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Productside Stories

Productside Stories

Hosted by Productside

BusinessManagementInterviews guests

Episodes

62

Latest episode

Oct 2026

Language

EN-US

About the show

Welcome to Productside Stories, a product management podcast featuring honest conversations with experienced product leaders. We cover what it really takes to build successful, outcome-driven products: from strategy and discovery to delivery, leadership, and AI. Hosted by Productside, a product management training and consulting company, this podcast is designed for PMs and product leaders who want practical insight (not theory) for modern product work.

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60 recent
October 20, 2026Episode 741 min

AI Evaluation for Product Managers: Why Benchmarks Lie | Productside

AI Evaluation for Product Managers: Why Most AI Benchmarks Measure the Wrong Thing Frontier AI models post near-perfect benchmark scores. Give those same models real freelance work, and in research Yoav cites, the best one finishes about 20% of it. Yoav Goldhorn, Chief Product Officer at PALSAR and AI Evaluation Manager at Red Hat , builds the methods that close that gap. He joins Rina Alexin to explain AI evaluation for product managers: why a benchmark score says little about the agentic AI you ship, and what your team needs to measure before your users find the failures for you. Key Topics Discussed in This Episode The benchmark gap : Benchmarks score a bare model. Your product runs agents, tools, RAG engines and context on top of it. Yoav explains why AI benchmarks are misleading when the thing you test isn’t the thing you deploy. LLM as a judge and the metrics that matter : Asking one LLM to grade another on a 0-to-1 “correctness” scale produces noise. Yoav makes the case for defining “correct” before you measure it, and for tracking pass@k and pass^k across repeated runs. AI quality assurance as a product discipline : Yoav’s two-stage approach starts with AI output quality thresholds you clear with statistical significance before launch. Once real users arrive, gates and alerts flag systematic failures so your team can find the root cause fast. Why Listen to This Episode? In this thought-provoking episode, you’ll gain: Your dashboard gives leadership one tidy accuracy number, and you have a nagging feeling it doesn’t mean much. Find out why handing an AI agent a toolbox of just ten tools can drag its performance down hard. Get a practical way to sort the AI failures that cost you customers from the ones you can shrug off (wrong instructions vs. a chatbot that calls itself Mike instead of Steve). Hear why Yoav believes PMs who own the breakdown of their own workflows will come out ahead in the agentic shift. If your AI roadmap rests on a benchmark score, listen to this one before your next launch review. Related Resources Yoav mentions the following in this episode: Remote Labor Index ( Epoch AI ): https://epoch.ai/benchmarks/rli?view=graph&tab=release-date#explore-the-data When AI Benchmarks Plateau: A Systematic Study of Benchmark Saturation ( arXiv ): https://arxiv.org/pdf/2602.16763 The 2026 AI Index Report: Technical Performance ( Stanford HAI ): https://hai.stanford.edu/ai-index/2026-ai-index-report/technical-performance Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

October 13, 2026Episode 639 min

The Truth About Vibe Coding for Product Managers

Vibe Coding for Product Managers: How AI Is Redefining Prototypes, MVPs, and Who Gets to Build AI made building cheap. Nobody sent the memo about maintenance. In this episode of Productside Stories, Rina Alexin sits down with Elena Avramenko, founder and CEO of Modaal.dev, to talk about vibe coding for product managers without the hype. Elena shipped dozens of iPad apps long before AI could write a line of code. Now she helps non-engineers build native mobile apps with AI. Her take: the prompt is the easy part, and product judgment still decides what deserves to exist. Key Topics Discussed in This Episode The Hidden Maintenance Cost of AI-Generated Code AI writes code fast, but it never tells you what that code will cost to maintain. Elena explains why she treats every agent like a junior developer and questions each decision before it ships. Validate Before You Vibe Code Your spare hours are an investment. Elena explains why most builders in her community kill five to seven ideas before they commit, and why customer conversations should come before the first prompt. Vision, Taste, Debug, Delight Elena walks through how her three-person team builds with AI. She builds an ugly working prototype, her designer swaps the AI-generated UI for real craft, and the engineer spends only about 5% of his time on it. Why Listen to This Episode? In this thought-provoking episode, you’ll: Learn how to approach AI prototyping for non-engineers without skipping product discovery Hear why human craft will become the moat once AI-built apps flood the App Store Find out what "bring your own agent" means for vibe coding tools and your credit card bill Get Elena's rule for leading AI adoption on your team: build something yourself first, then invite your team to follow If you've ever wondered whether product managers should vibe code, this episode gives you the honest answer, maintenance bill included. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

October 6, 2026Episode 535 min

AI Product Discovery and PM-Designer Collaboration with Snehal Ghag

How Product Managers and Designers Use AI to Transform Product Discovery AI product discovery won't save you if your designer first hears about a feature when it needs to "look nice." By then you've already paid for the mistake, and the invoice just hasn't landed. In this episode of Productside Stories, Rina Alexin talks shop with Snehal Ghag, Design Manager for AI Products at ServiceNow, about product manager and designer collaboration that starts in the problem space. Snehal worked at Amazon India and Salesforce before ServiceNow. She explains how her team pairs synthetic personas with vibe prototyping, and why real users still get the last word. Key Topics Discussed in This Episode PM-Designer Collaboration Is Basically Co-Parenting Snehal compares product manager and designer collaboration to new parents raising their first kid: you figure out the problem together before anyone picks a path. Leave design out until the end and rework sends you the bill. Synthetic Personas: Great Sparring Partners, Terrible Stand-Ins Her team builds AI personas from real user research, then sets the grumpiest ones loose on every design. Synthetic users never replace real ones, though. Usability testing still happens before anyone writes code. Vibe Prototyping Without Skipping the Homework Vibe prototyping gets several design options in front of users in a single day. The catch: Snehal spends 80% of the effort in the problem space, so those speedy prototypes answer the right question. Why Listen to This Episode? This one's for you if: Your designer only hears about features at the "make it pretty" stage, and rework keeps eating your roadmap. You want AI in UX research but don't fully trust synthetic users. (Good instinct.) You'd like to see how ServiceNow uses AI as a thinking partner to roast PRDs before stakeholders get the chance. Your product discovery process sprints straight to solutions. (Spoiler: most do.) Hit play, then pull up an extra chair at your next planning meeting. Your AI partner's been waiting. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

September 28, 2026Episode 422 min

AI in Product Management: Lessons from Pawana Burlakoti

Pawana Burlakoti on AI, Empowered Teams, and Product Sense Everyone says their team is "using AI." Pawana Burlakoti, Product Management Executive, can show you what hers has built. In this episode of Productside Stories, she tells host Nicole Tieche how her teams make AI in product management part of the job, not a side hobby. She also covers the hiring bar she won't lower and why her UX team reports into product. Her verdict on this year? It's "the applying stage." And no, product sense isn't going anywhere. Key Topics Discussed in This Episode Learn and play: how Pawana's teams use AI Every team in Pawana's org has a goal to learn something with AI and share it. One teammate built a best-practice repository in a single evening. That used to take months. Hiring product managers in the AI era Looking for an AI-mature product manager? Pawana says they don't exist yet. She hires for strong product sense, then looks for candidates who've built something with AI because they couldn't help themselves. How to build an empowered product team Pawana's UX and research teams report into product, so clients hear one voice instead of three competing agendas. She also explains how she grows empowered product teams, where even early-career PMs lead. Why Listen to This Episode? In this thought-provoking episode, you’ll gain: A model for AI adoption your team can copy by Monday A straight answer to "Will AI replace product managers?" (Short version: not the ones with product sense.) What an SVP of Product looks for when she hires PMs today The case for putting product and UX under one roof and building shared capabilities once across your portfolio Hit play before your next "So, what are we doing with AI?" meeting. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

September 21, 2026Episode 333 min

AI ROI in Product Management. Velocity Isn't Value.

Your Velocity Doubled. Did Anything Get Better? Shipping faster is easy to prove. Shipping better is the part nobody has instrumented yet. Katherine Man has spent six years at HubSpot and over a decade building the platforms that go-to-market teams run on. She sits down with Rina Alexin for a deliberately moderate take on AI: what it has genuinely changed about product work, what it has only made noisier, and why the role everybody predicted would disappear is still very much here. Key Topics Discussed in This Episode AI took the bottom 10% of your job The simplest part of the role got democratized. Which leaves the other 90%, the part that makes someone actually good, more exposed than it has ever been. Katherine's view: the roles did not merge, the conversations got better. Excuse culture is dead No PM on the team? AI is your PM. No designer? You have prototyping tools. Katherine has watched a tech lead write product requirement docs for six months and designers run their own research and scoping. Fully resourced teams are now the exception, and she treats that as a planning assumption instead of a complaint. Output metrics are the easy answer Velocity is up. Quality systems have not caught up. Katherine points to customer-facing numbers instead: meetings booked through the prospecting agent, resolution rate through the customer agent. That's the scoreboard that counts. The grunt work was the training Writing bad PRDs by hand is how a generation of PMs learned to write good ones. Hiring for recent graduates is thinning while current employees stay put. Katherine is blunt that the industry has a five-year problem it hasn't priced in. Why Listen to This Episode? In this episode, you’ll get: A working test for AI ROI , built on customer outcomes rather than adoption dashboards and token leaderboards A realistic model for covering unfilled roles , including where AI stretches and where it stops (prioritization, trade-offs, decisions) The overconfidence trap , told through Katherine's own story of walking into a design review certain, and wrong A plan for building judgment in junior PMs when the tasks that used to build it are gone Plus the billboard on the way in from SFO that explains everything wrong with AI marketing right now. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

September 15, 2026Episode 230 min

How AI Is Changing Product Management

AI Wrote the PRD. You're Still Accountable for It. Seven pages out of the model in minutes. Formatted, confident, and not necessarily right. Advaita Nigudkar has spent eight years at BILL and helped launch the company's first agentic AI platform, in a category where a wrong number means somebody's money moved. She sits down with Rina Alexin to talk about the context work that makes AI output usable, using an LLM as a judge to hold a quality bar across growing teams, and the one PM quality she thinks AI can quietly take from you. Key Topics Discussed in This Episode Garbage in, garbage out is now a job description One-line prompts produce PRDs that solve the admin use case and ignore everyone else. Advaita's team built templates and skills that interrogate the PM first: which customer, which SKU, which partner type. An LLM as your PRD judge Feed the model your best past PRDs as the gold standard and let it flag what's missing. The PM supplies the substance. The model finesses it. Consistency survives headcount growth and churn. The trust feature you hope nobody opens BILL's agents move money, so the team shipped an activity log and on/off controls. Engagement dropped once customers trusted it. That was the point. Why Listen to This Episode? In this episode, you'll get: A repeatable way to raise the bar on AI-written PRDs , using past work as the standard instead of vibes The context you have to supply before AI is useful : personas, permissions, business types, historical decisions A trust playbook for AI features in regulated environments , from encrypted data handling to auditability and kill switches A framework for what stays human : negotiation, cross-functional trade-offs, and the judgment behind which problems deserve solving Plus the warning Advaita gives every PM who gets comfortable with easy answers. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

September 9, 2026Episode 132 min

Product and Design Collaboration: AI Can't Judge

AI Can Build Ten Prototypes. It Still Can't Tell You Which One Is Right. AI will hand you ten prototypes before standup ends. It cannot tell you which one deserves to exist. That gap is where this conversation lives. Jared Hall-Dugas has spent 20 years designing for Warner Bros., the US Air Force, and now National Grid. He sits down with Rina Alexin to talk about product and design collaboration when the tools got fast, why a polished prototype is often a shop with no electricity, and the exact point in your process where cutting design out starts costing you rewrites. Key Topics: Product and Design Collaboration Under AI Pressure Judgment is the job now Jared can look at ten AI-generated prototypes and tell you which one will land and why. That call is not automatable yet. He argues judgment is the thing product and design both get paid for. The output looks done. It isn't. Buttons that go nowhere. Data that doesn't reconcile. Jared calls it a Pinocchio problem: the shop window looks ready to open, and there's no electricity inside. Somebody in the room has to say so. Where cutting design out gets expensive Design belongs in the room from day one. If that's impossible, Jared names the non-negotiable: the moment discovery converges into a defined solution. Skip it there and you're rewriting later. Why Listen to This Episode? In this thought-provoking episode, you’ll gain: A sharper answer to "what part of my role is safe" that isn't wishful thinking A test for spotting AI output that looks finished and isn't, before it reaches a VP The one point in your process where a designer is non-negotiable, and the language to argue for it A repeatable way to move AI culture inside a slow, regulated, 50,000-person organization Jared's closing line is the one worth sitting with: your designer is just as unsure about all of this as you are. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

December 2, 2025Episode 1146 min

AI, Agents, and Accountability

AI Won’t Save Your Roadmap: How Product Managers Stay in Charge with Roger Snyder AI is everywhere… including in your backlog, your boss’s OKRs, and probably your next performance review. In this episode, Rina sits down with Productside Principal Consultant and Trainer, Roger Snyder, to cut through the noise. They dig into what AI is actually good at, where it goes off the rails, and why product managers still own every decision. From vibe coding and Evals to agentic AI and ROI, Roger lays out a practical path for PMs who want to experiment without losing the plot. Key Topics Discussed in This Episode Key Topic #1 – AI as Your Assistant, Not Your Alibi Roger explains why AI is a thought partner, not a magic eight ball. He shares how strong critical thinking, clear prompts, and real accountability keep PMs in charge—even when AI is doing a lot of the grunt work. Key Topic #2 – Vibe Coding, Evals, and the ROI Problem From vibe coding to Evals, Roger breaks down how PMs should (and shouldn’t) use AI in discovery and delivery. He also tackles why so many AI investments slow teams down instead of speeding them up, and how to avoid “AI pixie dust” features. Key Topic #3 – Agents, Guardrails, and AI-First Orgs Rina and Roger unpack what “agentic AI” actually means, why not all “agents” are really agents, and how to balance autonomy with accountability. They also explore what AI-first companies get right about data, governance, and experimentation. Why Listen to This Episode? In this thought-provoking episode, you’ll gain: A clear mental model for what AI can and cannot do for product managers. Practical ways to use AI for discovery, research, and communication—without delegating your judgment. A roadmap for when to use vibe coding, when to lean on Evals, and when good old-fashioned automation is enough. A simple way to spot real agent use cases vs. costly “because AI” experiments that blow up budgets and erode trust. You’ll walk away with a healthier mix of AI optimism and skepticism—and a challenge from Roger to experiment with AI every day in 2026. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

November 25, 2025Episode 1043 min

Leading with Impact When the Stakes Are Water-Level High

Leading Product Work in a World Where Failure Isn’t an Option When your “product” is clean drinking water, the margin for error is… basically zero. In this episode, Portland Water Bureau Interim Director Quisha Light takes us inside the realities of leading innovation in a space defined by public trust, mission-driven work, slow-moving systems, and life-or-death stakes. From navigating union constraints to modernizing customer service to preventing $14K leak disasters, Quisha reveals what it really takes to move a legacy public organization forward — without breaking what people rely on most. Key Topics Discussed in This Episode 1. Innovating when you can’t just “move fast and break things” Quisha explains why public-sector work requires careful experimentation, meticulous community engagement, and a deep understanding of real human consequences. 2. Building a product culture inside government constraints From union rules to multi-month approvals to city council hearings, Quisha breaks down how she rebuilt a learning culture and empowered teams to try small bets responsibly. 3. Customer obsession when “customers” = your entire city How she reframed Portland’s water services around accessibility, self-service, data-driven decisions, and a singular mission: keep families safe, supported, and never in the dark. Why Listen to This Episode? In this powerful conversation, you’ll learn how to: Turn product principles into public-good impact — even when your org moves at government speed Build innovation into legacy systems without risking public trust Lead mission-driven teams who genuinely care about the community Design services for vulnerable customers with dignity, empathy, and real-world awareness Reignite purpose when product work starts feeling disconnected from impact If you’ve ever wondered what product leadership looks like when your “users” are literally everyone, this episode is your blueprint. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

November 17, 2025Episode 944 min

Product-Market Fit, GTM, and Founder Myths with Shweta Agrawal

How to Find Product-Market Fit (Without Fooling Yourself) Founders love to sprint. Markets prefer you walk, listen, and maybe ask a few humans what they actually want. In this episode, product leader and startup advisor Shweta Agrawal joins Rina to break down why so many early-stage teams skip the fundamentals (customer discovery, focus, ICP clarity) and pay the price later. From health-tech to ed-tech to “AI for everyone” tools , Shweta shares raw stories, red flags, and the simple practices that separate wishful thinking from real traction. Key Topics Discussed in This Episode Why Founders Keep Skipping Customer Discovery Shweta explains why “I know the market because I am the market” is the fastest path to building something no one pays for — and how to break that pattern early. Product-Market Fit Signals That Actually Matter Renewals, retention, usage depth, early-adopter behavior — and why the infamous “40% Would Be Very Disappointed” test still slaps in 2025. When (and Whether) You’re Ready for Go-to-Marke t The building blocks founders overlook: ICP focus, positioning by region, partners who actually have reach, and the risks of going global before you even have 20 happy users. Why Listen to This Episode? In this thought-provoking episode, you’ll gain: A reality check on the biggest founder blind spots (and how to avoid them). A practical walkthrough of PMF signals that aren’t vanity metrics. A step-by-step look at launching intentionally — not reactively. Lessons on adapting your product for different regions, cultures, and buying habits. Whether you’re a PM or a founder, this episode will recalibrate your instincts and help you build with confidence, not guesswork. Related Resources Check out these additional tools and resources to add to your PM belt: Productside Resource Library More Productside Stories Podcast Episodes Explore Productside Courses

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