In this episode, Carlos Gonzalez de Villaumbrosia, CEO & Founder at Product School, interviews Anique Drumright, General Manager and VP of Product at Rippling, the workforce management platform valued at $16.8 billion with over $570 million in ARR.

Anique is a product veteran who has shaped high-growth teams at Uber, TripActions, and Loom. Now at Rippling, she helps lead a workforce of over 4,000 employees, including 100 former founders, to maintain the speed and ownership typically lost at scale. In this conversation, Anique breaks down how Rippling successfully operates as a compound startup and why product leaders must evolve into General Managers.

What you’ll learn:

• How to pivot from managing a backlog to owning a P&L as a GM.
• The Compound Startup framework for consolidating enterprise categories.
• How to build high-performing teams by hiring for "founder-level" curiosity.
• Strategies for proving ROI to enterprise customers to drive platform adoption.
  
  

Key takeaways:

• Go and See: Why leaders must personally investigate customer issues to set the bar for quality.
• Singular Obsession: How to organize teams to maintain focus and velocity as you scale.
• Automating ROI: How Rippling uses product efficiency to justify headcount reduction for clients.

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Anique Drumright

Social Links:

• Follow our Podcast on Tik Tok here
• Follow Product School on LinkedIn here
• Join Product School's free events here
• Find out more about Product School here

In this episode, Carlos Gonzalez de Villaumbrosia interviews Andrey Khusid, Co-founder and CEO of Miro, the visual collaboration platform valued at an estimated $17 billion with over 100 million users. Andrey reveals how Miro transformed from a simple browser whiteboard into a central hub for innovation, serving 250,000 customers worldwide. He discusses the critical shift from best-of-breed tools to platform suites and how Miro is aggressively integrating AI to support agentic workflows.

What you'll learn:

• How to apply day one thinking to constantly reinvent your product strategy.
• Why speed of learning is the only true competitive moat in the AI era.
• How to navigate the tension between market consolidation and AI experimentation.
• The role of acquisitions in scaling a product team to 1,600 people.

Key Takeaways:

• Reinvention is Mandatory: Why you must risk short-term revenue to secure long-term relevance.
• AI as a Teammate: Moving beyond features to humans and AI working together to solve problems.
• Fast Fashion Software: How to build a Lovemark brand to survive rapid commoditization.

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Andrey Khusid

Social Links:

• Follow our Podcast on Tik Tok here
• Follow Product School on LinkedIn here
• Join Product School's free events here
• Find out more about Product School here

In this episode, Carlos Gonzalez de Villaumbrosia speaks with Rachel Wolan, CPO at Webflow, the visual development platform valued at $4 billion that empowers over 3.5 million designers worldwide. Rachel discusses Webflow’s bold strategy to evolve into an AI-native experience platform with the launch of AppGen, a tool bridging the critical gap between AI prototyping and true production for enterprises like The New York Times and Spotify.

What you'll learn:

• The ICCPO Framework: Why modern leaders must remain patient zero and use their own tools to understand the systems they build.
• From SEO to AEO: Why Product Managers must now own Answer Engine Optimization as a primary distribution channel.
• AppGen Strategy: How to move beyond simple wrappers to generate full-stack, on-brand web apps directly from prompts.

Key Takeaways👇:

• Build Your Own Leverage: How Rachel built her own Chief of Staff AI agents to automate research and scale her output.
• Production-Ready AI: Why the real opportunity lies in making AI outputs secure and brand-consistent for enterprise use.
• New Distribution: Adapting product strategy for a world where discovery happens through AI agents, not just search engines.

Credits:

Host: Carlos Gonzalez de Villaumbrosia
Guest: Rachel Wolan

Social Links:

• Follow our Podcast on Tik Tok here
• Follow Product School on LinkedIn here
• Join Product School's free events here
• Find out more about Product School here