Welcome to the Paid to Pitch Challenge ?
We’re so excited to welcome you to our 21 Day Paid to Pitch Challenge – your step-by-step guide to pitching your creative work with confidence and turning opportunities into paid gigs.
Real Practice. Big Energy. Bold Moves
Get ready to supercharge your next client pitch — in just 30 minutes a day.

Ready to stop waiting for opportunities — and start creating them?
If you’re an illustrator, designer, or creative freelancer who’s tired of second-guessing your outreach or wondering how others are landing the work you want, we’ve got something exciting coming your way!
Too many brilliant creatives stay stuck — not because they lack talent, but because they don’t know how to pitch their work, talk about their value, or connect with the right clients.
We created this challenge to change that.
The 21-Day Pitch Perfect Challenge was built for illustrators, designers, and creative freelancers who are ready to stop waiting for opportunities and start confidently creating them.
You don’t need to be a natural salesperson.
You just need a plan, support, and the right tools — and that’s exactly what this challenge delivers!
Whether you show up every day or dip in when you can, you’ll walk away with practical tools, fresh inspiration, and a plan that actually works. Our challenge runs until Friday 19th July.
This isn’t about cold emails that feel cringe or pushy.
It’s about building relationships, pitching with purpose — and unlocking the kind of work you really want.
PLUS: Submit your final pitch to be considered for our exclusive Industry Round Table events to wrap up the challenge!
Here’s what to expect:
- Daily prompts to guide your outreach
- Templates for emails, proposals & DMs
- Quick exercises to keep you moving
- Break-out rooms to share your progress
- Pricing tips & pitch tracking tools
- A clear plan to send your best pitch yet
- Plus a community of global creatives cheering you on!

? Week One Theme: Laying the Foundation
We’re starting strong with simple, high-impact prompts to help you clarify your message, connect with dream clients, and lay the groundwork for powerful outreach – with a daily commitment of just 30 minutes, you’ll make real progress — fast!
Here’s what’s inside Week One:
? Identify what makes your art and style stand out
? Research ideal clients (and how they hire)
? Write a short, powerful bio + 30-second pitch
? Draft a professional intro email
? Start engaging with potential clients — naturally
Coming up next week:
? Video Training: Get Pitch-Ready: Clarify Your Creative Offer & Connect with Clients
? Live Q&A with Roar Artists Founder Skye Kelly-Barrett Tuesday 24th June @ 11am
? Live Q&A with artist & designer Kelly Anna Thursday 26th June @ 11am
? Break out rooms sessions with fellow creatives
? Real-time feedback & check-ins to keep you moving forward!
If you’re just starting out or want to sharpen your outreach skills, this challenge is designed to help you build momentum, grow your confidence, and get noticed.
Let’s get you paid to pitch – with confidence!
Doors Open Now! Click here to join our dedicated space.
Once you’ve enrolled you will be approved to join within 24hrs.
If you’ve signed up over the weekend please note we are OOO until Sunday 22nd June at 8pm.
See you inside!