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Supra Insider

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Apr 21, 2025 • 1h 9min

#54: How leading designers are riding the AI prototyping wave | Will Newton (Principal Product Architect @ Amplitude)

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Will Newton, Principal Product Architect at Amplitude—and one of our most popular past guests—for a follow-up conversation on the fast-evolving world of AI tooling in product design and development.In just a few weeks since our last chat, Amplitude has gone from early AI experimentation to giving Bolt licenses to every designer. Will takes us inside this transition and breaks down how AI is changing design workflows, redefining prototyping, and collapsing traditional linear product development.We also get deep on the concept of taste—what it means to produce high-quality work in a world where the UI layer is increasingly commoditized. Plus, a live Bolt demo, the hidden risks of lazy thinking with AI, and why the future belongs to generalists with strong judgment and taste.If you’re a PM, designer, or product leader trying to make sense of the new AI-powered stack, this one’s for you.All episodes of the podcast are also available on Spotify, Apple and YouTube.New to the pod? Subscribe below to get the next episode in your inbox 👇To support the podcast, please check out the links below:* Supra just launched its first Product Leadership compensation & tools benchmarks report. The report covers comp trends across different seniority tiers, work settings, and reporting structures. Want to get access to the full report? Please fill out this form to get your exclusive copy.* Preparing for a PM interview with tech companies like Meta and Google? Check out Ben's course for Product Sense and Analytical Thinking PM interviews (selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥) and the standalone AI Copilot for practice. Supra Insider listeners get 10% off the course with promo code “suprainsider”. Enrollment is closing in one day for the next cohort starting April 22nd.In this episode, we covered the following topics:* How Amplitude moved from AI experimentation to company-wide adoption of Bolt* The current “happy path” for AI-driven prototyping at Amplitude* Where AI tools like Bolt and Vercel’s V0 outperform Figma—and where they don’t* Why the “fake it” phase of prototyping is being reinvented and front-loaded* The rise of UI as a disposable layer and what that means for product teams* A live demo of Bolt’s new Figma-to-UI workflow* Why “taste” is now a critical skill in the AI era—and how to define and sharpen it* The dangers of lazy thinking when using AI tools* How PMs and designers can level up by embracing generalist skills* And more!If you’d like to watch the video of our conversation, you can catch that on YouTube:Links:* Will Newton: https://www.linkedin.com/in/williamnewton/* Will Newton’s X: https://x.com/willdjthrill* Bolt: www.bolt.new * Amplitude: https://amplitude.com/* Ben: https://www.linkedin.com/in/benerez/* Marc: https://www.linkedin.com/in/marcbaselga/If you enjoyed this conversation, please share it with a friend or colleague 👇Also, if you’re a new subscriber, we encourage you to check out some of the recent episodes you might have missed:And here are some less recent favorites: This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit suprainsider.substack.com
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14 snips
Apr 14, 2025 • 1h 8min

#53: The state of AI prototyping for product managers | Colin Matthews & Tal Raviv

Welcome to another episode of Supra Insider. This time, Ben and Marc sat down with Tal Raviv and Colin Matthews for a candid conversation about how AI is reshaping the work and mindset of modern product managers.They unpack insights from Tal’s recent survey on AI prototyping adoption, common challenges for PMs using AI tools, and the importance of learning how to experiment effectively. Colin shares how his approach to evaluating side projects has shifted now that AI accelerates time to build—and why go-to-market remains the biggest bottleneck.They also explore why some companies still penalize failure, how team dynamics are evolving as PMs become more self-sufficient, and why embracing high-leverage work is more critical than ever. If you’re a PM, solopreneur, or product leader trying to navigate the new AI era, this episode is packed with honest takes and practical advice.All episodes of the podcast are also available on Spotify, Apple and YouTube.New to the pod? Subscribe below to get the next episode in your inbox 👇To support the podcast, please check out the links below:* Preparing for a PM interview with tech companies like Meta and Google? Check out Ben's course for Product Sense and Analytical Thinking PM interviews (selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥) and the standalone AI Copilot for practice. Supra Insider listeners get 10% off the course with promo code “suprainsider”. Enrollment is now open for the next cohort starting April 22nd.* Supra just launched its first Product Leadership compensation & tools benchmarks report. The report covers comp trends across different seniority tiers, work settings, and reporting structures. Want to get access to the full report? Please fill out this form to get your exclusive copy.In this episode, we covered the following topics:* Insights from Tal’s survey on how PMs are (and aren’t) using AI prototyping tools* The common hurdles that prevent people from reaching “aha” moments with tools like Bolt and Replit* Why AI is making product management fun again—and how to use it to become a “double threat” or a “triple threat” PM* How Colin evaluates side projects by reverse-engineering go-to-market from the start* Why most AI-built projects still fail at distribution, not development* How internal incentives at big companies kill risk-taking and innovation* The evolving relationship between PMs, designers, researchers, and marketers as AI blurs boundaries* The importance of following your creative energy when working independently* Reframing productivity through the lens of leverage, not hours* And much more!If you’d like to watch the video of our conversation, you can catch that on YouTube:Links:* Colin Matthews: https://www.linkedin.com/in/colinmatthews-pm/* Tal Raviv: https://www.linkedin.com/in/talsraviv/* AI Prototyping for Product Managers: https://maven.com/tech-for-product/ai-prototyping-for-product-managers* Technical Foundations for Product Managers: https://maven.com/tech-for-product/tech-fundamentals* Build Your Personal PM Productivity System & AI Copilot: https://maven.com/tal-raviv/product-manager-productivity-system* Ben: https://www.linkedin.com/in/benerez/* Marc: https://www.linkedin.com/in/marcbaselga/If you enjoyed this conversation, please share it with a friend or colleague 👇Also, if you’re a new subscriber, we encourage you to check out some of the recent episodes you might have missed:And here are some less recent favorites: This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit suprainsider.substack.com
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Apr 7, 2025 • 1h 9min

#52: The beautiful mess of organizational context | John Cutler & Joshua Herzig-Marx

In this discussion, John Cutler, Head of Product at Dotwork, and Joshua Herzig-Marx, a mentor for startups, dive into the transformative impact of AI on product development. John shares his innovative approach at an early-stage startup, emphasizing a platform-first mindset and the importance of adaptable tools. They explore the rise of new roles in AI-native organizations and the potential of simulations to reshape decision-making. This conversation offers valuable insights for product leaders eager to embrace the evolving tech landscape.
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Mar 31, 2025 • 1h 11min

#51: The future of in-product collaboration between AI and humans | Steven Fabre (Founder @ Liveblocks)

In a fascinating discussion, Steven Fabre, co-founder and CEO of Liveblocks, shares his insights on evolving collaboration in the age of AI. He dives into how AI serves as a collaborative partner, revolutionizing product design and enhancing user experience. Steven highlights the balance between human and AI interactions and the challenges of real-time, browser-based tools. He also touches on the significance of storytelling in leadership and maintaining authenticity in professional settings, providing a glimpse into the future of collaborative experiences.
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5 snips
Mar 24, 2025 • 1h 8min

#50: Nailing GTM in the age of AI-first startups | Phil Ou (Founder @ Blossomer, Ex-Google & YouTube PM)

Phil Ou, founder of Blossomer and former Google product leader, shares invaluable insights for early-stage B2B founders. He dives into effective go-to-market strategies tailored for AI startups, emphasizing mentorship and customer engagement. Phil discusses the significance of outreach metrics and the role of personalized messaging in sales. He also explores how AI tools can streamline processes and boost productivity, alongside innovative ways to harness technology for refining product development and enhancing customer relationships.
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Mar 17, 2025 • 1h 3min

#49: How Asana builds AI products | Rodrigo Davies (Director of Product @ Asana)

Rodrigo Davies, Director of Product at Asana, shares his insights on leading AI strategy at the company, leveraging his experience as a founding member of Supra. He discusses how Asana integrates AI to boost productivity, ensuring it adds real value rather than just hype. The conversation covers the challenges of AI-driven tools and the importance of balancing innovation with user trust. Rodrigo also highlights the evolving role of AI in product development, emphasizing hands-on tinkering and collaboration to foster effective solutions.
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Mar 10, 2025 • 1h 10min

#48: The art of listening | Randhir Vieira (Chief Product Officer @ Omada Health)

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Randhir Vieira, Chief Product Officer at Omada Health and a Supra facilitator. Randhir has led product teams at companies like Headspace and brings a deep passion for leadership, communication, and the often-overlooked skill of listening.In this episode, we explore why listening is the foundation of strong leadership, how to give feedback that actually lands, and why the best product leaders focus on building psychological safety in their teams. Randhir also shares practical frameworks for improving team collaboration, handling difficult conversations, and fostering a culture of trust.If you're a product leader looking to sharpen your leadership skills, a founder building a team, or someone navigating tricky workplace dynamics, this conversation is packed with actionable takeaways.All episodes of the podcast are also available on Spotify, Apple and YouTube.New to the pod? Subscribe below to get the next episode in your inbox 👇To support the podcast, please check out the links below:* Preparing for a PM interview with tech companies like Meta and Google? Check out Ben's course for Product Sense and Analytical Thinking PM interviews (selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥) and the standalone AI Copilot for practice. Supra Insider listeners get 10% off the course with promo code “suprainsider”. Enrollment is now open for the April cohort.* Supra just launched its first Product Leadership compensation & tools benchmarks report. The report covers comp trends across different seniority tiers, work settings, and reporting structures. Want to get access to the full report? Please fill out this form to get your exclusive copy.In this episode, we covered the following topics:* Why listening is the most underrated leadership skill* The difference between hearing and truly listening* How to create safe spaces where people feel heard and understood* The power of fast feedback and why timing matters* How to balance constructive criticism with positive reinforcement* Common mistakes leaders make when giving feedback* Why psychological safety is crucial for high-performing product teams* Actionable tactics for improving team communication and collaboration* And much more!If you’d like to watch the video of our conversation, you can catch that on YouTube:Links:* Randhir Vieira: https://www.linkedin.com/in/randhirv/* “Overcoming Humility to Receive Feedback” by Randhir: https://www.linkedin.com/pulse/overcoming-humility-receive-feedback-randhir-vieira/?trackingId=Rl8AxUhuT5enjzv7NFd%2B9Q%3D%3D* “Stop Praising People” by Randhir: https://www.linkedin.com/pulse/stop-praising-people-randhir-vieira/?trackingId=Rl8AxUhuT5enjzv7NFd%2B9Q%3D%3D* The Thin Book of Trust: https://www.amazon.com/Thin-Book-Trust-Third-Essential/dp/B0CV7BZ14D?sr=8-1* “The Ladder of Inference” by Steve Henschel: https://essentialcomm.com/pdf-download/the-ladder-of-inference/* Optimizely report that shows the win rates (at the end of the article): https://www.optimizely.com/company/press/the-experimentation-experience-report/* “Heard: how to make people feel it” by Matt Mochary: https://docs.google.com/document/d/1NiCEEUO2-38pIVGM7nrnpGRykbbtv2xuqLoKW50ZzLw/edit?tab=t.0* Fast friends: https://ggia.berkeley.edu/practice/36_questions_for_increasing_closeness* Ben: https://www.linkedin.com/in/benerez/* Marc: https://www.linkedin.com/in/marcbaselga/If you enjoyed this conversation, please share it with a friend or colleague 👇Also, if you’re a new subscriber, we encourage you to check out some of the recent episodes you might have missed:And here are some less recent favorites: This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit suprainsider.substack.com
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Mar 3, 2025 • 1h 12min

#47: How AI agents are supercharging PMs | Jacob Bank (Founder & CEO @ Relay.app, prev Director of PM @ Google)

Jacob Bank, Founder and CEO of Relay.app and former Director of Product Management at Google, discusses the exciting integration of AI in project management. He shares insights on the evolving role of product managers and the importance of human intuition in a world increasingly reliant on AI. The conversation touches on effective communication about AI agents, the challenges of automation, and the necessity for PMs to actively experiment with AI. Jacob emphasizes that those who resist these changes risk falling behind in the tech landscape.
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Feb 24, 2025 • 1h 16min

#46: How AI is blurring the line between Design and PM | Will Newton (Principal Product Architect @ Amplitude)

Will Newton, Principal Product Architect at Amplitude, brings a wealth of experience from Gusto and startups. He dives into how AI is reshaping product design and management. The conversation reveals the growing overlap between product managers and designers, driven by AI tools. Will discusses the importance of understanding user needs and the necessity for continuous learning. He advocates for a collaborative approach in product development, urging teams to prioritize real user data over aesthetics as they navigate these changes.
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Feb 17, 2025 • 1h 12min

#45: How top PMs leverage AI-powered prototyping tools | Colin Matthews (Founder & Author @ Tech For Product)

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Colin Matthews, instructor of two popular AI prototyping courses on Maven. Colin shared his insights on the evolving landscape of AI-powered prototyping tools and how product managers can leverage them to build and test more impactful features faster.The discussion explored different categories of AI prototyping tools, when to use them, and how they’re changing the way teams collaborate. Colin also walked us through a live demo, showing how to prototype and test a new hypothetical AI LinkedIn feature in real time. If you’re a PM looking to move faster and validate ideas more efficiently, this episode is for you.All episodes of the podcast are also available on Spotify, Apple and YouTube.New to the pod? Subscribe below to get the next episode in your inbox 👇To support the podcast, please check out the links below:* Preparing for a PM interview with tech companies like Meta and Google? Check out Ben's course for Product Sense and Analytical Thinking PM interviews (selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥) and the standalone AI Copilot for practice. Supra Insider listeners get 10% off the course with promo code “suprainsider”. Next cohort runs March 4-16.* Supra just launched its first Product Leadership compensation & tools benchmarks report. The report covers comp trends across different seniority tiers, work settings, and reporting structures. Want to get access to the full report? Please fill out this form to get your exclusive copy.In this episode, we covered the following topics:* The landscape of AI-powered prototyping tools and their differences* When and how PMs should use these tools to test ideas* A live demo of AI prototyping in action—building a LinkedIn analytics feature from scratch* How AI-generated prototypes can improve communication between PMs, engineers, and designers* Best practices for refining AI-generated prototypes to better match design systems* Using analytics tools like PostHog to gather real-world user feedback on prototypes* How AI is lowering the barrier to building software and what it means for PMs* The future of AI-powered product development* And much more!If you’d like to watch the video of our conversation, you can catch that on YouTube:Links:* Colin Matthews: https://www.linkedin.com/in/colinmatthews-pm/* AI Prototyping for Product Managers: https://maven.com/tech-for-product/ai-prototyping-for-product-managers* Technical Foundations for Product Managers: https://maven.com/tech-for-product/tech-fundamentals* Ben: https://www.linkedin.com/in/benerez/* Marc: https://www.linkedin.com/in/marcbaselga/If you enjoyed this conversation, please share it with a friend or colleague 👇Also, if you’re a new subscriber, we encourage you to check out some of the recent episodes you might have missed:And here are some less recent favorites: This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit suprainsider.substack.com

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