Pitch Playground: Podcast & Competition Site in Webflow

Pitch Playground is a podcast where education entrepreneurs pitch ideas to solve real problems in schools and communities, and one winning idea each season takes a $50,000 prize decided by audience vote.

That last part is what made it more than a marketing site. The site had to do three jobs at once: sell the show to new listeners, host an archive that grows every week, and actually run the vote that awards fifty thousand dollars. If the voting mechanic broke, the season broke.

I designed and built the site in Webflow, structured around the content that keeps arriving:

Episodes run as a CMS collection on a shared template, so each new episode publishes into the existing structure instead of becoming a page someone has to build by hand.

The blog works the same way — a separate collection for written pieces on education innovation and edtech.

Voting gives the audience a path to weigh in on which entrepreneur takes the prize. It's the mechanic the entire season builds toward, so it had to be obvious to find and hard to get wrong.

Listening happens wherever people already are, with the on-site player sitting alongside links out to Apple Podcasts, Spotify, Amazon Music, and Pocket Casts.

Around that sit the marketing pages — home, about, and contact — introducing the show, its host, and the entrepreneurs it features.

A podcast site's real test is season two.

I built the page system with Relume components and CMS collections so the team could add episodes, posts, and an entirely new cohort of founders without redesigning anything or waiting on a developer. The design work went into making individual entrepreneurs and their ideas the thing you notice first — the show is about the people pitching, so the templates feature them rather than burying them in a chronological list.

Responsive across mobile, tablet, and desktop, with the same components carrying through each breakpoint rather than a separate mobile treatment bolted on afterward.

Season one ran start to finish on it. Roughly 10,000 votes were cast, and the $50,000 prize was awarded to the winning entrepreneur.

The show was also nominated for an Apple Podcasts emerging podcast award — which says more about the host and the founders than about the site, but a show that's finding an audience needs a home that can keep up with it.

Live at pitchplayground.com