
Alex Salazar on Taking Arcade from Zero to a $12M Round (Alex Salazar / Arcade - Ep 56)
Alex Salazar didn’t need to prove he could build a company. He’d already done that and sold it, then spent time as a VC, and had the kind of background that usually makes raising money the easy part. But when he started Arcade, he decided to do things differently. In this episode, we talk about what it means to go back to zero even when you don’t have to. Alex shares why he and his co-founder stayed in stealth, how they tested product ideas without writing a single line of code, and what it took to get real traction in a category moving as fast as AI. We get into opportunity selection, investor conviction, and what it actually looks like when someone gets preempted before they’re even out fundraising. Arcade eventually closed a $12M round... but the process behind that raise had very little to do with pattern-matching or momentum. It was all about building something that hit a nerve.
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How Coco Brown Raised $2.5M in Venture Capital for Athena Alliance (Coco Brown / Athena Alliance)
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How Brian Raymond Raised $65 Million in Funding for Unstructured IO (Brian Raymond / Unstructured IO)
A lot of entrepreneurs take risks when they're young and have nothing to lose. For others, it's a different story. Maybe they found their dream job, started a family, bought a house, and then something happens that completely throws them off course. Today's guest was one of those people. After an unexpected situation, he decided to take a chance and start a company he saw an opportunity for back at his previous job in AI. It ended up being a good chance to take. Today we're speaking with Brian Raymond, first time founder and CEO of Unstructured IO, a company that's connecting enterprise data to LLMs. And we have to say... his story is wild. In 2 years, Brian's managed to raise $65 million dollars in venture capital across three rounds. The most recent of those being a $40M Series B led by Menlo Ventures. Brians journey into entrepreneurship was unique, but also one I think a lot of you listening will be able to relate to.

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How Analisa Goodin Raised Over $31 Million in Funding for Catch+Release (Analisa Goodin / Catch+Release)
When all you've ever known is running a bootstrapped startup... the world of venture capital can feel pretty intimidating. Bootstrapping a company is an extreme sport, and so is going down the path of venture capital - but each path is completely different from one another. You might have been able to build an amazing company that you believe can be huge (with the help of venture dollars), but without understanding how the game of venture capital actually works - you're at a huge disadvantage. Today's guest Analisa Goodin, founder and CEO of Catch+Release knew this and decided to be proactive about it. Way before she went out to raise her first of three successful rounds, she became a relentless networker which over time, led her to conversations with VCs getting her to learn the space. Clearly, something clicked because Catch+Release has now raised over $31M in venture capital. Listen to the full episode to hear more details on her most recent rounds as well as advice she has for up-and-coming founders looking to raise capital.
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