Devon Chulick

Energizer
DISC Type : I

Chief Executive Officer at StartPlaying

San Francisco, California, United States

Overview

Devon Chulick is the Founder and CEO of StartPlaying, a Y Combinator and a16z-backed marketplace for tabletop roleplaying games. A longtime product manager and marketer, he was previously an eCommerce consultant for Chubbies Shorts. His work as a professional Dungeon Master was featured in Bloomberg Businessweek, which inspired the creation of his company.

Outside of work, Devon is a passionate Dungeons & Dragons player and content creator, which directly led to his current professional venture. He created a mini-podcast focused on tabletop gaming news and also enjoys reading, pizza, and volleyball. He has also used his platform for fundraising for causes like Trans Lifeline.

Interesting fact: Since its founding in 2020, Game Masters on his StartPlaying platform have earned over $50 million.

Personality Overview

Enthusiastic

Full Of Energy

Informal

They excel at seeing the bigger picture, and the long-term impact of their decisions.  They are people oriented, friendly and like creating new connections. Unlike C or D types, they are vocal with their opinions but not so much with their questions.

Topics They Care About

Tabletop RPGs
A lifelong D&D player, he founded his company after being featured in Bloomberg as a professional Game Master. He also started a podcast dedicated to tabletop gaming news.
Building Communities
His company's mission is to "build community through play" to combat loneliness by connecting people through shared gaming experiences.
Creator Economy
His platform has enabled thousands of Game Masters to monetize their skills, collectively earning over $50 million, showcasing a passion for empowering creators.

Media Appearances

Interview with Devon Chulick of StartPlaying.Games and Total Party. Featured in YouTube

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"StartPlaying Games in 2024" – Episode 46 featuring Devon Chulick (he/him). Featured in Dollars & Dragons

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How StartPlaying Started. Featured in Substack (Table Stakes)

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Work History

6-2025
Chief Executive Officer at StartPlaying
11-2020 - 8-2022
Ecommerce Consultant at Chubbies Shorts
3-2020 - 8-2025
Co-Founder & COO at StartPlaying
12-2017 - 11-2020
Product Manager at Chubbies Shorts
2-2017 - 12-2017
Web Producer at Chubbies Shorts

Education

Devon has no verified education history

More Information

Social Presence :

Prographics :

Exp : 17 Location : San Francisco, California, United States Job Level : Leadership Designation : Chief Executive Officer at StartPlaying
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Insights For Selling To Devon

During A Call Or A Meeting

DO's

  • Share some stories about how you you have helped people in similar positions succeed
  • Talk about their team and how your product will help them do things better and easier
  • Invite them for a lunch or a drink/coffee

DONT's

  • Avoid cutting into their flow
  • Don’t be too formal, focus on building comfort and trust
  • Avoid ifs and buts, don’t talk too much about the risks etc.

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Devon is

  • Relationship and trust can be vital with them, sometimes more than anything else.
  • Will you ever get a clear answer from Devon

  • They are unlikely to say no directly, you have to make that decision yourself.

Insights For Deal Planning

    How fast (or slow) will Devon move?

  • They are not the fastest decision makers, their friendly approach can give false positive signals.
  • Can Devon take some risk or not?

  • They can take certain risks that are unlikely to have personal consequences.

You And Devon

Personality Compatibility


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