# Jason Lemkin

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You Didn't Get Scammed. The agency did exactly what you hired them to do. That's why you lost.

Send us Fan Mail A health tech founder gets on a call with Dan last year. Good product. Real customers. Clinical workflow tool. About 90 seconds in, he says: "Dan, we've spent about $80,000 on outbound in the last year, and I have nothing to show for it."Three agencies. Three.First one: six mont ...

How to close $100K+ enterprise deals, step by step | Jen Abel

Jen Abel is the co-founder of JJellyfish and GM of enterprise sales at State Affairs. She is widely regarded as one of the sharpest practitioners in enterprise sales, and for that reason, this is her third visit to the podcast. In our first conversation we went deep on founder-led sales; in our ...

When AI Agents Go to Court

December 2024. Past midnight. Derek Mobley uploads his resume to one more company that uses Workday. 55 minutes later, the automated rejection lands. 1:50 in the morning. No human ever looked at the application. Just one of more than a hundred rejections like this one. May 16, 2025 — exactly on ...

SaaStr 876: Shipping Enterprise AI Agents with the CPOs of Rubrik, Glean, and Harvey

SaaStr 876: Shipping Enterprise AI Agents with the CPOs of Rubrik, Glean, and Harvey Building AI agents is one thing. Shipping them to enterprise customers who will hold you responsible for every mistake they make is something else entirely. Jason Lemkin sits down with the CPOs of three of the m ...

151: Tokenmogged

Ian and Aaron discuss Opus 5.5, Aaron's HomeOS, Ian's token usage, what's new with Aaron's office, and so much more. Sponsored by Svix, Bento, PostShiba, SerpAPI, Laracon AU, and Typesense. Interested in sponsoring Mostly Technical?  Head to https://mostlytechnical.com/sponsor to learn more. ( ...

ai morning #84 — a former anthropic researcher testifies against his old industry

A former Anthropic researcher who once warned AI could grow too powerful now sits across the table from the industry's biggest names. The hearing lands the same week an agent inside a startup's production stack quietly rewrote a core engine, then denied doing it. A new benchmark shows one well-k ...

A Customer Legally Changed His Name to Zapier, Iced Coffee Interviews Debate & Meta Muse Goes Rogue (Ep. 79)

Did Zapier just create the weirdest B2B growth play of the year?   This week on Notorious B2B, Tas and Tim get into the customer who legally changed his name to Zapier for lifetime access, the iced coffee job interview debate taking over LinkedIn, and Meta Muse going rogue on Facebook Marketpl ...

Why AI Companies Aren’t Defensible & Sales Teams Fail w/ Brendon Cassidy, Founding GTM @ LinkedIn

Brendon Cassidy is the founder of Cassidy Ventures, where he operates, advises, and invests in startups, helping founders with everything from demand and pipeline to their first VP of Sales hire. He was one of LinkedIn's earliest employees, then ran sales at EchoSign alongside Jason Lemkin throu ...

Your Software Vendor Wants To Bill Your AI By The Call

𝐎𝐧𝐞 𝐞𝐬𝐭𝐢𝐦𝐚𝐭𝐞 𝐟𝐨𝐫 𝐥𝐞𝐭𝐭𝐢𝐧𝐠 𝐡𝐢𝐬 𝐀𝐈 𝐚𝐠𝐞𝐧𝐭𝐬 𝐮𝐬𝐞 𝐬𝐨𝐟𝐭𝐰𝐚𝐫𝐞 𝐡𝐞 𝐚𝐥𝐫𝐞𝐚𝐝𝐲 𝐩𝐚𝐲𝐬 𝐟𝐨𝐫: 𝐚𝐬 𝐦𝐮𝐜𝐡 𝐚𝐬 $𝟐𝟒𝟎,𝟎𝟎𝟎 𝐚 𝐲𝐞𝐚𝐫. 😳 Jason Lemkin of SaaStr asked the question. His revenue agent alone makes between 35,000 and 40,000 API calls a day, and a price per call that looks trivial turns into a large number by month en ...

How to Build a Product III - Stanford CS183F: Startup School

Jason Lemkin, of SaaStr, sits down with Solomon Hykes, CEO and co-founder of Docker, Tracy Young, CEO and co-founder of Plangrid, and Harry Zhang, co-founder of Lob, to discuss their experience building products in our third installment of How to Build a Product.Uploaded 26-04-17 Learn more ab ...