Supra Insider

Listen now: Spotify , Apple and YouTube What if walking away from your polished product career was the exact move you needed to grow? In this episode of Supra Insider, Marc and Ben sit down with Jori Bell to explore her unconventional journey from PM roles at Spotify, SoundCloud, and Audible to building a coaching practice, curating intimate community spaces, and teaching at Cornell Tech. After tw...

Listen now: Spotify , Apple and YouTube What if you had a personalized AI toolkit—not just a chatbot—that actually remembered your projects, your workflows, and even your family’s preferences? In this episode, Marc and Ben sit down with Mike Bal , a product leader experimenting at the frontier of AI tooling. Mike shares how he built a local memory system for Claude using Model Context Protocols (M...

What if you could access a personalized career coach anytime—one who remembers your goals, understands your tendencies, and gives you thoughtful, actionable guidance? In this episode of Supra Insider, Marc and Ben sit down with Kavita Anand , a product leader at NewtonX, to explore how she built her own AI-based career coach using tools like Claude and ChatGPT—and then taught 30+ women at her comp...

If you’re navigating today’s brutally competitive PM job market and wondering what “good” looks like, this episode will become your playbook. In this episode, Ben moderates a candid panel with three veteran product hiring managers: Nickey Skarstad – Director of Product, Duolingo (now leading Duolingo Math) Stephanie J. Neill – Head of Product, Stripe Tax Chantal Cox – Director of Product, LTK (Lik...

If you’ve ever launched an AI feature and later realized it wasn’t quite ready—or struggled to define what “quality” even looks like in an AI product—this episode is for you. In this episode of Supra Insider , Marc and Ben sit down with Aman Khan , Head of Product of Arize AI and a leading voice in AI product evaluation. Aman has helped dozens of teams—from scrappy startups to massive consumer pla...

What actually sets you apart in a world where AI can do more and more of your job? In this episode, Marc and Ben are joined by Hilary Gridley —Head of Core Product at WHOOP and instructor of the Maven course How to Be a Supermanager with AI —to unpack how great product leaders can use AI to magnify their strengths instead of dulling them. Hilary breaks down her approach to time allocation, sharing...

If you’ve ever found yourself torn between chasing a long-term product vision and urgently responding to customer demands—or wondered how to strike the right balance between innovation and pragmatism—this episode is for you. In this episode of Supra Insider, Marc and Ben sit down with Troy Sultan and Austin Cooley , co-founders of Guide , to explore how they transformed their entire product philos...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Robert Hamilton , executive coach and former Meta and Google PM, to unpack the art and science of behavioral interviews. If you’ve ever struggled with the infamous “leadership and drive” loop or wondered why your best stories aren’t landing, this episode is a must-listen. They explore why behavioral interviews are o...

Welcome to another episode of Supra Insider. This time, Marc sat down with Kyle Ledbetter and Andy Keil , the co-founders of Dreambase—an AI-native toolset built on top of Supabase. Despite not having formal engineering backgrounds, Kyle and Andy have built and launched three fully functional products in just nine months. They unpack their unique zero-to-one process—from jamming on whiteboards to...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Mike Curti , a recently hired product leader, and Joshua Herzig-Marx , a trusted advisor to early-stage startups and product teams. Together, they unpack one of the most mission-critical and misunderstood topics in product leadership: hiring. They break down what’s broken in today’s interview processes, especially f...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Melissa Perri , author of Escaping the Build Trap and one of the world’s leading product strategy experts. Melissa shares lessons from advising CEOs, founders, and product leaders on how to build strategy that works, scale from VP to CPO, and navigate the often tricky dynamic between founder-CEOs and product leaders...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Troy Sultan , co-founder and CEO of Guide , to unpack the state of job searching and recruiting in the AI era. Troy shares a compelling behind-the-scenes look at what’s really going on inside recruiting teams today—and why the typical candidate experience is often so broken. He also explains how AI and modern toolin...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Sanket Kavishwar , Director of Product at Relyance AI. Sanket is one of the most active members in Supra’s AI workflows Slack channel, and in this episode, we explore how he’s transforming his company’s product development process with AI prototyping tools like V0. We dive into how Relyance AI shifted from tradition...

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...

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 sha...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with John Cutler and Joshua Herzig-Marx for a wide-ranging conversation about how AI is transforming the way product teams build, collaborate, and scale. John shares why he joined a new early-stage startup as Head of Product and how the team is breaking the traditional rules of product development—starting with a platfor...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Steven Fabre , co-founder and CEO of Liveblocks , a company helping product teams seamlessly build collaborative experiences—now with AI copilots in the mix. In this conversation, Steven shares his journey from being a designer at InVision to leading a developer tools company that’s rethinking collaboration in the A...

Welcome to another episode of Supra Insider. This time, Marc sat down with Phil Ou , founder of Blossomer and former product leader at Google, where he led teams across Google Photos, RCS, and YouTube Ads. Phil now helps early-stage B2B founders get their first 1,000 customers—without hiring a sales team. In this episode, they unpack what it really takes to build a repeatable go-to-market engine,...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Rodrigo Davies , the product leader shaping Asana’s AI strategy. Rodrigo shares his journey leading AI adoption at Asana, from educating internal teams to building a culture of AI experimentation. We explore how Asana integrates AI into work management, balances AI innovation with enterprise needs, and develops feat...

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 leaders...

Welcome to another episode of Supra Insider. This time, Ben and Marc sat down with Jacob Bank from Relay.app to dive into the rapidly evolving world of AI workflows, automation, and agent systems. Prior to founding Relay.app, Jacob was a Director of Product Management at Google, which he joined after Google acquired his former startup, Timeful. Jacob shares his firsthand experience building AI-dri...

Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Will Newton , Principal Product Architect at Amplitude. With years of experience at companies like Gusto and Feather, Will shares insights into how AI is transforming the design world—from prototyping workflows to the evolving roles within product teams. The conversation explores how AI tools are blurring roles betw...

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 t...

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...

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 mi...