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Supra Insider

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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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Feb 10, 2025 • 1h 16min

#44: The journey from product leader to coach | Yue Zhao (Founder @ The Uncommon Exec, Ex-Meta)

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Yue Zhao, a former product leader at Thumbtack, Instagram, Meta, and Fuzzy, who now thrives as an executive coach and author. Yue shares her story of moving to Barcelona, exploring new career paths, and writing a book that reshaped her outlook on work and leadership. They dive into key topics like navigating career pivots, staying energized through curiosity, and learning to reframe limiting beliefs.Whether you’re a product leader considering new career paths or someone seeking actionable tips for personal growth, this conversation is packed with insights.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”. Next cohort runs March 4-16.In this episode, we covered the following topics:* Why Yue decided to leave Silicon Valley and move to Barcelona* Her journey from Chief Product Officer to executive coach* How she explored various career paths and learned to follow her curiosity* The mindset shift that helped her write and publish her book in just four months* Reframing limiting beliefs and breaking free from self-imposed constraints* The common challenges product leaders face and how coaching can help* Strategies for building trust, improving team dynamics, and reducing burnout* And much more!If you’d like to watch the video of our conversation, you can catch that on YouTube:Links:* The Uncommon Executive: https://news.yuezhao.coach/* Yue Zhao: https://www.linkedin.com/in/yuezhao/* 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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Feb 3, 2025 • 1h 10min

#43: How AI is impacting the PM - engineer relationship | Irene Yu (Founder & CEO @ Skiplevel)

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Irene Yu, founder and CEO of Skiplevel, professional training designed to teach PMs how to become more technical without learning to code. In this conversation, they explored Irene’s journey from Amazon engineer to entrepreneur, the communication challenges between PMs and engineers, and how Skiplevel is helping mitigate those challenges. They also discussed the rise of AI features in product development, exploring how PMs can handle edge cases, learn critical AI concepts, and avoid the dreaded "demo trap." Irene also revealed how she used AI to build a personalized therapist and life coach. This episode is packed with valuable takeaways for PMs, engineers, and product leaders looking to level up their collaboration and technical skills.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”. Upcoming cohorts: February 4-16, March 4-16.* Want to connect with product leaders like you? Check out Supra, an invite-only community with 350+ product leaders. You'll get matched with a group of 6-8 carefully vetted individuals and participate in a monthly session facilitated by a world-class coach. Last year, members reported solving their top product challenges 3x faster through these sessions. Plus, tap into our vibrant Slack community for "behind closed doors" topics, join exclusive speaker events with industry pioneers, and connect at intimate roundtables and in-person meetups.In this episode, we covered the following topics:* Irene’s motivation for founding Skip Level and her experiences onboarding PMs at Amazon* The communication breakdowns that often occur between PMs and engineers* Why technical onboarding is crucial for effective product teams* Irene's FAIR framework for approaching technical discussions with engineering teams (Feasibility, Alternate Solutions, Impact, Risk Mitigation)* The rise of AI features in product development and their implications on PM responsibilities* Fun insights into using AI for personal growth, including personalized therapy and coaching* And much more!If you’d like to watch the video of our conversation, you can catch that on YouTube:Links:* Irene Yu: https://www.linkedin.com/in/iamireneyu/* Skiplevel: https://www.skiplevel.co/* 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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Jan 27, 2025 • 1h 23min

#42: How AI is changing the way product teams work | Tal Raviv & Joshua Herzig-Marx

Tal Raviv, a product expert, and Joshua Herzig-Marx, known for building innovative tools on Replit, dive into the transformative world of AI in product development. They discuss how AI-driven tools are revolutionizing prototyping and reshaping product management. The conversation highlights the emerging AI-native companies and the evolving roles within product teams. They also tackle the balance between speed and thoroughness, the need for adaptability, and how understanding user interaction is critical for innovation in an AI-centric landscape.
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Jan 20, 2025 • 1h 17min

#41: Reflections from 40 episodes and plans for 2025 | Ben Erez & Marc Baselga

Welcome to another episode of Supra Insider. This time, Marc and Ben take a moment to reflect on their journey after reaching 40 episodes. They share their evolution - from starting the podcast as a fun experiment to crafting the art of genuine conversation that defines their podcast format today.The conversation flows naturally into their aspirations for the new year, exploring exciting trends like AI-powered prototyping and the changing landscape of IC career paths, while sharing practical wisdom on setting expectations and building momentum in both work and life.This episode is packed with actionable insights for anyone looking to refine their workflows, explore new opportunities, or simply hear candid thoughts on how to sustain creative projects over the long haul.All episodes of the podcast are also available on Spotify, Apple and YouTube (video).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, Google, Microsoft, and OpenAI? Check out Ben's Maven bootcamp for Product Sense and Analytical Thinking PM interviews. Supra Insider listeners get 10% off with promo code “suprainsider”. Two cohorts are open for enrollment: February 4-16 and March 4-16.* Want to connect with product leaders like you? Check out Supra, an invite-only community with 350+ product leaders. You'll get matched with a group of 6-8 carefully vetted individuals and participate in a monthly session facilitated by a world-class coach. Last year, members reported solving their top product challenges 3x faster through these sessions. Plus, tap into our vibrant Slack community for "behind closed doors" topics, join exclusive speaker events with industry pioneers, and connect at intimate roundtables and in-person meetups.In this episode, we covered the following topics:* Reflections on the first 40 episodes: lessons learned and favorite moments* Evolving the podcast from an interview format to conversational storytelling* Productivity unlocks, including using AI tools, dictation, and time-blocking* Personal growth: reframing problems, making tough decisions, and simplifying workflows* Trends we're excited about: AI-powered prototyping, PM productivity, and IC career paths* Goals for the new year, including scaling personal projects and refining focus* And much more!If you’d like to watch the video of our conversation, you can catch that on YouTube:Links:* 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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28 snips
Jan 13, 2025 • 1h 4min

#40: How Pie Insurance Implemented the Product Operating Model | Brenton Sellati (VP of Product @ Pie Insurance)

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Brenton Sellati, VP of Product at Pie Insurance, and Joshua Herzig-Marx as the honorary co-host for this episode to dive into the transformational journey of implementing the product operating model at Pie Insurance.Brenton shares how he overhauled Pie’s product strategy, slashing 66% of the roadmap to focus on high-ROI initiatives, aligning leadership, and fostering a product-led culture. With insights from Joshua throughout the discussion, the episode explores the challenges and successes of introducing a problem-first mindset, building cross-functional collaboration, and creating a transparent prioritization system.This episode is packed with actionable advice for product leaders and executives looking to drive organizational change and implement sustainable product practices.All episodes of the podcast are also available on Spotify, Apple and YouTube (video).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, Google, Microsoft, and OpenAI? Check out Ben's Maven bootcamp for Product Sense and Analytical Thinking PM interviews. Supra Insider listeners get 10% off with promo code “suprainsider”.* Want to connect with product leaders like you? Check out Supra, an invite-only community with 350+ product leaders. You'll get matched with a group of 6-8 carefully vetted individuals and participate in a monthly session facilitated by a world-class coach. Last year, members reported solving their top product challenges 3x faster through these sessions. Plus, tap into our vibrant Slack community for "behind closed doors" topics, join exclusive speaker events with industry pioneers, and connect at intimate roundtables and in-person meetups.In this episode, we covered the following topics:* How Brenton implemented the product operating model to transform Pie Insurance’s product strategy* The decision-making process behind slashing 66% of the roadmap and refocusing on high-ROI initiatives* The importance of transparency and a data-driven approach to prioritization* Challenges of transitioning to a problem-first mindset and how Pie Insurance’s leadership aligned to support the change* Practical advice for empowering cross-functional teams and building a culture of continuous improvement* Insights on fostering alignment and navigating organizational change* And much more!If you’d like to watch the video of our conversation, you can catch that on YouTube:Links:* Brenton Sellati: https://www.linkedin.com/in/brentonsellati/* Joshua Herzig-Marx: https://www.linkedin.com/in/joshuaherzigmarx/* 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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Jan 6, 2025 • 51min

#39: How PM compensation has changed in the last two years | Peter Walker (Head of Insights @ Carta)

Peter Walker, Head of Insights at Carta, dives into the changing landscape of product management compensation. He reveals modest salary shifts and a decline in equity compensation since 2022. The conversation explores how AI is reshaping industry roles and altering hiring patterns. Peter also discusses the tricky terrain of equity exercise risks and why many employees hesitate to cash in on options. With insights on navigating the competitive job market, Walker's expertise sheds light on the future dynamics of the startup ecosystem.

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