From Zero to \$10K as Freelance Designer
By Jane Alvarez, Staff Writer
When 26-year-old graphic designer Leo Ramirez left his agency job in February 2024, he had a laptop, a modest portfolio, and a big dream: make a living as a freelance creative. But three months in, reality hit hard.
I sent out over 70 cold emails, and nothing stuck, Leo recalls. No replies, not even a rejection. I was ready to give up.
Then, on a late night scroll through Reddit’s r/Freelance, a comment changed everything:
> I used ChatGPT to write my cold outreach emails and landed 4 clients in a week.
Leo was intrigued. I thought AI was just for coding and school essays. I didn’t know it could help someone like me.
The Game-Changer Prompt
Leo opened ChatGPT and typed:
> Write a friendly but professional cold email from a freelance graphic designer. Target audience: startup founders. Goal: to offer help with pitch decks and branding. Include a CTA to schedule a call.
What he got back wasn’t just usable—it was exactly what he needed.
Before vs. After
Before (Leo’s original email):
> Hi,
> I’m a freelance designer. I’m currently looking for work and was wondering if you need any help with logos or websites.
After (ChatGPT-enhanced):
> Subject: Helping You Stand Out to Investors
>
> Hi \[First Name],
>
> I came across \[Startup Name] and love what you’re building. If you’re looking to strengthen your pitch deck or refine your branding ahead of your next funding round, I’d love to help.
>
> I specialize in clean, investor-ready designs that speak your vision clearly.
>
> Would you be open to a quick call this week to see if it’s a fit?
>
> Best,
> Leo Ramirez
> \[Portfolio link]
The Results
He sent that version to 15 prospects. By the end of the week:
- 6 responded
- 3 booked calls
- 2 became clients
- 1 paid him \$4,000 upfront for a 2-week sprint
Within two months, Leo had landed \$10,000+ in freelance gigs, all using variations of the same ChatGPT-enhanced template.
What Made It Work?
According to outreach expert Janelle Quinn, Leo’s success came down to 3 things:
1. Specific target: Startup founders instead of a generic audience.
2. Problem awareness: Mentioning “investor-ready design showed he understood their needs.
3. Clear CTA: Asking for a quick call made it easy to act.
AI tools like ChatGPT don’t replace authenticity, Janelle says. But they remove the friction of writing. And that can make all the difference.
Leo’s Favorite Prompts (You Can Steal Them)
Write a friendly cold email offering logo design services for early-stage tech startups.
Rephrase this email to sound more confident, but not pushy.
Summarize this client’s website in 2 sentences so I can customize my message.
Create a follow-up email if the prospect hasn’t replied in 3 days.
What’s Next for Leo?
Leo now uses ChatGPT not just for cold emails—but for:
- Proposal outlines
- Client onboarding messages
- Polite reminders for late invoices
“I used to spend 45 minutes crafting an email,” he laughs. “Now I do it in five. And it actually works.”
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