Achievements
- Co-founded Volley in 2016, participated in Y Combinator W18 batch
- Built Streak Trivia, a daily trivia platform on iPhone and Facebook Messenger
- Raised $55M Series C for Volley in July 2024
- Led Volley to grow to over 75 employees and millions of monthly players
- Holds a B.A. in Economics from Harvard with a focus on Mind, Brain & Behavior
- Known for fostering a positive, collaborative culture at Volley
Ever heard of James Wilsterman
Yo, have you heard of James Wilsterman? The dude’s a straight-up tech hustler who’s been crushing it since way back. He jumped into the startup scene with some fire, co-founding Volley in 2016, right after hitting up Y Combinator’s W18 batch. That’s the real deal, bro, YC is where the big leagues start.
Before Volley, James was all about trivia. He co-founded Streak Trivia, which was basically a daily trivia game on iPhone and Facebook Messenger. Think about that, building a platform that gets people hooked every single day. That shows he’s got the grind and the knack for creating things people love to use, like, on repeat.
He’s got a solid brain too, studied Economics at Harvard, with a side of Mind, Brain & Behavior. So he’s not just a coder, he’s got some serious understanding of how humans tick, which probably helps him build stuff that actually connects with people. Before jumping into startups full throttle, he worked as a Senior Analyst at First Manhattan Consulting Group. That’s some corporate hustle, got that business sense dialed in.
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Talk to herFast forward, James co-founded Volley with Max Child, and these guys took voice AI gaming to a whole new level. They’re making games for smart speakers, TVs, phones, wherever you listen or watch. Volley’s grown like crazy, 75+ peeps now, and they just raised a massive $55 million Series C in July 2024. That’s no joke, especially considering their games are played by millions every month. Basically, James built a company that’s not just a startup, it’s a legit player in the voice AI space.
What’s dope about him? The dude’s all about culture, he’s known for creating a positive, collaborative vibe at Volley. That’s rare in the tech world, where it’s all hustle and grind. It shows he cares about the people behind the tech, not just the tech itself.
So, what’s his story telling us? James is someone who jumped into the deep end early, building stuff he’s passionate about, not just chasing the next paycheck. He’s driven by a real desire to innovate and connect with people through tech. His process from trivia apps to voice AI gaming? That’s about recognizing what people want, then going all-in on it. He’s clearly motivated by building experiences that stick and having an effect in the tech space.
Long story short, James Wilsterman isn’t just some founder. He’s a legit innovator, a builder, someone who’s not afraid to jump into new tech and really make waves. The guy’s got the vision, the hustle, and the culture game on lock. That’s why he’s a big deal in the startup world.

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