HeyJaredThe Split
Weekly podcast episodes with transcripts, plus the occasional longer post
- Indexed issues, last 90 days
- 10
- Latest publication
- Sep 24, 2026
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- Earliest in this view
- Jul 23, 2026
Latest issues
🎧🍌 The Gusto Playbook: Building a $9.5B Company with Co-founder Tomer London (opens the original)
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I sat down with Gusto co-founder Tomer London and talked through everything he’s learned scaling from zero to over $1B in TTM revenue.(Note: not the typical $83M * 12 months, but $1B in realized revenue over the past year)We also get into what their internal data says about AI’s impact on small businesses: a 10% increase in AI exposure increases revenue by 2%.We go deep on how Gusto builds product, from obsessing over customers to shipping Gusto Cofounder with AI in eight weeks, surviving COVID,
🎧🍌 Building a Venture Firm Like a Product | Jeff Morris Jr, Chapter One (opens the original)
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Jeff Morris Jr. was employee 50 at Tinder, where he ran revenue while it became the top grossing app in the world.Today, he’s the founder of Chapter One, a venture firm that runs more like a product team.Fresh off raising a $64M fund, we get into why he never formally announced it, how the venture market is changing, why round labels mean nothing today, living in LA and investing outside the Bay Area, and a nuanced conversation around when and how to pivot (and why you should pivot HARD).
🎧🍌 How Databricks Went $1M to $7B+ ARR in 10 Years | Ron Gabrisko, CRO (opens the original)
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Ron Gabrisko joined Databricks at less than $1M in revenue and helped build it to a $7B+ run-rate over the next decade.He’s the rare CRO who’s scaled a business from early startup to near-public company, runs his team on the product he sells, and has lots of advice around early sales motions and building and scaling a sales team.This episode of The Peel takes us inside Databricks’ 13-year journey from a small startup founded by seven PhDs to a $190B company.We hit on all their biggest decisions,
🎧🍌 How Athletes Broke Into Silicon Valley | Ryan Nece, Next Legacy (opens the original)
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Ryan Nece is the only player in NFL history to win a Super Bowl as a rookie and go 0-16 in his final season.His dad, Hall of Famer Ronnie Lott, started one of the first athlete-backed venture funds with Joe Montana in the late ‘90s. After retirement, Ryan took everything he learned and rebuilt that playbook a generation later.Today, Ryan runs Next Legacy, a $4 billion fund of funds that connects athletes and philanthropists with the top venture capital firms in the world. Almost nobody is better
🎧🍌 Why America is the Best Emerging Market | Chris Olsen, Drive Capital (opens the original)
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Chris Olsen left Sequoia in 2012 to start Drive Capital in Columbus, Ohio on a single bet: the best companies in America are getting built outside Silicon Valley (and nobody's funding them).Thirteen years later, Drive handed its investors $500 million in a single week at a time most funds couldn't return a single dollar.We talk searching for vacuums, chasing $2B outcomes instead of $50B, when his lead investor <stron
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