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

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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 

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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

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In this episode, Carlos Gonzalez de Villaumbrosia interviews Zeb Hermann, General Manager, v0 at Vercel, the AI cloud platform recently valued at $9.3 billion. Zeb oversees v0, which has grown to 3.5 million unique users by fundamentally changing how developers and PMs build software.

Zeb dives into the operational shifts required to transform developer workflows and increase velocity. He explains why Vercel prioritizes a "vetoe-based" culture over approvals and how AI tools are enabling a new era of "full-stack" designers and PMs who contribute directly to the codebase.

What you'll learn:

• Speed as a Principle: How to move from an approvals-based culture to a "vetoes-based" culture.
• The "Full Stack" Team: Why the most effective teams have designers and PMs who ship their own PRs.
• Prototype to Production: Strategies for closing the gap between AI prototypes and production-ready applications.

Key takeaways👇

• Impact Over Hours: Why the "996" culture is wrong and how to measure true team impact.
• Eliminating Handoffs: How to reduce coordination costs by empowering individuals to make product decisions.
• Broadening Literacy: Why the future of workflows is about more people understanding code, not just using client-side overrides.

Credits:

Host: Carlos Gonzalez de Villaumbrosia
Guest: Zeb Hermann

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In this episode, Carlos Gonzalez de Villaumbrosia interviews Elena Verna, Head of Growth at Lovable—the fastest-growing AI startup to ever surpass $100M in ARR, hitting the milestone in just eight months. With a proven track record leading growth at Miro, Amplitude, Superhuman, and Dropbox, Elena brings unparalleled expertise in driving sustainable, product-led growth across both hyper-growth and turnaround environments.

Elena shares how building in the fast-moving “vibe coding” category requires a radical shift in how we define product-market fit, structure growth teams, and measure success. From product-led monetization loops to redefining brand as a product responsibility, Elena outlines a bold vision for what growth looks like in the age of AI-native products.

What you’ll learn:

• How Lovable ships at record speed, with daily product updates and a 3-tier launch model.
• How AI-native products redefine activation, retention, and monetization.
• Why product teams must now own brand experience—not just features
• How Elena designs feedback, education, and referral loops that turn users into growth engines.
• The evolving role of activation, retention, and monetization in AI-native PLG.

Key Takeaways 👇

• Velocity as a Moat: Why rapid shipping is a survival strategy in AI-first companies.
• Always-Evolving PMF: How Lovable redefines product-market fit weekly in a category shaped by fast-moving LLMs.
• Product-Led Brand: Why every product touchpoint must be “lovable”—and how that standard powers word-of-mouth loops.

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Elena Verna 

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In this episode, Carlos Gonzalez de Villaumbrosia interviews Dheerja Kaur, Chief Product Officer at Hims & Hers, the publicly traded health and wellness platform with a market cap of over $10 billion and more than 3 million active users across its Hims and Hers consumer brands.

At Hims & Hers, Dheerja is building the future of preventative care by combining diagnostics, clinical guidance, and personalized treatments—all delivered through a consumer-grade digital experience. From healthcare to fintech, Dheerja breaks down how PMs can master regulatory nuance without sacrificing speed or UX, why pairing product with clinical and compliance experts is a superpower, and how to turn constraints into differentiation through org design, platform thinking, and data. 

What you’ll learn:

• Why product leadership in regulated industries requires a different kind of PM muscle.
• How Hims & Hers is expanding from transactional treatments to full-stack preventative care.
• The rationale behind maintaining two separate apps—and how that unlocks personalization at scale.
• How AI is powering internal tools, treatment plans, and personalized health journeys.
  
  

Key Takeaways 👇

•  Building for Impact, Not Just Efficiency: Why Dheerja prefers mission-driven industries that improve lives over “fun” products.
• Product Meets Clinical: How Hims & Hers pairs PMs with in-house physicians to co-create treatment and diagnostic experiences.
• From Health Stack to Health Loop: Why continuous testing, personalized treatments, and AI-powered insights are the future of digital health.

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Dheerja Kaur

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In this episode, Carlos Gonzalez de Villaumbrosia interviews Jeetu Patel, Chief Product Officer at Cisco, as he explores the critical intersection of AI, cybersecurity, and collaboration. Jeetu shares how Cisco is designing next-generation security products to protect enterprise systems in an AI-driven world. He discusses the balancing act between speed and safety, and how the rapid pace of AI adoption is reshaping both cybersecurity and enterprise software.

Jeetu dives into the frameworks Cisco uses to innovate securely at scale and why trust, privacy, and responsible AI design are central to their approach.

What you’ll learn:

• How AI is transforming the cybersecurity landscape and the enterprise software industry.
• Frameworks for balancing innovation and security at scale.
• The role of trust, privacy, and responsible AI design in product development.

Key Takeaways 👇

• AI in Cybersecurity: How Cisco is leveraging AI to build next-gen security products that adapt to emerging threats.
• Building Secure Innovation: Practical approaches for ensuring scalable, secure innovation in a rapidly changing landscape.
• The Future of Responsible AI: Why Jeetu believes privacy and ethical AI practices are critical for maintaining trust in an AI-powered world.

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Jeetu Patel

Social Links:

• Follow our Podcast on Tik Tok here
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In this episode, Carlos Gonzalez de Villaumbrosia interviews Dylan Field, Co-founder and CEO of Figma, the collaborative design platform powering the product development process at companies like Microsoft, Google, and Airbnb. Since launching in 2012, Figma has grown from a browser-based design tool into a multi-product ecosystem spanning design, whiteboarding, presentations, and AI workflows.

Dylan shares the product and org strategy behind Figma’s evolution—from a single design surface to a platform that now includes Figma Make, Slides, Dev Mode, Sites, Draw, and more. He explains how Figma is building toward a world where anyone—not just designers—can move from idea to execution faster, and why “good enough is no longer enough” when it comes to design in the AI era.

In this conversation, Dylan goes deep on building communities around products, the value of product leaders embracing design as a strategic differentiator, and how Figma is thinking beyond prompts to redefine human-AI interaction. He also shares lessons from product expansion, building for non-designer users, and how he still carves out time to jailbreak LLMs and test prototypes hands-on.

What you’ll learn:

• How Dylan shaped Figma into a multi-product platform that merges code, design, and collaboration.
• Why FigJam's “fun” factor was a deliberate strategic decision—and how it saved the product.
• How Figma is integrating with ChatGPT and third-party data tools to redefine surface area and workflow.
• The case for design-led thinking across every function of a modern product team.

Key Takeaways 👇

• Design as Strategy: Why Dylan believes design is at the top of the software value stack—and how product leaders can use it to differentiate and win.
• From Prompt to Platform: Figma’s vision for bridging AI-native workflows, intuitive UX, and agent-powered collaboration.
• Org Design for Multi-Product Teams: Lessons in org structure, adoption measurement, and how to know when a feature becomes a standalone product.

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Dylan Field

Social Links:

• Follow our Podcast on Tik Tok here
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In this episode, Carlos Gonzalez de Villaumbrosia sits down with Meredith Brown, SVP and GM of Trailhead at Salesforce, the global CRM leader trusted by over 150,000 enterprises and powering customer success for the world’s most influential brands. Meredith, a former Chief Product Officer turned product-led community builder, now leads Trailhead—the platform that has upskilled nearly 10 million learners worldwide—on a mission to shape the agentic enterprise era.

A veteran product executive, Meredith shares how Salesforce is redefining workforce transformation through free, AI-driven learning and peer-to-peer community engagement. She explains how her team measures success not in revenue, but in customer adoption and ROI—bridging the gap between skilling, real-world application, and business value. From internal dashboards that track AI tool usage to gamified certifications like Agent Blazer Champion, Meredith reveals what it takes to drive enterprise-wide AI adoption at scale and sustain a true culture of continuous learning.

What you’ll learn:

• How Salesforce is preparing every employee—and customer—for the agentic enterprise.
• The metrics and dashboards that connect AI adoption to business impact.
• Why community-led learning drives faster enterprise transformation than traditional training.
• How to create scalable, human-centered AI upskilling programs in your own organization.

Key Takeaways

• AI Transformation at Scale: Salesforce’s playbook for skilling millions through Trailhead.
• Adoption Meets ROI: How AI literacy translates into measurable customer success.
• The Future is Agentic: Why the next frontier of product leadership blends human creativity with AI collaboration.

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Meredith Brown

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In this episode, Carlos Gonzalez de Villaumbrosia interviews Anneka Gupta, Chief Product Officer at Rubrik, a leading cybersecurity company helping over 5,000 customers, including half of the Fortune 500, protect and manage their data against cyber threats.

Under Anneka's leadership since 2021, Rubrik has undergone one of tech's most impressive product transformations, evolving from an IT backup solution into a comprehensive cybersecurity platform. This transformation has driven remarkable growth, with subscription ARR crossing $1.09 billion and the company successfully going public in 2024.

In this episode, we explore Rubrik's journey through three major transformations: shifting from perpetual licenses to a SaaS-first model, expanding from a single product to a multi-product platform (with two new product lines approaching $100M in ARR), and repositioning as a cybersecurity-first company. We'll dive deep into the challenges and strategies behind managing such significant organizational change at scale.

What you'll learn:

• How to successfully transition a business model from perpetual licenses to subscription
• Strategies for expanding from single-product to multi-product portfolio
• Methods for structuring teams around strategic pillars rather than just product lines
• Approaches to maintaining growth while managing significant organizational change
• Techniques for leveraging existing customer relationships to validate new products
• Frameworks for creating clear career progression during transformation

Key Takeaways👇:

• Business Model Transformation
• Successfully managed parallel tracks of maintaining core business while building new capabilities, growing from $100M to $1.1B ARR in 4 years.
• Portfolio Expansion Strategy
• Created specialized go-to-market teams for new product lines while leveraging existing customer base for validation and early adoption.
• Organizational Design
• Structured teams around strategic pillars (core business, public cloud, security, AI) with a dedicated platform team for cross-functional needs.
• Change Management
• Implemented transparent communication and clear career frameworks while setting firm deadlines for business model transition.
• Customer-Centric Innovation
• Used existing customer relationships to validate new product opportunities and guide portfolio expansion into cybersecurity.
  
  

This episode is essential listening for any product leader managing large-scale business transformation or considering major strategic shifts in their organization.

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Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest:

Social Links:

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