how going broke for a stabilized asset changed my entire blueprint.
But first, ask yourself:
Are you trying to stay comfortable, or are you trying to grow?
Borrowing Money Isn’t Reckless—It’s How You Grow Capacity
“You might have to borrow a little money to get as big as you want to get.”
That one sentence can either scare you off or set you free.
I remember the first time I took out a loan for a rental property. My parents had always said borrowing was dangerous. They weren’t wrong. But they weren’t completely right either. I had to unlearn what safe looked like. Playing it safe was keeping me small. Borrowing stretched me, and that stretch built my capacity.
That first deal taught me more than any YouTube video or seminar ever could. I had to run the numbers. I had to trust someone. I had to be responsible for real money.
It wasn’t reckless. It was intentional discomfort with a return.
I didn’t stop there. I borrowed again. Then again. Eventually, I used borrowed money to help buy a $3 million apartment building. “When I bought that building, I basically went broke to do it.” I gathered coins, collected help, and went all in. That moment of financial strain wasn’t a mistake. It was a calculated leap.
Borrowing isn’t about desperation. It’s about growth.
You’re not meant to live inside your comfort zone. You’re meant to push its edges until it gets bigger. That’s what smart debt can do: expand what feels normal.
Borrowing isn’t failure—it can be strategy.
If you’re new to this game, here’s what borrowing for growth can look like:
Start by fixing your credit, even if it feels overwhelming
Build a relationship with a bank before you need money
Practice underwriting so you can confidently say yes or no
Use private money only when the deal supports it
Avoid overleveraging by knowing your cash flow
Focus on deals that will produce income, not vanity metrics
Track every number so your risk tolerance becomes real, not emotional
Each time you borrow, you build trust with yourself.
Each deal becomes a rep.
Each payment trains your discipline.
You don’t grow by sitting on cash. You grow by using it to build something that pays you back.
If you’ve been stuck waiting to feel ready, maybe it’s time to feel stretched instead. That’s the real signal you’re doing something new.
Being Judged Is a Signal You’re Finally Visible
Somebody’s watching your videos just hoping that you fail.
That’s not a reason to hide. That’s a reason to show up again.
If you’re worried about being judged, welcome to growth. The more visible you are, the more opinions you’ll trigger. Silence isn’t safety. It’s delay.
“You ever worry about what people say about your hair?”
“You ever worry about what people say about your mustache?”
I did. I still do sometimes. But I keep hitting publish.
There was a time I hesitated before every podcast episode. I’d look at my setup and think, “This isn’t polished enough.” I’d hear my own voice and cringe. Then I realized—none of that matters to the person who just needs clarity. One day I showed up with no script, no edit, no perfect lighting. Just truth. I said what I needed to say, posted it, and walked away. That episode got more replies than anything I’d ever shared. People thanked me for the realness. The slip-ups, the breath pauses, even the bad hair day—it all made it human. That’s when I learned: being seen for who you really are builds more trust than pretending you’re already there.
Here’s how to start showing up when it feels uncomfortable:
Record short-form content first—it lowers the stakes and builds momentum
Use your real voice, not a performance version of yourself
Talk about what you’re doing, not what you’ve mastered
Set a posting schedule that creates rhythm, not burnout
Don’t wait for validation—post before you feel “ready”
Ignore metrics for your first 90 days
Use every negative comment as confirmation: people are noticing
“Sometimes you just got to jump on and do a podcast and make things happen.”
Discomfort isn’t just in the doing. It’s in the watching too. The replay. The judgment. The silence.
The people who grow in real estate, and in life, are the ones willing to be seen.
Not after the win. During the reps. During the learning. During the stretch.
Visibility is the toll booth you pass on the way to scale.
It doesn’t ask for your perfection.
Just your presence.
Discomfort Teaches You to Lead with Action, Not Fear
The first time I had five or six tenants late on rent while five or six bank notes loomed, I felt paralyzed. I stared at the numbers like they might change on their own. I played out worst-case scenarios in my head: what if no one pays, what if the bank calls, what if I lose it all? For two days, I avoided making calls. I didn’t want to seem desperate. But silence wasn’t protecting me. It was stalling me. Finally, I picked up the phone. I asked questions, made arrangements, got honest. One tenant paid the next day. Two more worked out partials. The fear didn’t go away, but the fog lifted. That was the moment I understood: action isn’t the opposite of fear. It’s the treatment for it.
The longer you wait for fear to disappear, the deeper it roots.
You have to move with it, not wait for it to leave.
“Grab the map” doesn’t mean study it. It means walk.
Checkpoints to shift from fear to forward motion:
Take the smallest uncomfortable step today—don’t plan, act
Reach out to one person about a deal, even if your pitch isn’t perfect
Set a timer for 10 minutes and do the task you’ve been avoiding
Make your first offer even if you think it will get rejected
Write down what scares you—then do one thing that proves it wrong
“When I do my first transaction, the next time I’m not so worried about the paperwork.”
You won’t eliminate fear by thinking harder.
You’ll eliminate it by moving anyway.
Discomfort doesn’t block growth.
It introduces it.
What Feels Heavy Now Prepares You for Bigger Deals
Early in my journey, I felt crushed by the pressure of just a few properties. Five tenants. Five mortgages. All due, all at once. One missed payment could throw everything off. I stayed up running numbers in notebooks, wondering if I had made a mistake. But I didn’t quit. I handled the pressure. Eventually, that pressure became my preparation.
What used to feel like a mountain is now a warm-up set.
That’s the point of discomfort: it strengthens you so the next weight feels lighter.
“When I do my first transaction, the next time I’m not so worried about the paperwork.”
Here are the rules I learned from carrying the early weight:
Don’t panic—document. Write down exactly what’s owed and when.
Prioritize communication over perfection. Talk to tenants, lenders, partners.
Run your numbers twice, then take action once.
Build reserves early, even if it’s just $200 a month.
Learn to lead under pressure before you manage scale.
Never confuse stress with failure. Stress is a signal that you’re growing.
“The early stress produced growth.”
If you’re carrying a heavy load right now, don’t drop it.
It might be the thing that trains you to carry more.
Go Broke Buying Assets, Not Toys
“I basically went broke to do it.”
That was the reality when I closed on a $3 million apartment building. I didn’t buy a Lamborghini. I didn’t splurge on vacations or gadgets. I gathered every coin I had, then borrowed a few more, to stretch into the deal. The account hit near zero. But the day we stabilized that property and filled the units, it started paying me back. That kind of broke builds future wealth.
Going broke for assets is not the same as going broke for image. One compounds. The other just costs.
Here are the truths most won’t say out loud:
Being low on cash isn’t a problem if it’s locked into income-producing deals
Stretching financially for the right deal builds long-term peace, not chaos
Asset-based broke has recovery built into it—flashy broke just sets you back
Wealth is created in discomfort, not in convenience
If your investment doesn’t scare you a little, it’s probably too small
“When you don’t have any money in the bank, and it’s because you’ve bought assets… you’re stretching yourself.”
The people who scale in real estate aren’t spending their reserves on looking rich.
They’re redirecting every available dollar into something that pays them back over time.
That kind of broke makes you powerful.
One House Teaches the Paperwork, Seventy Houses Teach the Game
Discomfort produces growth.
That wasn’t just a catchy phrase in the beginning. It was the pattern behind every breakthrough. The first time I borrowed money, I was nervous. The first time I got judged online, I hesitated. The first time I was broke after closing on a property, I questioned everything.
But now? I want seventy houses, not just one. I go broke for stabilized assets. I welcome pressure because I’ve learned that what feels heavy now prepares you to carry more later.
“When you don’t have any money in the bank, and it’s because you’ve bought assets… you’re stretching yourself.”
If you remember one thing, remember this:
You don’t grow by avoiding the hard parts. You grow by walking through them, rep after rep.
You don’t have to leap into a $3 million building today.
You just need to make the next stretch move.
Pick something uncomfortable and finish it this week:
Call a bank
Make your first offer
Film the video you’ve been avoiding
Review your finances and look for one asset-based play
Comfort doesn’t build capacity.
Action does.
Grab the map. Then move.
About Johnoson Crutchfield: Real Estate Investor and Coach
I help real estate investors stop guessing and start closing.
Through the Grab the Map podcast and coaching platform, I teach action-first investing rooted in clarity, not hype. I don’t believe in shortcuts. I believe in weekly reps, clear numbers, and deals that strengthen your family and your community.
You won’t hear theories here. You’ll get real-world steps that lead to contracts and closings.
My focus is helping investors go from stuck to under contract in 90 days or less—with systems that work for rentals, value-add, creative finance, and more.
Host of Grab the Map podcast
Built from single-family homes to a $3M apartment complex
Offers the 90-Day Deal System at grabthemap.com
Known for values-led, no-fluff investor coaching
Connected with Johnoson Crutchfield
Stay connected, keep learning, and grow your network by following Johnoson across all platforms:
Facebook: https://www.facebook.com/theycallmejc/
Instagram: https://www.instagram.com/grabthemap/
LinkedIn: https://www.linkedin.com/in/grabthemap/