From Creative Idea to Confident Pitch in 21 Days

From Creative Idea to Confident Pitch in 21 Days

A 21-day guided challenge for creatives ready to turn their ideas and talent into compelling pitches that open doors to potential paid opportunities.

A 21-day guided challenge to turn your creative ideas into powerful pitches that open doors to paid opportunities.

21 days · Live workshops Industry insights & Bonus resources

21 days · Live workshops · Industry insights · Bonus resources

Whether you're pitching for the first time or you've sent countless pitches without getting the results you want, this 21-day challenge will help you sharpen your approach, build confidence, and start creating more opportunities for paid creative work.

Whether you're pitching for the first time or ready for better results, this 21-day challenge will help you refine your pitch, build confidence, and unlock more paid creative opportunities!

Is This You?

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Your 21-Day Pitch to Paid Journey

WEEK 1 — Discover Your Creative Direction

Discover your strengths, define your direction and choose a theme or topic that gives your creative project purpose.

WEEK 2 — Develop Your Project & Shape Your Pitch

Bring your creative concept to life, develop your project and learn how to package and present your ideas in a way that captures attention.

WEEK 3 — Pitch With Confidence & Purpose

Put your pitch into action and take purposeful steps towards securing paid creative work.

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Learn From the Industry. Pitch to the Pros.

Get insider insights from creative industry professionals, then put what you've learned into practice with an opportunity to present your work.

Industry Talks

Hear directly from creative professionals as they share their experiences, industry insights and practical advice to help you strengthen your creative practice and approach to pitching.

Maddie Fischer (USA) Illustrator – 12th Nov • 3pm GMT

Olivia James (USA) Art Director & Designer NYT Opinion – 13th Nov • 2pm GMT

Martin Widdowfield (UK) Creative Director Robot Food – 17th Nov • 2pm GMT

Toby Triumph (UK/US) Illustrator – 19th Nov • 6pm GMT

Christopher DeLorenzo (US) Illustrator - 20th Nov • 3pm GMT

Rebecca Dell (UK) Executive Producer BUCK – 24th Nov • 11am GMT

Sarah Morrison (AUD) Creative Director & Founder wonder+work - 26th Nov • 8.30am GMT


Plus two more TBA! All sessions are recorded and ready to rewatch anytime, on your schedule.

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Industry Roundtables – 9th & 10th December

Your chance to pitch directly to industry professionals!

This is your moment to shine! Showcase your project pitch and submit it for consideration. Selected illustrators will have the exciting opportunity to present their ideas directly to our industry panel, receive valuable live feedback, and put their creativity in the spotlight!

All participants are invited to to submit their final pitch. Submission deadlines and presentation details will be shared during the challenge. Roundtables take place on 9th & 10th December.

At the end of the challenge, showcase your project pitch! Selected illustrators will present live to our industry panel, gain expert feedback, and put their ideas in the spotlight!

Everyone can submit! Details will be shared during the challenge.

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Live Workshops

Join our live, interactive workshops to develop your ideas, refine your pitch and build confidence, with every session recorded so you can catch up or revisit them at your own pace.

Week 1: Find Your Pitch & Unlock Your Potential

12th Nov • 11am GMT

Discover your strengths, find your ideal clients, and get clear on what makes you stand out!

Week 2: Pitch Perfect: Build Your Winning Pitch

19th Nov • 2pm GMT

Find exciting clients, craft standout pitches, and showcase your creativity with confidence!

Week 3: Pitch, Get Feedback & Make Your Move

25th Nov • 7pm GMT

Perfect your pitch, write winning emails, and learn how to follow up like a pro!

Week 4: From Pitch to Paid: Land the Opportunity

7th Dec • 2pm GMT

Handle client replies, negotiate your rates, and turn pitches into paid projects!

Week 1: Find Your Pitch & Unlock Your Potential 12th Nov • 11am GMT

Discover your creative strengths, identify your ideal clients, and find what makes you stand out. Get clear on your offer and how to turn creativity into paid opportunities!

Week 2: Pitch Perfect: Build Your Winning Pitch 18th Nov • 7pm GMT

Find exciting brands and clients, craft compelling pitches, and confidently showcase your work. Less overthinking, more pitching!

Week 3: Pitch, Get Feedback & Make Your Move 25th Nov • 11am GMT

Sharpen your pitch, learn to write standout emails, and master the art of following up. Get expert pitching tips and the confidence to hit send!

Week 4: From Pitch to Paid: Land the Opportunity 8th Dec • 2pm GMT

Turn pitches into paid projects! Learn to handle client replies, negotiate rates, and secure opportunities with confidence.

Plus: Join our Welcome Event on 11th November! Meet fellow illustrators, make creative connections, and get inspired to kick off the Challenge together.

Plus: Welcome Event – 11th November! Meet fellow creatives, make connections, and get excited for the Challenge!

CHALLENGE OVERVIEW

Everything you're about to get

Get everything included below (One Time Payment £79 - Limited to first 30 spots!)

Daily pitching prompts

Step-by-step pitching roadmap

4 LIVE expert workshops

Winning pitch templates

Live pitch feedback

Client follow-up strategies

Round Table Pitching opportunity

Fun prizes & rewards

5 exclusive bonuses

Supportive creative community

PLUS! Submit your final pitch for the chance to be hand-picked by top Art Directors, Creative Directors & Illustration Agents for an exclusive LIVE Round Table Review at the end of the challenge.

PLUS! Submit your final pitch for a chance to be selected for an exclusive LIVE Round Table Review with top Art Directors, Creative Directors & Illustration Agents!

“Having the chance to practise presenting my work was invaluable. The feedback from the industry panellists was so helpful, especially Tom Judd (Animade), and the encouragement from everyone really helped with my imposter syndrome. I've realised I don't need to wait for the perfect portfolio or the perfect moment. I'm ready to be bold, brave and put myself out there!”

— Emilia Mieksz | 21 Day Pitch to Paid Challenge

“Having the chance to practise presenting my work was invaluable. I've realised I don't need to wait for the perfect portfolio or the perfect moment. I'm ready to be bold, brave and put myself out there!”

— Emilia Mieksz | 21 Day Pitch to Paid Challenge

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Meet Your Host — Lisa Hassell

I'm Lisa Hassell, founder of Inkygoodness, a creative platform dedicated to championing illustrators, connecting creative talent and opening doors to exciting industry opportunities.

I've seen first-hand how much incredible talent is out there — and how challenging it can be for illustrators to get noticed, approach dream clients and turn their creativity into paid work.

That's why I created the 21-Day Pitch to Paid Challenge!

I'm here to help you stop waiting to be discovered and start creating your own opportunities, with practical tools, expert guidance and the confidence to pitch your work to brands you'd love to collaborate with.

Because great work deserves more than likes — it deserves to get you hired!

I'm Lisa Hassell, founder of Inkygoodness, a creative platform championing illustrators and opening doors to exciting industry opportunities.

I created the 21-Day Pitch to Paid Challenge to help you get noticed, approach dream clients, and turn your creativity into paid work.

With practical tools, expert guidance, and a confidence boost, it's time to stop waiting to be discovered and start creating your own opportunities!

Because great work deserves more than likes — it deserves to get you hired!

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Your Clear Path to a Stronger Pitch..

A focused, supportive experience to help you move from creative ideas to confident action.

A focused, supportive experience to help you move from creative ideas to confident action.

Develop Your Idea

Give one creative project the time, focus and attention it deserves.

Build Your Pitching Skills

Learn how to communicate your ideas clearly and present your work with confidence.

Get Fresh Perspectives

Learn from industry professionals, live project reviews and feedback from fellow creatives.

Take Your Next Step

Finish with a more developed project and a clearer direction for approaching potential clients.

No more waiting until your work feels perfect.

Give yourself 21 days to develop an idea you believe in, build your confidence and start creating new opportunities.

Develop Your Idea
Give your creative project the focus it deserves.

Build Your Pitching Skills
Present your ideas with confidence.

Get Fresh Perspectives
Gain industry insights and creative feedback.

Take Your Next Step
Refine your project and approach dream clients.

Stop waiting for perfect!
21 days to develop your idea, grow your confidence and create new opportunities.

FAQS

In case you're wondering..

How does the challenge work?

Over 21 days, you'll take part in weekly live workshops, each designed to help you build your pitching skills and confidence, step by step. You'll go from discovering your strengths and finding dream clients to crafting pitches, reaching out, and turning opportunities into paid work. Along the way, you'll have practical activities to put what you've learned into action, plus a supportive community of fellow illustrators to share ideas, celebrate wins, and cheer each other on!

What will I learn?

You'll learn how to identify your creative strengths, find your dream clients, and craft pitches that get you noticed. We'll cover everything from writing standout pitch emails and following up confidently to negotiating rates and turning exciting opportunities into paid projects. By the end, you'll have the tools, confidence, and motivation to put yourself out there and start pitching!

What if I can’t attend the live sessions?

No worries! All Live Q&As and workshops are recorded and uploaded inside our Pitch to Paid Challenge space, so you can watch them anytime that suits your schedule.

How much time will I need each day for the prompts?

The challenge is designed to fit around your life. Spend as little as 20–60 minutes a day exploring the prompts, joining workshops, and developing your pitch at your own pace. There's no pressure to keep up—just plenty of inspiration, flexibility, and support whenever you're ready to move forward.

How long do I have access to the challenge for?

Enrolment includes six months access to all challenge content after we wrap up - so you can revisit the best bits for weeks to come!

Will I get feedback on my work?

This is a community-focused challenge, so you'll have plenty of opportunities to share your pitches, exchange ideas, encourage each other, and learn together throughout the month. If you'd like personalised, guaranteed feedback on your pitch, we're also offering an optional add-on! You'll find all the details on the sales page.

Who are the guest speakers?

We're delighted to be joined by leading illustrators, art directors, illustration agents and creative studios who will share their pitching insights, tips and advice during dedicated Live Q&A sessions throughout the challenge. Speakers will be announced throughout October.

When does the challenge start and how long does it run?

The challenge kicks off on Wednesday 11th November, and runs for 21 working days, culminating in our Round Table Pitching Sessions on 9th & 10th December.

Anything else I need to know?

By the end of the challenge, you'll have a clear understanding of your creative strengths, a compelling pitch, and the confidence to reach out to your dream clients. Along the way, you'll discover exciting opportunities, connect with fellow illustrators, and learn how to turn your creativity into paid work. Most importantly, you'll have the skills and momentum to keep pitching long after the challenge ends!

BONUSES INSIDE THE CHALLENGE

Get £130 worth of bonuses included FREE when you join

Enrol today and unlock your exclusive Pitch to Paid Power Pack! Delivered a few days before the challenge begins, it's the perfect way to get inspired, prepare for what's ahead, and get ready to turn your creative talent into paid opportunities!

Enrol today and unlock your Pitch to Paid Power Pack! Get exclusive resources before the challenge starts to inspire, prepare and kickstart your pitching journey. Delivered to your inbox on November 4th.

Dream Client Hit List - £24 value

Pitch to Paid Action Plan - £19 value

Pricing Cheat Sheet - £29 value

The Perfect Pitch Email Kit - £29 value

Portfolio Toolkit - £29 value

Six Months Replay Access - Priceless!

Join creatives worldwide for the Pitch to Paid Challenge! Build confidence, perfect your pitch and turn creativity into paid opportunities

Doors open 9th November.

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