Supra Insider

Marc Baselga, Ben Erez
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Nov 24, 2025 • 1h 13min

#85: How to decide whether to start a course | Claire Chen (Growth @ Maven)

Claire Chen, Head of Growth at Maven, shares insights on becoming a successful course instructor. She discusses key signals for spotting strong instructors, the increasing demand for product courses, and how AI is reshaping learning. Claire emphasizes trusting your network for topic validation and describes course creation as a 'builder mindset.' With actionable advice for diversifying income through teaching, she highlights the financial potential from courses and the importance of teaching style in attracting students.
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14 snips
Nov 17, 2025 • 1h 18min

#84: How Reforge launched 5 AI products in 9 months with just 25 people | Brian Balfour (Founder/CEO @ Reforge)

Brian Balfour, the Founder and CEO of Reforge, is an experienced product leader known for his strategic insights. In this discussion, he reveals how his team launched five AI products in just nine months with only 25 people by embracing autonomy and speed. Brian emphasizes the importance of integrating AI into existing workflows and avoiding 'Frankenstein workflows.' He also discusses the evolving competitive landscape and shares a framework for product strategy, offering valuable lessons for navigating the complex environment of AI and multi-product portfolios.
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Nov 10, 2025 • 1h 16min

#83: The scariest episode we’ve ever recorded: Marc & Ben’s live coaching session with Josh Herzig-Marx

In a gripping live coaching session, Josh Herzig-Marx, an executive coach for founders, guides Marc and Ben through the complexities of balancing friendship and business. The trio dives into the challenges of unequal efforts in collaborations, the fear of resentment, and the nuances of communication that can either strengthen or weaken their partnership. With humor, vulnerability, and sharp insights, they explore how to align their goals, manage emotions, and even experiment with scaling their creative project, Insider Loops.
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15 snips
Nov 3, 2025 • 1h 4min

#82: Inside the new recruiting reality: fewer hires, higher bars | Anneli Scopazzi (Founder @ Boulevard Recruiting, ex - Figma & Notion)

In this discussion, Anneli Scopazzi, founder of Boulevard Recruiting and former recruiting leader at Figma and Notion, shares insights on the shifting recruiting landscape. She reveals how AI can complicate hiring and highlights the critical traits startups seek in first PM hires, such as domain expertise and adaptability. Anneli also discusses how market cycles affect hiring standards, offers strategies for candidates to enhance their profiles, and emphasizes the importance of building strong recruiter relationships for success.
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Oct 27, 2025 • 1h 3min

#81: I spent 3 months at an AI-native startup where every role ships code | James Dillard (Product Leader, ex-Stripe & YouTube)

James Dillard, a product leader formerly with YouTube and Stripe, shares his insights from three months at Roo Code, an AI-native startup. He reveals how a 10-person team redefines coding norms, with every member contributing to the codebase regardless of role. Dillard discusses overcoming initial fears in coding, the evolution of pull request workflows with AI, and the integration of customer insights into rapid prototypes. He emphasizes the importance of training and experimentation for organizations looking to adopt an AI-native approach.
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54 snips
Oct 20, 2025 • 1h 6min

#80: Becoming an IC again is how products leaders will stay relevant in the AI era | Gokul Rajaram (Investor and Company Helper; ex-Google, ex-Facebook)

Gokul Rajaram, an investor and former product leader at Google and Facebook, discusses the evolving landscape for product managers in the AI era. He emphasizes the trend of senior leaders returning to individual contributor roles to maintain relevance. Gokul explores the importance of hands-on experience, effective hiring practices, and modern execution strategies like prototype-first development. He also highlights the significance of understanding customer needs and the value of joining companies with a strong mission and growth trajectory.
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Oct 13, 2025 • 1h 2min

#79: The art of disagreeing with your CEO without putting your career at risk | Elena Luneva (CPO & Advisor, Ex-Braintrust, Nextdoor)

Elena Luneva, a seasoned CPO and executive coach, shares her insights on navigating the tricky landscape of disagreeing with your CEO, particularly those driven by gut instincts. She discusses the emotional turmoil product leaders face during sudden pivots and emphasizes the importance of cross-functional alignment. Elena offers practical strategies, like using a horizons framework for evaluating new bets and visualizing trade-offs to facilitate tough conversations. Her advice helps leaders advocate for their teams without risking their careers.
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Oct 6, 2025 • 1h 18min

#78: How to package and monetize your expertise with AI | Ben breaks down the complete workflow creating his interview prep copilot

Ben Erez, a product management educator and creator of an AI-powered interview practice copilot, dives into the journey of monetizing his expertise. He shares how he validated student needs, developed his product using AI tools, and created a smooth automated workflow. Listeners will gain insights into effective pricing strategies, handling model updates, and the emotional satisfaction of helping students secure jobs. Plus, discover why AI simulations can struggle yet excel at providing feedback, making this conversation a must-listen for aspiring creators!
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11 snips
Sep 29, 2025 • 1h 1min

#77: How AI is eliminating the PM handoff tax | Adam Fishman (Product & Growth Advisor)

In this discussion, Adam Fishman, a product and growth advisor and host of the Startup Dad podcast, delves into the world of AI adoption within product teams. He shares insights from industry leaders on the evolving role of product managers, highlighting the shift from traditional PMs to proactive 'product builders.' The conversation also tackles the balance between execution and strategic judgment, the challenge of low-quality AI outputs, and how organizations can empower their teams to leverage AI technology for innovation. Adam's predictions shape a fascinating view of the future of product management.
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Sep 22, 2025 • 1h 12min

#76: What we learned about PM interviews at Stripe, Uber, and Figma | A special look at Insider Loops

Explore the secrets behind successful PM interviews at Stripe, Uber, and Figma. Discover how talented candidates often miss out due to a lack of specific preparation. Learn about the differences in interview styles at these companies, from Uber's chaotic nature to Figma's consensus culture. Get insights on building effective interview prep guides and the importance of asynchronous workflows. Plus, gather practical advice on navigating the tech hiring landscape and the significance of community goodwill in the process.

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