Tallinn Product Group Podcast

Tallinn Product Group(tpg.ee)

This substack is managed by product leaders based in Tallinn. www.tpg.ee

  1. Product Rants: On AI and other magical stories

    Apr 30

    Product Rants: On AI and other magical stories

    We’re back! After an eight-month breather—long enough for the tech world to reinvent itself a dozen times over—Anna-Liisa and Maria have finally refilled their cups. Welcome back to Product Rants. While we’re sticking to our raw, unscripted roots, this episode takes a slightly more philosophical turn as we try to make sense of the “magic” currently reshaping our industry. In this episode, we venture beyond the standard PM talk to explore the era of Vibe Coding. We’re seeing a world where the barrier to building is vanishing, allowing anyone—from a solopreneur to a busy mom—to create hyper-personalized software solutions tailored to their exact needs. It’s an era of empowerment, though it certainly brings a wild new set of security risks along for the ride. We also get honest about the “PM Productivity Trap.” Yes, AI can help us prototype in seconds, automate documentation, and process mountains of research data. It reduces our dependency on engineering and design for every small move, but it doesn’t eliminate the need for them. Most importantly, we argue that AI cannot accelerate your brain. While the tools are faster, they can’t manufacture empathy for a user or replace the deep industry wisdom that only a human PM can build. It felt incredible to be back behind the mics. Grab a coffee, hit play, and join us for a deep dive into this FOMO-inducing AI world in product and outside of it. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.tpg.ee

    57 min
  2. 11/12/2025

    How designers found AI startups in 2025

    I wanted to talk to someone who builds vibe coding tool, IDE or similar for a while. Also I wanted to talk to a designer about vibe coding tools. Seems like we hit a bingo in this one😄 In this episode, we spoke with Vitalik Kotik, co-founder & CEO of SuperApp, a startup building the iOS-native full-stack AI engineer - a tool that designs and builds apps in Swift without a human developer or designer. Before founding SuperApp, Vitalik spent three years as a product designer at Bolt. 🎁 SuperApp Free Credits for TPG Readers The SuperApp team is giving Tallinn Product Group readers exclusive free credits to test the app and build your first iOS app with AI. Active period: 12–24 November 2025Eligibility: Available only to TPG.ee newsletter subscribers How to claim free credits * Visit superappp.com * Click “Get Free Credits” * Sign in and enter the promo code: TALLINPRODUCTGROUP Make sure to test it out and give your feedback to Vitalik Kotik What we discussed: * The designer-founder advantage — Why YC was looking for design founders. And what advantage they have over others. * Unit economics and AI — We talked about language learning apps, and How to estimate unit economics of AI startup. and how they can be around 40–70% profit margins * The engineering behind AI tools — multi-agent orchestration, context management, and efficiency, which models to pick, development tooling, etc. Would love to hear more on this topic. * Freemium of tools like Lovable — How VC-funded players subsidize 90% of users while bootstrapped startups must break even fast. * SuperApp’s growth plan — Reaching 10,000 users through hands-on workshops, product-led growth, do things that don’t scale, agencies, etc. Episode timestamps: 00:00 – Intro: Building the AI iOS Engineer 02:10 – Do Vibe Coding Tools Make Money? 07:30 – How AI Tools Stay Profitable 09:50 – Multi-Agent Systems Explained 12:50 – Claude vs GPT for Developers 16:50 – Are AI Coding Startups Sustainable? 18:10 – Why Designers Should Be Founders 22:50 – From Product Designer to CTO 25:00 – Should You Learn Design or Engineering? 26:40 – The Italian Padel App Example 27:30 – Hitting the Limit of Vibe Coding 30:20 – Lessons in Unit Economics 34:10 – Bootstrapping SuperApp 36:50 – AI Margins vs Restaurants 37:20 – Growth Strategy for SuperApp 39:10 – B2B or B2C? Market Approach 40:35 – First Build TikTok, Then Product 42:20 – Bootstrap or Raise VC? 43:30 – Live Demo: Building an App 45:40 – The Pain of Xcode 47:10 – Final Thoughts & Free Credits Connect with: Vitalik Kotik (SuperApp)LinkedIn – sharing updates on AI + iOS building Nikolay Roll (Tallinn Product Group)LinkedIn – sharing thoughts on everything Product related + Vibe coding as a hobby Mentioned in the episode: * Corporate Waters – https://corporatewaters.substack.com/p/how-cursor-windsurf-and-lovable-grow(Article by Mikhail Shcheglov about AI coding tools’ profit margins) * Y Combinator: “Why Everyone Should Care About Design” – https://www.ycombinator.com/library * Product Hunt – https://www.producthunt.com/products/superapp?launch=superapp (PH launch of SuperApp) * Vibe Code Atelier (Tallinn) – https://allevents.in/tallinn/vibe-code-atelier-tallinn-meetup-for-builders-1/200028724137330(Community meetup in Tallinn) * Cursor Meetups (Tallinn) – https://luma.com/cursorcommunity?k=c (Community meetup in Tallinn) * Expo (React Native) – https://expo.dev (tech stack Superapp uses) * SwiftUI (Apple) – https://developer.apple.com/programs/ (Preferred tech stack in Superapp) 🎧 Enjoyed this episode?Subscribe to the TPG Podcast for weekly deep dives into product strategy, startup building, and AI tools shaping the future of tech. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.tpg.ee

    49 min
  3. 10/16/2025

    Raising in 2025 - From Prototype to Funding

    The VC market in 2025 is brutal - too difficult to raise a round.So how do you actually raise your first round when all you have is a prototype and a dream? 🎙️ Guest: Vladimir Ivanov – Co-founder & CTO at Supplied (ex-Bolt) From rolling out a pre-seed through EWOR (Europe’s Y Combinator) to closing deals in one of the toughest funding climates, we talk about what it really takes to start a company in 2025 - without hype, without virality, and without 30 engineers. Key takeaways * Fundraising in 2025 is slower and leaner. Investors expect traction, not slides. * “Too early” is not a no. It means: show customers and traction, then raising will be easier. * AI replaces headcount, not execution. You can build a working product solo - if you understand what to build. However, you need capital to accelerate growth. * Boring markets win. Compliance and tax automation might not go viral, but they pay the bills. * EWOR experience. How to join, pitch, and stand out among the 0.1% accepted. * The 30% rule. Never let one client define your business. * Bootstrapping vs VC. When to take money and when to stay lean. Chapters 00:00 From Bolt to Startup: The Journey Begins04:16 Identifying Market Opportunities: The Birth of an Idea09:17 First idea was a fail14:47 First Sales16:45 Leveraging Networking for Growth18:43 Raising first money (EWOR)22:55 Raising pre-seed28:34 Should you apply to Accelerator/Incubator29:57 How to be successful like Y Combinator ;)32:01 The Role of AI in Startups32:01 Raising Now vs Before34:12 Do investors expect AI?35:53 Hiring People or AI?40:49 Why even raise if there is AI?41:54 Plans after pre-seed raise44:07 Why start a startup in 2025?47:25 How to split responsibility between you and co-founder?48:42 Good and Bad of building a startups?51:36 Personal motivation55:18 Maybe work for someone and build a side-project?57:17 Great opportunity: go build something59:05 Thoughts about product vision Connect Vladimir Ivanov — LinkedInNikolay Roll — LinkedIn Referenced * Supplied - startup of Vladimir * EWOR Accelerator – “The Y Combinator of Europe” * Bolt – Where the founding team met * DAC7 Regulation Overview – EU marketplace tax reporting * [TPG Article] “Why your company isn’t ready for AI yet” This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.tpg.ee

    1h 3m
  4. 09/11/2025

    Talking Product: Current news and Everyday Realities

    Human written text:In this episode, Toomas and Anna-Liisa are trying out a new format: a more regular, unscripted conversation about the realities of product work and current news in the product world. Instead of polished frameworks or one-off deep dives, these sessions focus on what’s happening right now—in teams, in companies, and across the market. They begin with the lively debate between Marty Cagan and John Cutler, two voices with very different audiences and truths about product management. From there, the discussion flows into early-stage chaos and innovation, when (and if) to introduce processes, why founders struggle to hand off their “baby,” and the tricky timing of bringing in a product manager. The episode also touches on sales as an essential part of product work, bootstrapping versus VC funding, and whether venture studios could be a smarter way to get products off the ground. The common thread: product is rarely black and white - it’s about context, trust, and finding the best possible way forward. So join us in today’s talk—and let us know what you think.AI generated summary:Podcast Summary: The Realities of Product Work - A New Conversational Format Episode Overview Toomas and Anna-Liisa launched a new podcast format focusing on unscripted, real-time conversations about product management realities and current industry debates. Moving away from polished frameworks, they dive into what's actually happening in teams, companies, and the broader market. Key Discussion Points The Cagan vs. Cutler Debate The episode opens with the ongoing tension between Marty Cagan and John Cutler's approaches to product management: * Marty Cagan's perspective: Works primarily with senior management, sees many companies as "feature factories" due to reluctant product organizations. Advocates for a clear, black-and-white definition of proper product management. * John Cutler's viewpoint: Champions the nuanced reality that different contexts require different approaches. Not everything needs to fit the "inspired" framework - sometimes hybrid approaches work better. The hosts conclude these perspectives serve different audiences and both are necessary - Cagan for executive buy-in, Cutler for teams implementing the work. Early-Stage Product Chaos vs. Process A significant portion discusses when processes help versus hinder innovation: * Process as innovation killer: In early stages (4-person teams), introducing frameworks can create unnecessary overhead * Chaos enables innovation: Early-stage chaos is where breakthrough solutions emerge * Context-dependent frameworks: Combining elements from multiple methodologies often works better than rigid adherence to one The Founder's Dilemma The conversation explores the challenge of transitioning from founder-led product decisions to professional product management: * Trust dynamics: How do founders maintain trust while introducing new processes and frameworks? * The "baby handoff" problem: Founders often struggle to truly delegate product decisions, turning product managers into "fancy secretaries" * Timing challenges: When to hire a product manager and how to ensure they're empowered, not just operational Modern Market Realities The discussion touches on how product discovery has evolved: * Pattern recognition over market creation: Focus on finding existing behavioral patterns to disrupt rather than creating entirely new markets * Sales-integrated discovery: In B2B, customer interviews often work best when combined with sales processes * Subject matter expertise: Founder-market fit becoming increasingly crucial for funding success Alternative Business Models The episode explores venture studios as a middle ground between bootstrapping and VC funding: * Venture studio model: Full-stack teams providing temporary expertise across legal, marketing, engineering, product, and design * Equity for expertise: Taking 5-20% equity in exchange for getting companies to profitability * Market gap: Addressing the 97% of startups that don't make it to Series A but could succeed as profitable, smaller-scale businesses The Sales-Product Connection A key insight emerges about product managers needing sales experience: * Essential B2B skill: Every B2B product manager should do sales for 3-6 months to understand overselling dynamics and customer conversations * Buyer vs. user personas: Understanding the difference between who pays and who uses the product * Distribution reality check: Great products still need great marketing and sales - neither alone is sufficient Key Takeaways * Context over frameworks: There's no universal "right" way to do product management - success depends on matching approach to situation * Trust and timing matter: Introducing processes requires careful timing and strong trust relationships * Sales as product skill: Modern product managers, especially in B2B, must understand sales dynamics * Alternative paths needed: The industry needs more options between VC funding and pure bootstrapping * Pattern recognition: Focus on disrupting existing behaviors rather than creating entirely new markets The episode successfully demonstrates their new format's value - providing practical insights from practitioners dealing with real challenges rather than theoretical frameworks. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.tpg.ee

    49 min
  5. Product Rants: Becoming a People Manager

    08/28/2025

    Product Rants: Becoming a People Manager

    After a summer hiatus, in sync with the rest of the northern hemisphere, we are back recharged and ready to deep-dive into the world of people management. Welcome back to Product Rants, where Anna-Liisa and Maria, two product people, grab their coffee cups and vent about the chaos, contradictions, and curveballs of product management. In this fifth episode of Product Rants we explore the multifaceted journey of becoming a people leader, particularly within the realm of product management. We discuss the importance of communication, empathy, and self-discovery in leadership roles, as well as the challenges faced by middle managers. The conversation takes us to dig into the need for curiosity, understanding one's strengths and weaknesses, and the importance of creating growth opportunities within organizations. Ultimately, we advocate for a more supportive environment for aspiring leaders, encouraging individuals to reflect on their motivations and the true nature of leadership. We hope we enjoy this new episode of our rants! Chapters 00:00 Introduction to People Leadership 05:17 The Role of Communication in Product Management 11:22 The Balance Between People and Business 17:11 Challenges Faced as a New People Manager 23:00 Navigating the Complexities of Team Dynamics 28:56 The Loneliness of Leadership 38:22 Understanding Managerial Responsibilities 44:43 The Importance of Open Communication 54:06 Redefining Growth Paths in Management This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.tpg.ee

    1h 1m
  6. Journey from HR to Product Management

    08/21/2025

    Journey from HR to Product Management

    Guest: Reelika Ein, CPO at Eesti Loto Host: Urmo Keskel, co-founder of Phishbite Reelika’s background is not the usual one for a product leader. She has worked in HR in many different roles before stepping into product. At first glance this looks like a big leap. But as Reelika explains, the move was built on years of learning, curiosity, and persistence. She read books, took courses, and slowly built the skills needed to become a CPO. She talks about how her main driver has always been the wish to understand what it really takes to innovate. This curiosity gave her the courage to cross from HR into product. It also shaped her leadership style, where she combines structure with creativity and keeps teams focused on customer needs. We also discuss how AI is already shaping product management. From speeding up research to changing how teams make decisions, AI is creating new opportunities but also challenges for product leaders. For people thinking about a career in product management, Reelika shares very concrete advice. She points out what to study, what to practice, and how to stay resilient when things don’t go as planned. She also highlights resources that helped her own journey. The talk with Urmo moves between personal stories, lessons from Eesti Loto, and bigger questions about Estonia’s digital ecosystem. It’s an open and practical conversation for anyone interested in product, leadership, and innovation. Books mentioned * Anyone Can Design * Build: An Unorthodox Guide to Making Things Worth Making Course mentioned * Stanford: Leading Innovation This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.tpg.ee

    1 hr
  7. 05/15/2025

    How to Product Manage AI? | Liisi German

    Every new tool nowadays is branded "AI-powered," how do we separate the real from the buzzword? This episode digs into what actually defines an AI product - and what makes managing it so damn complex. 🎙️ Guest: Liisi German – Group Product Manager at Bolt (ex-Veriff) From self-driving cars and document scanners to chatbots that hallucinate refunds, we talk about when AI is the right tool, and when a simple if-else statement might do the job better. Key takeaways: * AI product management is about designing around uncertainty and mistakes (in some context known as hallucinations) * Don’t build AI unless you have to. Seriously. Start with manual hacks. Fake it, Buy it, then Build it. * Companies do 2 types of AI. Real AI product features and systems. And the second is automation. Most “AI” today is just automation. And that’s okay. * We go through examples of Bolt and Veriff, how to evaluate edge cases, label training data and more. Framework: 5 Jobs of an AI PM * Design around machine failure and edge cases * Decide when to buy vs. build * Define “right vs. wrong” model behavior * Source, label, and manage training data * Manage legal concerns Timecodes: 0:00 Introduction 1:25 AI Product Management Overview 2:10 What is AI product? 6:13 What is difference between: AI PM and Software PM? 13:18 How to work with uncertainty in AI Teams? 24:13 How to design around AI mistakes? 28:41 Understanding Data and Training 39:30 Should you Buy or Build your AI? 56:34 What are skills of AI PMs? 1:01:11 Liisi's University course 1:05:11 Future of AI in Product Management 1:06:01 Final Thoughts and Advice Connect: * Liisi German: https://www.linkedin.com/in/liisigerman/ * Nikolay Roll: https://www.linkedin.com/in/nikolay-roll/ Referenced: * Alfred - name of AI chatbot of Bolt - https://bolt.eu/en-ee/ * Veriff - https://www.veriff.com * OpenAI CPO on writing evals - youtube link * Amazon walk in store - https://www.businessinsider.com/amazons-just-walk-out-actually-1-000-people-in-india-2024-4 * TPG article - Why your company is not ready for AI yet - https://www.tpg.ee/p/why-your-company-isnt-ready-for-ai This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.tpg.ee

    1h 7m

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This substack is managed by product leaders based in Tallinn. www.tpg.ee