
How Pikkit went from launch to $10B in tracked bets in four years
Pikkit co-founder Pranav Tadikonda walks through how social, data, and transparency are evolving the app beyond a commoditized feature set.

This week: Birches Health raises $20M to “lead fight against gambling addiction”
Birches Health raises $20M to fight gambling addiction, Underdog CEO chronicles his journey on Masters of Scale, and Bet Caddy CEO on building the “ultimate sports remote.”
Underdog CEO: “If we can be the best at building product, we’ll build the biggest company in this space.”
From Craigslist hustles to a $1.3B unicorn, Levine’s journey shows how resilience, product obsession, and regulatory grit shaped Underdog.
Bet Caddy CEO Tony Ryan on building the “ultimate sports remote”
The betting app that wants to make the current sports viewing experience less miserable, while also tying in the moments that matter for your betslips.
This week: Propellor’s pivot to chat-based AI sports agents and building within “a universal interface”
Atomic Communications and Billy Bets make headlines for sports betting AI agents, Rabbet closes $300K for social sports picks, and BtrBet’s creator infrastructure play.