The Split

🎧🍌 How US Healthcare Actually Works | Nikhil Krishnan, Out of Pocket

The WWII tax loophole that broke it forever, where AI is seeing real adoption in healthcare today, why most medical software sucks, and the most common…

Apr 9 • Turner Novak 🍌🧢

10

🎧🍌 Sophia Amoruso | Building Nasty Gal, Turning Down $400M, and Losing it All

Lessons bootstrapping to $28M revenue, downsides to raising at stretched valuations, reflecting on failing publicly, how to build a brand in 2026, and…

Apr 2 • Turner Novak 🍌🧢

11

March 2026

🎧🍌 Footwork’s Secret Sauce | Mike Smith, Nikhil Basu Trivedi

37 questions to ask when starting a VC firm, inside Canva's seed pitch in 2014, lessons scaling Stitch Fix from $0 to $1B revenue in five years, how…

Mar 26 • Turner Novak 🍌🧢

10

🎧🍌 Inside Hanover Park: The AI-Native Fund Administrator | Chris Hladczuk

Building an AI-enabled service business, helping fund CFO's adopt AI, creating the financial infrastructure for $100 trillion in assets, and why you…

Mar 19

10

🎧🍌 Inside Spellbook: Canada’s Fastest Growing AI Company | Scott Stevenson, Co-Founder & CEO

Launching 100 products in 3 years to hyper growth, why legal AI is so hot today, building network effects in vertical AI, why fine-tuning models was…

Mar 13

8

1

🎧🍌 Benchmark's Chetan Puttagunta on the Past, Present, & Future of Software

Inside the $2.5B Manus acquisition, lessons from cloud companies beating on-prem competitors, why software incumbents should be making big AI…

Mar 5

11

🎧🍌 Inside Serval: The System of Intelligence for IT | Jake Stauch

Serval just announced a $75M Series B led by Sequoia. Six months earlier, they didn't know if the company was going to work.

Mar 2

6

February 2026

🎧🍌 Garry Tan on the Past, Present, and Future of YC

Inside YC's 20-year evolution, how to ace the YC interview, lessons from Brian Chesky, a 55x DPI Fund 1, tech optimism, and why everyone should care…

Feb 19 • Turner Novak 🍌🧢

11

🎧🍌 Fixing the Health Metric No One Tracks | Miranda Nover, Fort Health

Building the strength company, how healthcare is consumerizing, building a hardware startup, the launch video industrial complex, how to use social…

Feb 13 • Turner Novak 🍌🧢

8

2

🎧🍌 How Duo Security went Zero to $1B ARR in Ann Arbor | Dug Song, Jon Oberheide

Why this Midwest startup didn't move to SF, how they sized a market when solving for non-consumption of a product, and building a company culture to…

Feb 6 • Turner Novak 🍌🧢

8

January 2026

🎧🍌 Why AI Needs Real-Time Data Streaming | Jacqueline Cheong, Artie

Why 95% of streaming projects fail, building AI BDRs in-house, how to acquire enterprise customers with cold emails, raising $12M to fix data streaming…

Jan 28 • Turner Novak 🍌🧢

9

1

🎧🍌 The State of AI with Nathan Benaich, Founder of Air Street Capital

The rise of reasoning, Chinese open source, surge in sovereign AI, why AI isn't a bubble, and how to invest in AI today

Jan 22 • Turner Novak 🍌🧢

9