

John Cutler
Product operations and enablement expert, formerly at Toast and Amplitude and currently head of product at DotWork; writes and consults widely on product ops, operating models, and organizational decision-making.
Top 3 podcasts with John Cutler
Ranked by the Snipd community

77 snips
Sep 24, 2025 • 55min
Episode 247: Freeing Teams from Operational Overload with John Cutler
John Cutler, a product operations and enablement expert, shares insights from his rich career at Toast and Amplitude, now leading product at DotWork. He delves into how the tension between people and processes shapes product teams. John emphasizes the need for a blend of simplification and nuance in operational models. The conversation also explores the role of AI in enhancing product operations, streamlining processes, and reducing manual tasks, all while addressing challenges in today’s fast-paced tech landscape.

20 snips
Jun 12, 2025 • 1h 1min
Understanding the four hats of product operations with John Cutler
Join John Cutler, Head of Product at Dotwork and a seasoned product enabler, as he delves into the four hats of product operations: the operational leader, designer, builder, and wrangler. He discusses the critical balance between collaboration and transactional work, revealing that not all dependencies are detrimental. John emphasizes the importance of removing workload to enhance collaboration and offers insights into navigating team dynamics and boosting productivity. Find out which product operator you relate to!

Jan 15, 2025 • 48min
How Product Managers Can Avoid Startup Failures and Drive Growth with John Cutler
John Cutler, Head of Product at Dotwork and former Senior Director at Toast, dives into the messy world of product management. He discusses the importance of embracing complexity to drive innovation and shares how unlearning rigid practices can fuel team growth. John highlights his writing journey as a powerful tool for shaping ideas and fostering connections. The conversation also touches on evolving product management practices and the necessity for empathy and adaptability in a fluctuating market.