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If I Lost Everything at 20: The Exact Steps I’d Take to Make Money Again

Table of Contents

And the Surprisingly Simple Path Most People Ignore

If I’m being honest, the first time I hit a financial low point, I was 22, broke, and Googling things like “How to make money fast without selling my kidney.” Spoiler: the internet had some weird suggestions.


But that moment taught me something I never forgot — the steps to rebuilding your financial life don’t really change with age. Whether you’re 20, 30, or 40, the foundations are the same. Experience helps, sure, but there’s no secret millionaire cheat code that suddenly unlocks at age 35.


So if I found myself broke today at any age?

Here’s the exact path I would follow — the one that actually works, the one backed by real-world examples, and the one that doesn’t require a huge budget or a business degree.


Why Age Doesn’t Matter as Much as People Think

A lot of people assume older folks have shortcuts, connections, or “insider methods.” Truth?

Making money online still falls into just two categories:


1. Methods That Require Money to Make Money

Affiliate marketing

E-commerce

Paid ads

Dropshipping

These can work — but if you’re broke, starting with these is like trying to fix hunger by opening a restaurant.



2. Methods That Require Skills Instead of Money (Your Best Option When Broke)

Social media management

Copywriting

Web design

Programming

Video editing

Virtual assistance

These are far more accessible because you don’t need cash — you just need time, consistency, and patience.

If my wallet was running on fumes, I’d choose the second path every time.



Step 1: pick One High-Demand Skill (and stick to it)

If I had to start over today, broke and skill-less, I wouldn’t try to build a YouTube channel, a blog, or a community right away — those things require experience to create valuable content.

Instead, I’d choose one practical, in-demand skill such as:

Web Design (fastest path to landing business clients)

Copywriting (still one of the highest ROI online skills)

Social Media Management (massive demand from small businesses)

Programming (takes longer but pays extremely well)

Video Editing (creators and businesses need editors every day)


None of these require a degree.

None take years to learn.

And all of them can earn $1,000–$5,000/month with consistency.


How Long Would It Take to Get "Good Enough"?

3–6 months of focused learning. Not perfection — just competence.


Credible resources to learn these skills (free or low-cost):

Coursera

HubSpot Academy

freeCodeCamp

YouTube tutorials

Meta Blueprint (for social media)

Google Digital Garage



Step 2: spend 3-6 months Reaching Out Relentlessly

Here’s where most people fall off.

After learning the skill, the REAL work begins.


I’d spend several months doing:

Cold emailing

Instagram DMs

LinkedIn outreach

Facebook group networking

Twitter (X) outreach


This part is exhausting, but it’s the same grind tens of thousands of freelancers did when they were broke — and it works.

Expect to send 200+ pitches before your first “yes.”

But that first “yes” changes everything.


Real Real-world case studies 

Case Study 1 — Sarah, 21 (Social Media Management)

Sarah started managing social media for a local café for $250/month.

She delivered great results → got referrals → expanded to 8 clients → now makes $3,800/month part-time.



Case Study 2 — David, 34 (Web Design)

David was laid off.

He took a 6-week online course, built 3 portfolio sites for free, then started cold emailing small businesses.

Within 14 months, he hit $5,000/month consistently.



Case Study 3 — Aisha, 29 (Copywriting)

Aisha offered to rewrite 2 sales pages for free.

One client loved it, hired her full-time, and referred her to two more businesses.

She now earns $60,000/year working remotely.

These people didn’t have money, connections, or “talent.”

They had consistency.


Step 3: Build Testimonials>>>Build Momentum>>>>Build Income

Getting your first client is like pushing a heavy cart alone.

But once it starts moving?

Momentum does the hard lifting.


After 3–9 months of consistent outreach, the average freelancer hits around $800–$1,500/month.

After 12 months, many hit $2,000–$3,000/month.

After 3 years, $5,000/month becomes normal.

This isn’t theory — it’s what thousands of freelancers report on platforms like Upwork, Reddit r/freelance, LinkedIn, and Indie Hackers.



Skill Options Compared (simple Breakdown)

Skill Time to Learn Average Beginner Income Difficulty Upfront Cost:

Social Media Management 1–3 months $300–$1,500/mo Easy Free

Copywriting 2–4 months $500–$2,000/mo Medium Free

Web Design 3–6 months $800–$3,000/mo Medium–Hard Low

Programming 6–12 months $1,500–$5,000/mo Hard Free

Video Editing 2–4 months $400–$2,000/mo Easy–Medium Low



Why This Works Better Than Most "online Business Ideas"

Two reasons:


1. Low Risk, High Success Rate

You’re not spending money you don’t have.

You’re building a skill that will always be valuable, even in an AI-driven world.


2. You’re Building Equity in Yourself

A job pays you for the hour.

A skill pays you for life.

This is the quiet truth most people ignore.


The part No one Likes Hearing (But it's the key)

Most people want:

Fast money

No rejection

No risk

Guaranteed results

But business doesn’t work that way.


Freelancing is one of the few online paths with an 80%+ success rate if you stick to it for a year — but many people quit after a week because it feels uncomfortable.

Success loves consistency, not intensity.


The 2-3 Year Transformation Timeline

If I were broke at 20 (or 30, or 40), I’d follow this path knowing this timeline:


0–6 months:

Learn a skill → build portfolio → start outreach → first client.


6–12 months:

$1,000/month becomes realistic.


1–3 years:

$3,000–$5,000/month stable income.


3–5 years:

The possibility to scale to $8k–$10k/month.

This is the realistic, experience-backed timeline.

Not the “make $10,000 next month” fantasy people sell online.


Final Thoughts: Betting on Yourself Is the Only Real Shortcut

If I became broke today, I wouldn’t panic.

I’d double down on skills, outreach, and consistency — because that path has bailed me out more times than luck ever has.

You won’t get guarantees.

But you will get progress.

And progress, stacked daily, becomes freedom.


Your Turn

 What Skill Would You Start With?

If you found this helpful:

👉 Drop a comment with the skill you’re thinking of learning

OR

👉 Sign up for updates so you don’t miss the next guide.

You’ve got this — and your future self will thank you for starting today.


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