Dare to embrace the confidence rollercoaster - Kelly Anna Artwork

Daring Creativity

Daring Creativity is your backstage pass to the minds that shape our creative world. A podcast series inspired by the upcoming book by Radim Malinic, helping people start and grow life-changing careers and businesses.

Over the coming episodes, I will sit down with a broad range of guests: artists, musicians, designers, actors, technologists, and entrepreneurs who've discovered something powerful: that creativity isn't about perfection. It's about showing up with all your doubts, insecurities, and imperfections—and making them count.

Are you ready to discover what happens when you dare to create?

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Daring Creativity

Dare to embrace the confidence rollercoaster - Kelly Anna

February 16, 2026 • Season 3 • Episode 68

0:00 | 55:32

Kelly Anna is a London-based artist, illustrator and designer known for her vibrant, movement-driven work for brands including Nike, Adidas and Rapha.

In this episode, she traces the creative foundations behind her unmistakable style: a father who was both an artist and a Latin dance teacher, childhood sketchbooks filled with dancers at ballroom competitions, years of keeping break-dancing hidden from her art school peers, and a long, patient process of building a visual language entirely her own.

Kelly talks candidly about the emotional rollercoaster of freelance life, the relationship between personal work and commercial confidence, and why colour has always been her first language.

Takeaways

Confidence in freelance life is cyclical — the work is learning to accept that ride, not fight it
Returning to personal projects during slow periods is what restores creative confidence and generates new commercial work
Building a clear style within a niche (sport, movement, female empowerment) makes it easier for the right brands to find you
Saying no to misaligned work is a privilege you build toward — and it protects both your style and your energy
Trying new mediums (oils, charcoal, collage) isn't a distraction — it feeds back into your main practice in unexpected ways
Your biography is your aesthetic: Kelly's love of dance, movement and sport didn't disappear when she chose art — it became her entire visual language
Human connection remains irreplaceable — even in an AI era, the value of making something with another person, with all its surprises and happy mistakes, endures

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