#76 No BS Conversation about AI & ARTISTS with Jess Wiseman

Dec 19, 2025

Jess Wiseman, a multidisciplinary artist and creative director, shares her journey through the creative landscape. She discusses overcoming fears and the impact of self-awareness on growth. Jess delves into the importance of consistency and outreach in building a successful career, emphasizing the role of AI in transforming creation. She advocates for embracing imperfection and prioritizing intention over perfection. Through personal anecdotes, she highlights the balance between creative freedom and the constraints that drive innovation, offering invaluable insights for creators.

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ADVICE

Turn Fear Into Practice

Do push into your fears by practicing the uncomfortable task repeatedly until it becomes a habit.
Jess used exposure therapy (talks, public outreach) to overcome extreme introversion and public speaking fear.

ANECDOTE

Used Competitions As Fake Briefs

Jess spent her gap year entering design competitions as fake briefs to force deadlines and build a portfolio.
That structure kept her finishing work and accelerated skill growth faster than unfocused practice.

ADVICE

Outreach: Make The Yes Easy

Do hyper-personalized outreach: find the right person, research them, and make a frictionless, specific ask.
Offer over-delivery or an initial free piece to get a foot in the door and convert to paid work.

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