Cheryl Chepusova

Cheryl Chepusova

217 Subscribers

Product design leader | ex-Slack, Pinterest, Goodnotes; growth & AI products

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Cheryl Chepusova helps designers turn taste into influence

I’m a product design leader with 15+ years across startups and global tech, including roles at Slack, Pinterest, Goodnotes, Squarespace, and The New York Times. I’ve worked across North America and Asia, leading product teams to ship in complex, high-pressure environments.

My work sits at the intersection of performance, communication, and sustainable growth. I care deeply about helping ambitious creatives build influence without burning out, especially in a world where AI is increasing speed, expectations, and noise. I teach practical tools people can use immediately, grounded in real product work and shaped by years of leading through change.

Previously at
Goodnotes
Pinterest
Slack
The New York Times
Squarespace

Alumni reviews

I highly recommend this course if you're a designer looking for a course to level-up your communication! Cheryl is a stellar instructor. I appreciate her willingness to listen and provide detailed frameworks that tackle the situations students face.
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Jonathan

June 2026
Product Designer · Everlaw
Highly recommend this course for anyone looking to communicate with more clarity and influence. Cheryl brought concepts to life through real examples and tailored feedback, making the sessions both practical and immediately applicable. The biggest takeaway for me was leaving with concrete tools and habits that I could start using right away in my daily work.
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Esteban

June 2026
Lead Product Designer · WebMD Health Services
I left feeling like I had a concrete understanding of how I can speak up and make my work more visible. Cheryl gave us specific examples and knowledge in a structured way and gave us space to ask questions that pertain to our own situations.
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Nadia

June 2026
Product Designer · Toast
Learned to communicate design from diverse perspectives in just two weeks! Cheryl’s deep experience allows her to give tailored advice for every student's challenge. A must-take for anyone struggling with project communication.
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Shiny

June 2026
Mid-level UX designer · Design Consultancy
Really enjoyed Cheryl’s course. If you’re an introvert who tends to undersell your work, she gives you a practical framework for presenting to different stakeholders in a way that feels natural, not performative. Came away with clearer thinking around visibility and trust. Recommended!
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Heymond

June 2026
Product Designer · ClearEstate