Scaling

Episodes on scaling operations from startup through IPO. Going from 10 employees to 10,000. Systems that hold under pressure.

Leadership 31 min read

Rick Marini on the Day-One Speech That Turned Grindr Around

Jul 21, 2026

Product Management 28 min read

Peter Rojas, New Products at Mozilla, on Why Ideas Don't Decide Success

Jun 16, 2026

AI in Operations 42 min read

Peter Dougherty, Spreedly President on AI, Fraud and Commerce

Dec 10, 2025

AI in Operations 48 min read

Lance Willett, Automattic CQO on Powering 45% of the Web

Jul 23, 2025

AI in Operations 35 min read

Doug Hanna, Kustomer COO on Agentic AI and Modern Ops Teams

Jun 4, 2025

AI in Operations 37 min read

Brad Rosen, Sales Assembly President on RevOps and Growth

Apr 29, 2025

AI in Operations 37 min read

Cut Your SaaS Costs: COO Justin Etkin on Smarter Procurement

Feb 5, 2025

Scaling 46 min read

Jon Mark, Vestwell COO on Strategy at Multi-Billion Scale

Jan 8, 2025

AI in Operations 32 min read

Munish Gandhi, Productiv COO on AI for SaaS Cost Cuts

Aug 1, 2023

Hiring & Teams 41 min read

Stephan Jacob, Cotopaxi COO on $100M Brand Building

May 2, 2023

Hiring & Teams 50 min read

Jonathan Stull on Building a $3.5B Marketplace at Handshake

Jun 1, 2022

Hiring & Teams 35 min read

Nathaniel Manning, Kettle COO on Climate Risk Insurance

Feb 15, 2022

Hiring & Teams 33 min read

Catherine Stewart on Scaling Ops at Shippo and Automattic

Jan 19, 2022

Hiring & Teams 32 min read

Doug Hanna, Grafana Labs COO on GTM at $3B Scale (Pt 2)

Jan 11, 2022

Remote Work 19 min read

Doug Hanna, Grafana Labs COO on Open Source at $3B (Pt 1)

Jan 4, 2022

Second In Command 23 min read

Marie Prokopets, Nira COO on Pivoting Search to Security

Dec 14, 2021

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