Oct 13, 2026

The Section That Gives Away AI-Written Docs (with Carly Taylor)

Carly Taylor, a prominent engineering leader and founder of Rebel Data Science, discusses strategies for thriving amidst rapid AI advancements, the importance of authenticity and identifying "AI slop," balancing innovation with operational maintenance, and overcoming fear through embracing discomfort. She also addresses the "glass cliff" phenomenon for women in leadership and how to effectively leverage AI without sacrificing critical thinking.

Sep 27, 2026

The grief, loneliness, and burnout sweeping through the tech industry right now

Molly Graham revisits her classic "Give Away Your Legos" career advice for an AI era, exploring grief and burnout in tech, the difference between delegating to AI and to humans, the overblown fear of job displacement, which Legos should never be given away, and what effective managers should do now. Key ideas include treating AI as a junior intern, the human sandwich model of vision and review, and reframing careers as evolving rather than disappearing.

Aug 27, 2026

How Anthropic Builds: Lessons from Labs — Mike Krieger, Anthropic

Mike Krieger, a former CPO at Anthropic, details his transition to an IC role to build directly with AI, advocating for "unreasonable" asks like porting entire codebases. He shares lessons from Instagram on scaling and highlights Anthropic's internal use of Claude as a proactive teammate, flexible lab structure, and critical insights on AI product design, vertical applications, and mental health in the fast-paced AI industry.

Aug 11, 2026

Agents, codebases, and teams — Aditya Khandelwal, Amazon AGI Lab

Aditya Khandelwal argues that scaling AI agent adoption within engineering teams is a leadership challenge, not an individual contributor problem. He highlights common pitfalls like agent "babysitting" and "slop," and provides a playbook emphasizing progressive disclosure, high-value automation, robust feedback loops, and a critical mindset shift to successfully integrate agents into team workflows.

Aug 02, 2026

This CPO regrets that product management exists | Tom Verrilli (CPO of Whatnot)

Tom Verrilli, CPO at Whatnot, discusses his controversial stance that "we regret product management exists," advocating for a leaner, more hands-on PM approach. He delves into how Whatnot structures its product team, its rigorous hiring process focused on deep systems thinking and IC work, and the transformative impact of AI on product and data science functions. Verrilli also shares mental models for balancing strategy and iteration, navigating the CPO-founder relationship, and key lessons from his time at Twitter, emphasizing the importance of core PM skills in an AI-driven world.

Jul 24, 2026

How Two French Engineers In New York Built The Company That Monitors The Entire Cloud

Datadog CEO Olivier Pomel shares his journey, emphasizing the company's evolution from a DevOps insight to a public tech giant. He discusses the resilience required to overcome early rejections, his hands-on leadership style focused on raw customer feedback, and how Datadog is rapidly adapting to the AI revolution by prioritizing automation and faster iteration in product development and internal processes. Pomel also offers candid advice on co-founder relationships and the critical importance of moving quickly in both hiring and firing.