Broke as Hell, Built a Heaven: The Freelance Apocalypse
Let’s rewind for a sec. I was sitting in my hometown with $142 to my name. No plan. No connections. No one coming to save me. Most people in that situation fold. They go back to the job they hate. They retreat into comfort.
Not me.
I went all in on myself.
And what happened next?
I went from flipping couches and picking up trash… To running my own empire from my laptop in Dubai.
This post is your step-by-step blueprint to do the same.
Table of Contents
Step 1: Burn the Excuses
The first thing I tell everyone inside my campus?
“Nobody cares about your story unless it ends in success.”
Yeah, your job sucks. Yeah, your bills are piling up. Yeah, your laptop is slow.
So what?
You’ve got two choices:
- Stay in victim mode.
- Wake up and become the main character of your life.
Only one path gets you paid.
So here’s the rule:
If it’s not helping you win, delete it.
Step 2: Pick a Simple Hustle, Fast
Forget passive income.
Forget becoming becoming a guru.
In the beginning, you just need to get paid.
Here’s what I did:
- Craigslist flipping
- Uber
- Manual labor
- Anything that brought in cash fast
Why?
Because that first win changes everything.
It builds belief.
It builds momentum.
It turns “making money” from a dream into a skill.
Do what you have to do, not what looks pretty on Twitter.
Step 3: Focus on ONE Skill
Once I tasted those first wins, I stopped dabbling.
I picked freelancing — specifically, writing and marketing.
Why?
Because:
- No degree required
- Easy to learn
- Can scale fast
- 100% online
The secret?
I focused.
No more shiny object syndrome. No more jumping from side hustle to side hustle. I became dangerous at one thing — and that made me valuable.
Step 4: Learn to Pitch with Confidence
Most people don’t get clients because they’re scared to sell.
You think someone’s gonna magically DM you begging to pay you?
Nah, bro.
You have to put yourself out there.
Here’s how I teach my students to do it:
- Find the right lead (somebody who can actually use your offer).
- Audit their brand or biz (show you did your homework).
- Drop a DM that offers value (not some spammy “Hey bro” message).
- Back it with social proof (even if it’s just one testimonial).
No fluff. No fake hype. Just real results.
Step 5: Reinvent Yourself — Daily
People think success is one big moment.
It’s not.
It’s what you do every single day when nobody’s watching.
- Did you show up today?
- Did you execute, even when you didn’t feel like it?
- Did you post, pitch, create, build?
Every action compounds. Every move builds your new identity.
That’s how I went from broke to Moneybag Madden. I reinvented myself — one decision at a time.
Step 6: Build Systems, Not Just Income
Eventually, you hit your first $1K month. Then $3K. Then $10K.
But here’s where most people screw it up:
They stay in hustle mode forever.
You have to evolve.
Create systems.
Train others.
urn your skill into an offer, then into a business, then into a machine.
That’s how I travel the world, coach students, and run my team — without being chained to my laptop 24/7.
Here’s what I want you to understand:
You don’t need to be perfect. You don’t need to know everything. You just need to start.
Start before you feel ready.
Start when everything doesn’t seem to be in your favor.
But start.
Your first $100 isn’t about money. It’s about momentum.
Your first client isn’t about validation. It’s about proof that this works.
I’m not special. I just didn’t quit.
You’re next — if you stop playing small and start playing for keeps. Let’s get it. You can get more content like this straight to your phone via our telegram group.
Always the best,
Dylan Madden