Vol. II — No. 23
Wednesday, June 3, 2026
Est. MMXXV
TL;DL
Too Long, Didn't Listen
A Weekly Ledger of Long-Form Audio
299 Episodes in the Archive

Podcast — In Depth

8 Entries
№ 01
In Depth · First Round
Why old-school sales work still wins in the AI era | Graham Moreno (Head of GTM, Parallel)
A veteran enterprise sales leader argues that AI has changed the tempo of software selling more than its fundamentals. The conversation traces why enterprise customers still want hands-on change management, why AI-native buyers compress decisions into days, and why great go-to-market teams raise the floor with process without crushing the ceiling for human judgment.
May 21 · 1h 02m · ai, business, technology
May 21
1h 02m
ai, business, technology
№ 02
In Depth · First Round
Why old-school sales work still wins in the AI era | Graham Moreno (Head of GTM, Parallel)
A veteran software sales leader argues that AI has changed the tempo of selling far more than its fundamentals. Enterprise buyers still need opinionated partners, hands-on rollout help and trust built through real relationships, even as AI-native customers compress cycles into days and expect constant, asynchronous collaboration.
May 21 · 1h 02m · ai, business, startup
May 21
1h 02m
ai, business, startup
№ 03
In Depth · First Round
Why founders should bet on first-time executives | Praveer Melwani (CFO, Figma)
Figma’s CFO traces a rise from early-career finance hire to public-company executive, crediting luck, first-principles thinking and a willingness to grab the work no one else owned. The conversation widens into how finance leaders build trust, make bets in the AI era and prepare companies for the scrutiny of public markets long before an IPO.
May 14 · 43m · business, ai, startup
May 14
43m
business, ai, startup
№ 04
In Depth · First Round
Why great product leaders should stop obsessing over the roadmap | Diya Jolly (CPO & CTO of Xero)
A veteran product leader argues that the best chief product officers set direction, understand customers deeply and keep reallocating resources as technology and markets shift. The conversation ranges from navigating founder dynamics and office politics to making riskier AI bets, protecting time to think and building products around outcomes rather than buttons.
Apr 30 · 49m · product, business, ai
Apr 30
49m
product, business, ai
№ 05
In Depth · First Round
Inside Artemis' "AI vs AI" war | Shachar Hirshberg & Dan Shiebler (Co-founders, Artemis)
Apr 21 · 56m · ai, startup, technology
Apr 21
56m
ai, startup, technology
№ 06
In Depth · First Round
Scaling DoorDash to market dominance | Christopher Payne (Former COO, DoorDash)
Apr 17 · 1h 02m · business, product, startup
Apr 17
1h 02m
business, product, startup
№ 07
In Depth · First Round
The product wisdom every CPO should ignore | Jeremy Epling (CPO, Vanta)
Mar 19 · 1h 09m · product, business, technology
Mar 19
1h 09m
product, business, technology
№ 08
In Depth · First Round
Executive Function: Building systems that can make decisions without you | Jeanne DeWitt Grosser (COO, Vercel)
Feb 5 · 1h 15m · business, ai
Feb 5
1h 15m
business, ai