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 :point_down:
– 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.

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

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.

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

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.

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

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.

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

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.

This episode is brought to you by Persona, the adaptable identity platform that helps businesses fight fraud, meet compliance requirements, and build trust. These days, it's easier than ever for fraudsters to steal voices, faces, and identities. That's where Persona comes in; helping leading companies to securely verify individuals and businesses worldwide, providing flexible building blocks to create tailored verification flows that maximize conversion while minimizing risks.
Whether you work at a startup or large enterprise, you can get started for free here: https://withpersona.com/productschool

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Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Anneka Gupta

In this episode, Carlos Gonzalez de Villaumbrosia interviews Vijaye Raji, Co-founder and CEO of Statsig, the fast-growing product experimentation platform recently valued at $1.1 billion following a $100M Series C round—and just acquired by OpenAI in a landmark $1.1B all-equity deal.

Before the acquisition, Vijaye spent over a decade at Facebook, where he served as VP and Head of Entertainment, launching creator tools, livestreaming features, and the earliest version of Reels. That experience inspired him to build Statsig, a platform that empowers product teams to experiment, iterate, and ship with confidence—used by leading companies like Microsoft and Notion.

Now, as OpenAI’s Chief Technology Officer of Applications, Vijaye will oversee product engineering for ChatGPT and help accelerate the company’s enterprise roadmap. In this conversation, he shares the original vision behind Statsig, the tough lessons from going multi-product, and why AI-native experimentation is the future of product building.

What you’ll learn:
- Vijaye’s journey from Facebook’s internal tools to OpenAI’s CTO of Applications.
- How Statsig evolved from an experimentation engine into a full decision-making stack.
- Why large enterprises are ditching homegrown tools for best-in-class platforms.
- How AI is powering everything from feature flagging to self-healing products.

Key Takeaways 👇
- From Startup to OpenAI: Why StatSig’s platform and customer base made it one of OpenAI’s largest acquisitions yet.
- AI as an Operating Layer: How Vijaye is thinking about AI-native observability, prompt evaluation, and synthetic user data.
- Scaling with Product-Led Growth: Lessons in going enterprise while keeping experimentation at the core.

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Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Vijaye Raji

In this episode, Carlos Gonzalez de Villaumbrosia interviews Inbal Shani, Chief Product Officer at Twilio, the $18B customer engagement powerhouse trusted by over 320,000 businesses worldwide.
Inbal is a trailblazer in AI-first product development. Before joining Twilio, she led the launch of GitHub Copilot—one of the most transformative AI tools for developers, reshaping how engineers write code. Now at Twilio, she’s steering a product portfolio that infuses AI into the heart of customer communications, helping companies unlock smarter, more personalized digital experiences at scale.
In this conversation, Inbal shares why successful AI adoption goes far beyond adding models to features—it requires a rethinking of product strategy itself. She also dives into how Twilio measures real business impact from AI, why PMs need technical fluency more than ever, and what it takes to lead a product org into the AI-native future.

What you’ll learn:
- How GitHub Copilot shaped Inbal’s approach to building AI-native products.
- Why AI adoption alone is not a product strategy—and what to focus on instead.
- The metrics Twilio uses to evaluate AI’s business impact.
- The evolving technical skill set required for PMs in the age of AI.

Key Takeaways👇:
- Beyond the Hype: Inbal’s perspective on what truly makes AI transformative for end users.
- AI as Strategy, Not Feature: How to align AI capabilities with customer outcomes.
- PMs in the AI Era: The must-have technical skills that will define tomorrow’s product leaders.

This episode is brought to you by Persona, the adaptable identity platform that helps businesses fight fraud, meet compliance requirements, and build trust. These days, it's easier than ever for fraudsters to steal voices, faces, and identities. That's where Persona comes in; helping leading companies to securely verify individuals and businesses worldwide, providing flexible building blocks to create tailored verification flows that maximize conversion while minimizing risks.
Whether you work at a startup or large enterprise, you can get started for free here: https://withpersona.com/productschool

Social Links:
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-

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Inbal Shani

In this episode, Carlos Gonzalez de Villaumbrosia interviews Noam Lovinsky, Chief Product Officer at Grammarly, the AI-native productivity platform with over 40 million daily active users and $700 million in annual revenue.

Grammarly began as a trusted writing assistant, but it’s now redefining productivity at scale. With the recent acquisitions of Superhuman, the lightning-fast AI-powered email client ($825M), and Coda, the flexible doc-based workspace tool, Grammarly is evolving into a full-stack AI productivity platform. This expansion signals a bold product vision—one that positions Grammarly at the center of modern knowledge work.

Noam leads Grammarly’s product organization with a focus on combining human expertise with AI agents to unlock next-level collaboration. In this episode, he unpacks the strategy behind Grammarly’s product evolution, how they’re designing extensible systems for third-party developers, and why the future of work is not just AI-assisted—but AI-augmented. He also shares how his teams balance speed and scale, and what it takes to build high-performing product orgs around a radically expanding vision.

What you’ll learn:
- Why Grammarly is moving beyond writing to become a full AI-native productivity suite.
- The product rationale behind acquiring Superhuman and Coda—and what’s next.
- How Grammarly’s extensibility strategy is creating a powerful product moat.
- Noam’s approach to building teams that combine human judgment with AI agents.

Key Takeaways 👇
- AI-Native Productivity: How Grammarly is leveraging agents and integrations to expand beyond writing into email, docs, and more.
- Product Strategy in Action: Noam’s thinking behind major acquisitions and platform expansion.
- Scaling Great Teams: Why high-impact teams need both principled thinking and flexible systems to thrive in fast-moving environments.

This episode is brought to you by Persona, the adaptable identity platform that helps businesses fight fraud, meet compliance requirements, and build trust. These days, it's easier than ever for fraudsters to steal voices, faces, and identities. That's where Persona comes in; helping leading companies to securely verify individuals and businesses worldwide, providing flexible building blocks to create tailored verification flows that maximize conversion while minimizing risks.
Whether you work at a startup or large enterprise, you can get started for free here: https://withpersona.com/productschool

Social Links:
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- Follow Product School on LinkedIn here
- Join Product School's free events here
- Find out more about Product School here

Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Noam Lovinsky