Latest Episodes

Tyler Tringas of Earnest Capital

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Today, I’m talking with Tyler Tringas, General Partner at Earnest Capital, a new fund designed to provide early-stage funding for bootstrappers. I’ve been following Tyler’s writing for a while now when he was documenting his journey of starting and eventually selling his SaaS, Storemapper, but when I heard what he was up to at Earnest Capital, I knew I had to reach out. I’m trying to focus this...

Rob Walling of TinySeed

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Today, I’m talking with Rob Walling. As an entrepreneur, he has started and sold multiple companies, most recently Drip. Rob has written three books, co-hosts the Startups for the Rest of Us podcast, and co-founded the largest conference for bootstrapped entrepreneurs, MicroConf. Most recently though, Rob founded TinySeed, the first startup accelerator for bootstrappers. In our chat today, we’re...

Andy Baldacci on Buying a Business

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The first time I’m able to talk about a deal I’ve been working on the last few months to purchase SaberSim, a DFS Lineup Builder, and my plans going forward.
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Wade Foster of Zapier

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Today, I’m talking with Wade Foster, Co-Founder and CEO of Zapier, the easiest place to sync data between web apps. I’ve been a big fan of Zapier for years. Not just their product and how much time it can save by automating what used to be tedious, manual tasks, but their story. I won’t spoil too much in the intro, but Wade and his team have built a Zapier into a business with 200 employees that...

Jake Jorgovan of Lead Cookie

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Today, I’m talking with Jake Jorgovan, the Founder of the B2B lead generation service, Lead Cookie. Lead Cookie launched less than a year and a half ago and in that time, Jake and his team have built it into a business doing more than $50k in MRR. From the outside, the results are impressive, but this was no overnight success. In our chat, Jake shares the early struggles he faced getting the...

Benjamin Dell of Missinglettr

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Today, I’m talking with Benjamin Dell, the Founder of MissingLettr, a social marketing automation company that automatically creates 12 months worth of social content for each blog post you publish. I first came across Ben when he was putting together an online conference with over 100 speakers. What blew me away wasn’t just the scale of the conference, but the fact that he put it together and...