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Supra Insider

Marc Baselga, Ben Erez
Supra Insider
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  • #79: The art of disagreeing with your CEO without putting your career at risk | Elena Luneva (CPO & Advisor, Ex-Braintrust, Nextdoor)
    Listen now: Spotify, Apple and YouTubeHow do you disagree with your CEO, especially a visionary founder, without putting your job or credibility at risk?In this episode of Supra Insider, Marc and Ben sit down with Elena Luneva (CPO, advisor, and executive coach) to unpack one of the most common, emotionally fraught challenges in product leadership: what to do when your CEO wants to change direction based on a gut instinct, and you disagree?Drawing from Elena’s coaching experience and her own time leading product at high-growth companies, the conversation explores how to navigate power dynamics, set boundaries without losing trust, and protect team momentum amid constant change. They also share tactical frameworks for managing roadmap pivots, setting expectations with execs, and negotiating trade-offs when the team is already stretched thin.Whether you’re a PM, product leader, or founder, you’ll walk away with practical strategies for navigating tough conversations, advocating for your team, and growing your influence, without losing your job or your sanity.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 👇Interviewing at Uber, Figma, or Stripe?Exciting news! If you’re a PM preparing for interviews at Uber, Figma, or Stripe… we think you’re going to love Insider Loops. You can read about it in Ben’s LI post, Marc’s LI post or check out the site directly below.In this episode, we covered the following topics:* (00:35) Why this question resonates so deeply: “How do I manage a CEO who drives the roadmap by gut?”* (05:20) The challenge of re-underwriting your mental narrative every time the CEO shifts direction* (07:38) Why these moments can feel personal, even when they’re not?* (12:28) Why your executive team, not just your builders, becomes your “first team” as a product leader* (14:10) A playbook for responding to surprise roadmap changes: Listen, calibrate, and triage* (19:54) Advice for CEOs: How to share ideas without shutting down your team* (27:08) Using the Horizons framework to evaluate bets—and defuse emotional debates* (34:31) The hidden costs of failed bets—and why many great PMs leave big companies to do risky work elsewhere* (44:09) Giving CEOs the menu: options, trade-offs, and sunk costs* (54:18) Why great product leaders should also validate gut instincts with market truths* And more!Links:* Elena’s Course on AI Powered Executive Communication* Elena’s Course on How to Develop CPO-Level Skills* The Substack post that inspired this conversation: Your CEO Just Got Back From a Conference. Now What?* Elena’s Letters: https://elenasletters.substack.com* Elena’s LinkedIn: https://www.linkedin.com/in/elenaluneva/* Marc: https://www.linkedin.com/in/marcbaselga/* Ben: https://www.linkedin.com/in/benerez/If you’re a new subscriber, we encourage you to check out some of the recent episodes you might have missed:To support the podcast, please check out the links below:* Supra has teamed up with Maven to bring you something special – courses that our own community members have personally curated. And because you’re part of the Supra family, you get $100 off any of these handpicked selections with code SUPRAxMAVEN.* Preparing for Meta-style PM interviews? Ben's course for Product Sense and Analytical Thinking PM interviews has been selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥. Enrollment for the 10th and final cohort of Ben’s course closes TONIGHT (Oct 13) and kicks of Oct 14. Ben’s popular AI Copilot for interview practice is available here. 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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  • #78: How to package and monetize your expertise with AI | Ben breaks down the complete workflow creating his interview prep copilot
    Listen now: Spotify, Apple and YouTubeIf you’ve ever considered turning your expertise into a scalable product—or wondered what it actually takes to build and sell a useful AI copilot—this episode is for you.In this episode, Ben shares the full behind-the-scenes story of how he packaged his product management knowledge into a sellable, high-leverage AI Practice Copilot. From initial validation to prototyping in Claude to vibe coding in Cursor and shipping using various AI tools, he walks through every decision point in the journey. You’ll learn how to pick the right use case, what tools to use at each step, and the key insights that helped him turn his ideas into a real product in the market.Whether you’re a founder, PM, coach, or subject matter expert, this conversation is packed with actionable tactics to help you create, position, and monetize your own AI-native product.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 👇Interviewing at Uber, Figma, or Stripe?Exciting news! If you’re a PM preparing for interviews at Uber, Figma, or Stripe… we think you’re going to love Insider Loops. You can read about it in Ben’s LI post, Marc’s LI post or check out the site directly below.In this episode, we covered the following topics:* (02:28) Why Ben built his own AI copilot and the inspiration behind it* (10:37) How Ben validated interest and clarified the user persona* (16:40) Validation of the idea and selling via Payhip* (20:26) The tools stack: from Claude, ChatGPT, Cursor and Vercel* (27:11) How Ben used automations and AI to update the workflow and reduce manual overload* (32:25) Why the copilot is built the way it is: AI acting as the “Interviewee”* (46:10) An example of how the copilot responds* (58:12) How the offering is packaged* (1:06:09) The evolution of the copilot over time and why was it worth the effort* (1:10:23) Final thoughts and advice for people building AI-native products* And more!Links:* Ben’s AI Practice Copilot: https://www.benerez.com/copilot* Marc: https://www.linkedin.com/in/marcbaselga/* Ben: https://www.linkedin.com/in/benerez/* Ep 36 with Tal Raviv: If you’re a new subscriber, we encourage you to check out some of the recent episodes you might have missed:To support the podcast, please check out the links below:* Preparing for Meta-style PM interviews? Ben's course for Product Sense and Analytical Thinking PM interviews has been selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥. Enrollment for the 10th and final cohort of Ben’s course starts October 14th! Ben’s popular AI Copilot for interview practice is available here, where you can also see a live demo.* Supra has teamed up with Maven to bring you something special – courses that our own community members have personally curated. And because you’re part of the Supra family, you get $100 off any of these handpicked selections with code SUPRAxMAVEN. 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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  • #77: How AI is eliminating the PM handoff tax | Adam Fishman (Product & Growth Advisor)
    Listen now: Spotify, Apple and YouTubeWhat does it mean to truly be an “AI-native” company? And how are product roles evolving when PMs are expected to both execute faster and make sharper strategic decisions?In this episode of Supra Insider, Marc and Ben sit down with Adam Fishman—host of the Startup Dad podcast and longtime product leader and advisor —to unpack the key themes from Reforge’s recent AI Product Summit in San Francisco. Adam shares insights from conversations with leaders at OpenAI, Anthropic, Shopify, Zapier, and LinkedIn on how organizations are tackling AI adoption, redefining PM expectations, and navigating cultural change.The discussion ranges from Zapier’s live prototyping interviews for new hires, to LinkedIn’s shift from “product managers” to “product builders,” to the tension PMs face between increased executional leverage and the need for sharper strategic taste.Whether you’re a PM figuring out how to stay relevant, a product leader navigating culture change, or just curious how AI is transforming product organizations, this episode is packed with lessons you can apply today.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 👇Interviewing at Uber, Figma, or Stripe?Exciting news! If you’re a PM preparing for interviews at Uber, Figma, or Stripe… we think you’re going to love Insider Loops. You can read about it in Ben’s LI post, Marc’s LI post or check out the site directly below.In this episode, we covered the following topics:* (01:22) Adam’s reflections from Reforge’s AI Product Summit in San Francisco and the big themes leaders are wrestling with.* (05:23) Zapier’s three levels of AI adoption—from ChatGPT tinkering to building workflows to submitting PRs in Cursor—and how they hire for it.* (07:59) How Zapier reached 97% adoption by combining tools, leadership modeling, and performance management.* (11:00) The risks of “shipping volume over quality” with AI, and why outcomes—not activity—must remain the north star.* (14:25) Which PM responsibilities are fading (handoffs to analysts, UXR, or designers) and which are becoming core (strategy, judgment, taste).* (22:50) The tension between increased execution leverage and rising expectations for strategic focus—why the PM role can feel “impossible.”* (33:10) How cross-functional roles (support, design, marketing) are evolving when anyone can now build prototypes or tools with AI.* (51:01) The future of specialization: why domain passion matters, but generalist builder skills may matter even more.* And more!Links:* Fishman AF Newsletter: https://www.fishmanafnewsletter.com* Startup Dad Podcast: https://www.startupdadpod.com/* Adam Fishman: https://www.linkedin.com/in/adamjfishman/* Marc: https://www.linkedin.com/in/marcbaselga/* Ben: https://www.linkedin.com/in/benerez/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 early favorites:To support the podcast, please check out the links below:* Supra has teamed up with Maven to bring you something special – courses that our own community members have personally curated. And because you’re part of the Supra family, you get $100 off any of these handpicked selections with code SUPRAxMAVEN.* Preparing for Meta-style PM interviews? Ben's course for Product Sense and Analytical Thinking PM interviews has been selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥. Enrollment for the upcoming cohort starting October 14th is now open! Ben’s popular AI Copilot for interview practice is available here, where you can also see a live demo. 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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  • #76: What we learned about PM interviews at Stripe, Uber, and Figma | A special look at Insider Loops
    Listen now: Spotify, Apple and YouTubeWhat if interviewing for a PM job at Stripe, Uber, or Figma didn’t feel like walking into the unknown?In this episode of Supra Insider, Marc and Ben take you behind the scenes of building Insider Loops—a new set of interview prep guides designed to give candidates the inside track at some of tech’s most competitive companies. They break down why they saw the opportunity, how they rapidly prototyped and shipped their first guides, and what they learned from dozens of conversations with PMs and hiring managers.From uncovering hidden disconnects between great PMs and great interviewees, to the surprising differences in how Uber, Figma, and Stripe run their loops, this episode blends entrepreneurship, product thinking, and tactical job-search insights. Whether you’re preparing for your next role or just curious about how Marc and Ben collaborated async to launch a new product, you’ll walk away with practical takeaways and fresh perspective.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 👇Interviewing at Uber, Figma, or Stripe?Exciting news! If you’re a PM preparing for interviews at Uber, Figma, or Stripe… we think you’re going to love Insider Loops. You can read about it in Ben’s LI post, Marc’s LI post or check out the site directly below.In this episode, we covered the following topics:* (04:11) The problem: talented PMs failing interviews not from lack of skill but lack of preparation.* (11:18) The async workflow: GitHub repos, Cursor, and AI tools powering fast iteration.* (30:29) How Marc & Ben priced the guides and why they offer lifetime updates.* (40:50) The Uber guide: entropy in the jam, recruiter-as-Sherpa, and why overpreparing pays off.* (52:23) The Figma guide: consensus culture, executive presence, storytelling, and collaboration signals.* (58:40) The Stripe guide: product sense first, written culture, technical depth, and rigorous calibration.* (1:08:15) Lessons learned, surprising insights, and admiration for PMs going through these loops.* And more!Links:* Insider Loops: https://www.insiderloops.com/* Marc: https://www.linkedin.com/in/marcbaselga/* Ben: https://www.linkedin.com/in/benerez/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 early favorites:To support the podcast, please check out the links below:* Preparing for Meta-style PM interviews? Ben's course for Product Sense and Analytical Thinking PM interviews has been selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥. While the next cohort won’t be until mid-October, his popular AI Copilot for interview practice is available here, where you can also see a live demo.* Supra has teamed up with Maven to bring you something special – courses that our own community members have personally curated. And because you're part of the Supra family, you get $100 off any of these handpicked selections with code SUPRAxMAVEN. 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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  • #75: Aligning personal finance with your values and life satisfaction | Zach Teutsch (Founder @ Values Added Financial)
    Listen now: Spotify, Apple and YouTubeWhat if personal finance wasn’t just about saving more or investing better—but about designing a life that feels meaningful, intentional, and aligned with your values?In this episode of Supra Insider, Marc and Ben sit down with Zach Teutsch, founder of Values Added Financial, to explore a radically human approach to wealth management. Instead of fixating solely on net worth, Zach helps high earners and tech professionals reframe their relationship with money, starting with life satisfaction and working backwards from there.They dive into the core questions that drive meaningful financial management, from how to balance ambition and family, to navigating equity compensation, sabbaticals, early-stage investing, and building a diversified “life portfolio.” Zach also shares tactical frameworks for spiky income years, Roth conversions, QSBS tax planning, and setting up estate plans that reflect your real priorities.Whether you're in tech, product leadership, or just rethinking how you manage money, this conversation will shift how you think about personal finance—from accumulation to alignment.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 👇Interviewing at Uber, Figma, or Stripe?Exciting news! If you’re a PM preparing for interviews at Uber, Figma, or Stripe… we think you’re going to love Insider Loops. You can read about it in Ben’s LI post, Marc’s LI post or check out the site directly below.In this episode, we covered the following topics:* (01:28) Why Zach’s framework for “values-aligned wealth” stood out from traditional financial advice* (08:15) How fulfillment shows up through service, presence, relationships, and being “diversified” in life* (17:11) The 3 life planning questions Zach asks every client—and how they unlock clarity* (26:24) Why taking action now beats waiting for a million-dollar bank balance* (33:42) Creating habits and systems to align your calendar with your values* (41:12) Tactical financial “hacks” for tech folks: spiky income, Roth conversions, QSBS, and estate planning* (49:03) What kind of professionals you really need in your corner as your wealth grows* (56:30) Why everyone needs an estate plan—even if you don’t think you’re “rich enough” yet* (1:07:50) Why the best advisors act more like therapists: it's not just finance, it's life design* And more!Links:* Zach Teutsch: https://www.linkedin.com/in/zach-teutsch/* Zach’s Email: [email protected]* Zach on Bluesky: https://bsky.app/profile/zteutsch.bsky.social* Marc: https://www.linkedin.com/in/marcbaselga/* Ben: https://www.linkedin.com/in/benerez/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 early favorites:To support the podcast, please check out the links below:* Supra has teamed up with Maven to bring you something special – courses that our own community members have personally curated. And because you're part of the Supra family, you get $100 off any of these handpicked selections with code SUPRAxMAVEN.* Preparing for Meta-style PM interviews? Ben's course for Product Sense and Analytical Thinking PM interviews has been selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥. While the next cohort won’t be until mid-October, his popular AI Copilot for interview practice is available here, where you can also see a live demo. 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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A podcast for product leaders inspired by discussions in the Supra product community, hosted by Marc Baselga and Ben Erez. suprainsider.substack.com
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