PODCAST · technology
Supra Insider
by Marc Baselga, Ben Erez
Conversations about hiring, interviews, and careers for product leaders. Hosted by Marc Baselga and Ben Erez (co-founders of Insider Loops). suprainsider.substack.com
Episodes
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#132: Inside the new breed of behavioral interviews at Anthropic and OpenAI | Austen McDonald (Behavioral Interview Coach, ex-Meta)
What if your job in a behavioral interview isn’t to answer the question at all? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Austen McDonald, former engineering manager and hiring committee chair at Meta and author of Mastering Behavioral Interviews. Austen explains…
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#131: Inside comp negotiation for PM roles at top companies like OpenAI and Anthropic | Colin Lernell (Co-founder @ Valued)
What if the biggest mistake senior product leaders make in negotiation is countering too soon? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Colin Lernell, co-founder and CEO of Valued, a comp negotiation firm, and a former senior product leader. Colin explains why he...
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#130: Inside the current executive recruiting market | Nolan Church (Founder @ Mafia Talent, ex-Carta, DoorDash)
What changes about hiring an executive when the best candidates suddenly have fifteen generational companies to choose from and no reason to pick up the phone? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Nolan Church, who was the first head of talent at DoorDash…
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#129: The challenges of working with AI in single-player mode | Andrew Somervell (Co-founder @ Hamster)
When every individual on your team can suddenly move ten times faster, what stops them from moving ten times faster in ten different directions? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Andrew Somervell, co-founder of Hamster, an AI-native workspace for product...
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#128: Inside the morning ritual that re-energized our podcast | Ben Erez & Marc Baselga (co-founders, Insider Loops)
What do you do when you’re putting in the same hours, running the same playbook, and the numbers stop moving? In this episode of Supra Insider, Marc Baselga and Ben Erez talk through the slowdown their business hit over the summer and how they worked their way out of it. They walk through the...
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#127: What we learned from hiring dozens of people in this market | Jori Bell (VP, Core Experience @ Hampton)
What are hiring managers actually looking for right now, when everyone has a polished resume and nobody knows what the job will look like in a year? In this episode of Supra Insider, Marc Baselga and Ben Erez welcome back Jori Bell, VP of Core Experience at Hampton, where she runs the peer group...
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#126: How to approach PM takehomes for interviews | Ben Erez & Marc Baselga (co-founder, Insider Loops)
Why do so many strong candidates make it deep into an interview process and then quietly lose it on the take-home? In this episode of Supra Insider, Marc Baselga and Ben Erez record one of the morning writing blocks they usually have off the record. Ben has been coaching people through take-homes...
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#125: How founders turn childhood wounds into superpowers | Dr. Gillian O'Shea Brown (Author & Psychotherapist)
What if part of the drive that built your company began as a childhood defense mechanism? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Dr. Gillian O’Shea Brown, a psychotherapist, complex trauma specialist, and NYU adjunct faculty member whose second book, Psyche’s...
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#124: Inside Anthropic's culture interview | Ben Erez & Marc Baselga (co-founders, Insider Loops)
What does it tell you about a company when every single person it hires, in every function, has to pass the same interview about culture? In this episode of Supra Insider, Marc Baselga and Ben Erez set the guest format aside for a conversation Marc started because he noticed something new. After...
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#123: How a PM recruiter reads your LinkedIn profile | Chris Lee (Founder @ Product Scout, ex- Brex, Dropbox)
Note: this episode contains screen sharing, so it’s best watched on YouTube. What does a recruiter actually see in the ten seconds they spend on your LinkedIn profile, and what makes them scroll past? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Chris Lee, founder of...
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#122: How to navigate team matching in big tech PM hiring | Ben Erez & Marc Baselga
What happens when you pass every interview, get approved for an offer, and then hear nothing for five months? In this episode of Supra Insider, Marc Baselga interviews Ben Erez about team matching, the stage at large companies where an approved candidate waits for a hiring manager to claim them....
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#121: Why your side project should start with distribution | Colin Matthews (Head of Education @ Lenny’s Newsletter)
As building gets easier and almost anyone can ship an app in an afternoon, what actually separates a product leader who creates leverage from one who doesn’t? In this special live episode of Supra Insider, recorded on stage at the Toronto Product Conference, Marc Baselga sits down with Colin...
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#120: How to stop taking rejection personally | Ben Erez & Marc Baselga
What separates the people who get stronger after a rejection from the people who stay stuck on it? In this episode of Supra Insider, Marc Baselga and Ben Erez drop the guest format for a one-on-one conversation, with Marc interviewing Ben about a piece he started writing on vacation. The trigger...
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#119: How I landed a director role in six weeks | Eric Posen (Director of Product @ Super.com, ex- ZeroClick, Honey)
After an unexpected layoff, Eric Posen went from day-one outreach to three offers and a director role at Super.com in six weeks. In this episode, Eric breaks down the search in detail: how he mobilized his network, why he thinks cold applications are dead in this market, what made a referral...
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#118: What a money coach learned from 200 conversations about wealth | Vaibhav Goel (Money Coach, ex-Doordash, Google, LinkedIn, Microsoft, Lyft)
Tech workers can be rigorous at work and surprisingly loose with their own money. After more than 200 coaching sessions, Vaibhav Goel keeps seeing the same patterns: too much wealth tied up in one company’s stock, excess cash sitting idle, missed tax-advantaged accounts, and generic advice that...
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#117: How Gusto is turning every employee into an AI builder through hackathons | Alex Meyers (Principal Product Manager @ Gusto)
What does it actually take to move an entire company from handwriting PRDs to shipping features with agents in two years? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Alex Meyers, Principal Product Manager at Gusto, to trace how the company became AI-native from the...
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#116: Lessons learned from hiring 4 AI PMs in seven months | Chris Gomes (VP of Product @ Conveyor)
Chris Gomes set out to hire four AI product managers. Seven months later, his biggest lesson was not about AI at all. In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Chris Gomes, VP of Product at Conveyor, the Series B startup that automates responses to security...
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#115: This product leader built an AI brain that runs on every computer at his company | Kyler Ross (Head of Product @ Cloaked)
This episode contains some screen sharing so it’s best watched on YouTube What happens when one product leader decides to stop copy-pasting between chat windows and instead build an operating layer that puts coding agents in the hands of an entire company? In this episode of Supra Insider, Marc...
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#114: Why I quit my high-paying PM job to go all in as a solopreneur builder | Peter Yang (ex-Roblox, Reddit, Twitter)
What does it take to walk away from a decade in product, and a job most people would envy, to bet on yourself? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Peter Yang, who just left his product lead role at Roblox to go full-time on his newsletter and podcast, Behind...
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#113: Why free-range AI consulting is the best job in tech right now | Noah Levin (Founder @ Serious People, ex- Amazon & Honor)
What does it take to bring AI into businesses that run on physical work, human judgment, and processes nobody has ever written down? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Noah Levin, founder of Serious People, to unpack what he calls being a “free-range AI...
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#112: How to Self-Promote Without Burning Trust | Mallory Contois & Hilary Gridley
What if the thing holding you back from posting isn’t laziness or a lack of ideas, it’s that nobody ever told you the cringe feeling goes away, and what it actually looks like to build trust with an audience without burning it? In this special episode of Supra Insider, Ben Erez sits down with...
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#111: Why bootstrapping forces you to get better | Marc Baselga & Ben Erez
What does it actually mean to bet on yourself, and how do you know if the game you’re playing is really the one you want to be in? In this special episode of Supra Insider, Marc Baselga and Ben Erez record together in person for the first time, sitting down at a studio in New York to have an...
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#110: Why AI makes systems thinking the most valuable skill for PMs | Apurva Garware (ex-VP Product at Upwork, ex-Amazon)
What if the most important skill for building AI products has nothing to do with evals, technical background, or knowing how to write a prompt? What if it is the ability to design systems that can handle what you never planned for? In this episode of Supra Insider, Marc Baselga and Ben Erez sit...
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#109: Inside Maven's shift from EPD specialists to flexible builders | Rishin Banker (VP Product @ Maven)
What happens to the product development process when the lines between who builds, who designs, and who decides start to disappear? In this special episode of Supra Insider, recorded as part of the Blurring Lines series with Aster AI, Ben Erez sits down with Rishin Banker, VP of Product at Maven,...
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#108: How to find clarity when your career path keeps shifting | Molly Siemers (Coach + Advisor for Senior Product Leaders, ex-Kiva, Change.org)
What if the reason you feel like you never have enough time isn’t actually a time problem at all? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Molly Siemers, an executive coach for product leaders who spent over two decades building mission-driven products at…
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#107: How synthetic users are changing product decision making | Tom Charman (Co-founder @ Blok)
What if you could know whether your product change was going to work — before a single real user ever saw it? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Tom Charman, co-founder of Blok, a synthetic user simulation platform that lets product teams test interfaces,...
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#106: The rise of the full stack builder | Tomer Cohen (Former Chief Product Officer @ LinkedIn)
What happens to the PM, the designer, and the engineer when a single person with a great idea can take it all the way to market on their own? In this episode of Supra Insider, Ben Erez sits down with Tomer Cohen, former Chief Product Officer at LinkedIn, where he spent 14 years and led the...
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#105: How I built my AI “chief of staff” | Michael Leibovich (GM, Behance + Adobe Portfolio @ Adobe)
What if the cognitive overhead of constant context-switching, endless meetings, and deciding what to work on next could be offloaded to a system that actually knows how you think? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Michael Leibovich, a business unit leader…
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#104: Why the best talent fails in the wrong environment | Hiten Shah (CEO @ Crazy Egg, ex- Dropbox)
What if the reason great talent keeps failing at your company has nothing to do with the talent — and everything to do with the environment you built around them? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Hiten Shah, serial entrepreneur and co-founder of Crazy Egg,...
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#103: What senior product people should know about fractional work | Ben Erez
What does it actually take to make fractional work sustainable, not just for a few months, but as a real career path? In this special solo session, Ben Erez shares everything he’s learned about fractional product work from two distinct perspectives: as Head of Product at Continuum (a Series A...
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#102: How to stand out in a crowded space | Elan Miller (Founder @ Off-Menu)
What happens when everyone can build, but no one breaks through the noise? In this episode of Supra Insider, Ben Erez sits down with Elan Miller, founder and CEO of branding and design studio Off-Menu, for the podcast’s first live in-person recording. Elan unpacks why this moment is uniquely...
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#101: Why everyone should have an AI-powered cloud computer | Ben Guo (Cofounder @ Zo)
What if your computer didn’t need a screen in front of you to get work done? That’s the shift Ben Guo, co-founder of Zo, is building toward, and this conversation gets into the specifics of what that actually looks like day to day. In this episode of Supra Insider, Marc Baselga and Ben Erez sit...
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#100: Reflecting on two years and 100 podcast episodes | Marc Baselga & Ben Erez
What does it take to go from “1 out of 10 chance we hit 100 episodes” to actually getting there? In this special milestone episode, Marc Baselga and Ben Erez reflect on reaching 100 episodes of Supra Insider. They share the raw truth about early imposter syndrome—having a Google Doc with...
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#99: How the air force prepared me for product management | Yaniv Fatal (Founding PM @ Blast Security, formerly @ Wiz)
What does it take to go from zero tech experience to founding PM at a cybersecurity startup in three years? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Yaniv Fatal, founding product manager at Blast Security, to unpack his remarkable journey from elite Israeli Air...
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#98: Why mid-career people are doubling down on self-learning | Gagan Biyani (CEO and Co-Founder @ Maven)
What if the biggest barrier to learning AI isn’t the tools—it’s how we approach learning itself? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Gagan Biyani, CEO and co-founder of Maven, to unpack why this moment is critical for mid-career professionals to prioritize...
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#97: What it means to be a forward-deployed product leader | Chase Schwalbach (SVP Product & Technology @ Millie)
What if the best way to lead product is to build it yourself first? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Chase Schwalbach, SVP of Product and Technology at Millie, to unpack a radically different approach to product leadership. Despite his title, Chase spent...
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#96: Inside Magic Patterns: Why frontend focus helps win over product teams | Alexander Danilowicz (CEO & Co-founder @ Magic Patterns)
What if the best product decision is saying “no” to what everyone else is building? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Alexander Danilowicz, founder and CEO of Magic Patterns, to unpack why his AI prototyping tool is the only one refusing to add backend...
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#95: How to find your authentic voice online without faking it | Mallory Contois (VP Growth @ Maven, Ex-Pinterest)
What if the thing holding you back from building a public presence is exactly what would make you stand out? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Mallory Contois, VP of Growth at Maven, to unpack why this is the perfect moment for product leaders to start...
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#94: How AI is enabling top operators to open-source their expertise | Casey Winters (Co-founder & CEO @ SuperMe, ex-Eventbrite & Pinterest)
What if AI didn’t just give you answers—but helped you understand how the best operators actually think? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Casey Winters, former growth leader at Pinterest and Eventbrite, to unpack why he’s building SuperMe, an AI-native...
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#93: Why a product marketing background is a PM superpower | Michael Chen (Product @ DoorDash, ex-Asana, Slack, LinkedIn)
Switching into product can feel like a one-way door, especially if you’re already successful in another function. But for Michael, the path from product marketing to product management wasn’t a leap of faith, it was a series of low-risk experiments, relationship-driven conversations, and...
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#92: Are universities failing to prepare students for jobs? | Stephen Cognetta (Co-founder @ Exponent, ex-Google)
What is the role of education when AI can explain, generate, and tutor instantly, and what does that mean for how we learn, teach, and evaluate understanding? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Stephen Cognetta to explore how education is evolving in the age...
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#91: How pre-seed investors evaluate startup moats in the AI era | Itamar Novick (Founder & General Partner @ Recursive Ventures)
What actually makes a startup defensible anymore, especially when anyone can build a product overnight with AI? In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with Itamar Novick, founder of Recursive Ventures and longtime operator-turned-investor, to unpack how moats are...
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#90: How top PM candidates leverage recruiters to their advantage | Anneli Scopazzi (Founder @ Boulevard Recruiting, ex - Figma, Palantir, Notion)
Most candidates treat recruiter calls like a box-checking step. But the candidates who consistently land offers treat recruiters like strategic partners - and use them to get real leverage throughout the process. In this episode of Supra Insider, Marc Baselga and Ben Erez sit down with our repeat...
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#89: The hidden role of rituals in Duolingo's product culture | Nickey Skarstad (Director of Product @ Duolingo, ex-Airbnb, Etsy)
What does it take to build products that feel thoughtful, emotionally resonant, and unmistakably high-quality, especially inside a company that ships fast and experiments constantly? In this episode of Supra Insider, Marc and Ben sit down with Nickey Skarstad, Director of Product at Duolingo, to...
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#88: How to accelerate your company's AI adoption with a 5-day hackathon | Gaurav Hardikar (VP Product & Growth @ HomeLight)
Listen now: Spotify, Apple and YouTube What actually changes inside a product and engineering org when a company commits to becoming AI-native—not as a side project, but as the new operating system? In this episode of Supra Insider, Marc and Ben sit down with Gaurav Hardikar, VP of Product at...
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#87: WTF is "Product Taste" and unpacking the PM hype around it | Sachin Rekhi (AI course creator, founder, ex-LinkedIn product leader)
Listen now: Spotify, Apple and YouTube If you’ve been hearing phrases like “taste is the only thing that will matter for PMs in the AI era” but aren’t sure what that actually means—or more importantly, how to build it—this episode is for you. In this conversation, Marc and Ben sit down with…
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#86: How senior PMs get 10x leverage by “hiring” AI agents | Jacob Bank (Founder/CEO @ Relay.app)
Listen now: Spotify, Apple and YouTube In the first-ever live recording of Supra Insider, Marc and Ben sat down with Jacob Bank, founder of Relay.app, to unpack one of the most urgent questions facing product leaders today: How do AI agents actually change the way we work? Instead of abstract...
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#85: How to decide whether to start a course | Claire Chen (Growth @ Maven)
Listen now: Spotify, Apple and YouTube If you’ve ever wondered whether you could teach a course, how to validate demand for your expertise, or how AI is reshaping learning and personal brand building, this episode is for you. In this conversation, Marc and Ben sit down with Claire Chen, leading...
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#84: How Reforge launched 5 AI products in 9 months with just 25 people | Brian Balfour (Founder/CEO @ Reforge)
Listen now: Spotify, Apple and YouTube If you’re a product leader trying to navigate the shift from single-product focus to a broader portfolio—or wondering how AI is reshaping execution, team design, and strategic planning—this episode is for you. In this episode of Supra Insider, Marc and Ben…
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#83: The scariest episode we’ve ever recorded: Marc & Ben’s live coaching session with Josh Herzig-Marx
Listen now: Spotify, Apple and YouTube What happens when a creative side project starts to gain traction—but the founders have different ideas about how far to take it? In this unusually raw episode of Supra Insider, Marc and Ben invite their longtime friend and coach Josh Herzig-Marx to…
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ABOUT THIS SHOW
Conversations about hiring, interviews, and careers for product leaders. Hosted by Marc Baselga and Ben Erez (co-founders of Insider Loops).
suprainsider.substack.com
HOSTED BY
Marc Baselga, Ben Erez
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Frequently Asked Questions
How many episodes does Supra Insider have?
Supra Insider currently has 132 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Supra Insider about?
Conversations about hiring, interviews, and careers for product leaders. Hosted by Marc Baselga and Ben Erez (co-founders of Insider Loops). suprainsider.substack.com
How often does Supra Insider release new episodes?
Supra Insider publishes regularly with 132 episodes available. Check the episode list for the typical release schedule.
Where can I listen to Supra Insider?
You can listen to Supra Insider on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Supra Insider?
Supra Insider is created and hosted by Marc Baselga, Ben Erez.
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