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Alternate Worlds #2: Gaming Entrepreneur Bradley Ross

Bradley Ross joins Brian to discuss creator communities, AI, Twitch, Substack, startup lessons, and why the future belongs to people who build things together.Today’s chat is with Bradley Ross, a two-time founder, who has built companies closely related to the sphere and headspace Substack lives in today (Cointent, Captain.tv).

Note from Brian:

Another lifetime ago, Brad and I were on the leadership team at CityVille, the flagship game (once the biggest in the world) that allowed Zynga to successfully IPO 15 years back, and more recently formed part of the executive team at Captain.tv, which built a platform of games that streamers could play directly with their audiences.

Brad’s an avid Magic player and is an incredibly thoughtful & creative gaming executive and startup junkie.

Enjoy!

Thank you to everyone who tuned into my live video! Join me for my next live video in the app.

Topics Covered

* Early Zynga culture and learning games from elite players

* Why Substack still lacks a gaming category

* The evolution of creator businesses

* Micropayments, subscriptions, and Cointent

* Community versus content in an AI-driven world

* Twitch, YouTube, and the future of creator ecosystems

* Building Stream Raiders and Captain.tv

* AI’s impact on startups, large companies, and creative work

* Game entrepreneurship and audience participation

* Books, creativity, and sustaining long-term projects

Memorable Moments

* A debate over whether gaming should be considered a core part of culture.

* Brad’s story of trying to beat Ben Seck in endless Magic drafts at Zynga.

* The tale of a bestselling book whose only word is “Doug.”

* A deep discussion on why community may become more valuable than content in an AI-saturated future.

* The origin story of Stream Raiders and turning Twitch viewers into heroes within a game.



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