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Founder Mode

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Founder Mode – Episode 31 –  Founder Mode Live at San Francisco Tech Week with Max Mullen (Instacart) & Andrew Ofstad (Airtable)

Thursday, October 30, 2025

Founder Mode – Episode 31 – Founder Mode Live at San Francisco Tech Week with Max Mullen (Instacart) & Andrew Ofstad (Airtable)

EPISODE 31: In this live Founder Mode episode recorded at Workshop in San Francisco, Jason and Kevin sit down with two of the most influential builders in modern tech—Max Mullen, Co-Founder of Instacart, and Andrew Ofstad, Co-Founder of Airtable. They share never-before-heard founding stories, from Instacart’s $20K Trader Joe’s hack to Airtable’s first prototype built...
Founder Mode – Episode 30 –  AI + Automation: What to Ship First with Sangya Singh

Thursday, October 23, 2025

Founder Mode – Episode 30 – AI + Automation: What to Ship First with Sangya Singh

EPISODE 30: Microsoft product leader Sangya Singh joins Jason and Kevin to unpack how to decide what to ship first in AI and automation. She shares a “strategy to win” playbook (fall in love with the problem, define the hypothesis, then hire and build), why agility must be daily not monthly, and how Microsoft balances...
Founder Mode – Episode 29 –  Private Equity + AI with Jason Friedrichs

Thursday, October 16, 2025

Founder Mode – Episode 29 – Private Equity + AI with Jason Friedrichs

EPISODE 29: Private equity meets AI in a grounded, operator-first conversation with Jason Friedrichs of AEA Elevate. We cover why “no-regrets” initiatives and clear ROI gates beat hype cycles, how to build an AI-first value creation plan, and why team design—not just capital—drives repeatable growth. Jason shares his thoughts on where PE playbooks are shifting...
Founder Mode – Episode 28 –  Health Is a Team Sport

Thursday, October 9, 2025

Founder Mode – Episode 28 – Health Is a Team Sport

EPISODE 28: Jason and Kevin dig into why health isn’t a solo sport—and how founders can extend their “work span” by prioritizing community, shared rituals, and better device hygiene. They cover replacing PR-chasing with longevity metrics, carving out weekly “sensorless” time to reset attention, and using an AI “board of directors” to stress-test health decisions...
Founder Mode – Episode 27 – From AI Prototype to Production with Ankur Goyal

Thursday, October 2, 2025

Founder Mode – Episode 27 – From AI Prototype to Production with Ankur Goyal

EPISODE 27: Ankur Goyal joins Founder Mode to show how real teams get from AI prototype to production: build a two-click loop from user complaint to eval, treat observability as a driver of quality, and design iteration environments that connect production logs back to tests. Ankur explains why LLMs behave more like databases than CPUs,...
Founder Mode – Episode 26 – How Not to Run a Startup with Bobby Evans

Thursday, September 25, 2025

Founder Mode – Episode 26 – How Not to Run a Startup with Bobby Evans

EPISODE 26: Bobby Evans goes inversion-first on startup failure modes—from overhiring and bonus wars to vanity metrics, misaligned influencers, and shipping the wrong features. We dig into crypto betting’s realities, why credibility and payouts matter more than hype, the cost of public financialization, and how to protect thinking time, delegate, and avoid perfectionism that delays...

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