What If I Became an Expert By Making Content About It | The Typecast Episode 76

Written By Emily Caulfield

This week we’re joined by Zachary Winterton, a creative director based in Portland, Oregon, who you’ve probably already seen teaching design on TikTok. Zachary has built a huge following breaking down design history and sharing design case studies in short-form video, all while working full-time as a creative director.

We get into how he taught himself design, how he made the jump from a marketing career into full-time design, and how a genuine friendship led to his first big agency job, eventually designing for brands like Nike and Jordan.

We also dig into the content side of his career: why he started making TikToks back in 2019, how his content format has evolved over the years, why he thinks of content as a “future opportunities machine,” and how he’s worked through the ego and view count pressure that comes with posting consistently. Plus  a preview of what he’ll be speaking about at this year’s Kernference.



All that and more when you listen to this episode:

  • How Zachary taught himself design without going to art school

  • His path from a marketing career into full-time design

  • Why he takes time to mentor designers who reach out to him

  • Juggling a full-time creative director role with content creation

  • How his TikTok journey started with daily Photoshop tips

  • Evolving his content format over the years, from tutorials to design case studies

  • Working through ego and view-count pressure

  • Why being on camera is his least favorite part of making content

Connect with Zachary Winterton

Instagram: https://www.instagram.com/zacharywinterton/

TikTok: https://www.tiktok.com/@zacharywinterton

LinkedIn: https://www.linkedin.com/in/zacharywinterton/

Mentioned in this episode:

  • Laundry Service Creative Agency

  • The Kernference

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Emily Caulfield
Next

What If You Built a Creative Studio Around Nature & Illustration with Brad Woodard | The Typecast Episode 75