Business & Product Strategy

Shailesh Sharma

We decode complex Business and Product Strategies and make it easy for Everyone www.technomanagers.com

  1. Oct 11

    Real AI PM Interview Questions 2026

    Why are experienced PMs getting stuck in PM interviews they would have cleared two years ago? Because the interviews have changed. The old rounds are still there. Product sense, metrics, estimation and behavioural. But many PM interviews now add an AI layer on top. That layer does not ask you what RAG is or what an agent is. It asks what you would do when one breaks. That is the gap I talk about in the video above. Many PMs have learned AI. Far fewer have built with it. The new questions are written to tell the two apart. Below are the four types of AI questions we see most. For each one, I show what the question looks like, what it takes to pass, and why building helps. 1. Take-home assignments Some companies now send a take-home assignment. Here is a real one for a Product Manager, Platform Experience role. The problem was customer questions at scale. * You get 4 to 6 hours. If you reach hour seven, you stop and send what you have. * You build a small working prototype of the first thing you would build. Any tool is allowed, including AI tools. A rough script over the sample data, a clickable page or a working demo all count. * You write a PDF of up to 4 pages or 8 slides. It covers how you framed the problem, what you chose to build and not build, and how you would know it is working. * You have five days to send it. * Then there is a 45-minute call where they push back on your choices. The brief says they judge what the prototype shows, not how it is engineered. It also says a prototype that answers one question well and correctly refuses one it shouldn’t beats a polished mock of everything. To pass, you need to do five things. * Pick one narrow problem and make it work on the sample data. * Make it refuse questions it cannot answer, instead of making something up. * Write down what you left out, and why. * Say how you would measure it, with a few test questions and one or two numbers. * Defend every choice in the follow-up call. This is where building helps. If you have built AI products before, you know how much fits in 6 hours, so you keep the scope small. You know an AI tool will answer anything with confidence, so you add the refusal on purpose. Someone who has only learned AI often spends the 6 hours on a polished mock. The brief tells you that it loses. 2. RAG questions RAG is when a chatbot first fetches the right pieces of your documents and then answers from them. It is the AI topic we see asked the most. It rarely comes as a question about what RAG is. It comes like this. Chunking Our chatbot answers from a 200-page policy document. The answers are often half right. What would you change? To pass, talk about how the document is cut into pieces, called chunks. Small chunks lose context. Big chunks bring in text that has nothing to do with the question. Split by headings and sections, not by a fixed length. Keep tables in one piece. Let chunks overlap a little, so a sentence cut at the edge still appears whole in one of them. Reranking The right chunk is found, but it comes back eighth, and the model only sees the top three. What do you do? To pass, explain reranking. First, fetch more chunks, say 30, with fast search. Then a second model scores each chunk against the question again, and only the best 3 to 5 go to the model. Also mention the cost. Every answer gets a little slower. Root cause Our support chatbot started giving wrong answers last week. Find out why. To pass, split the problem into two. Take 20 wrong answers and check if the right chunk was fetched. If it was not, the problem is retrieval, so look at chunking, search and reranking. If it was fetched and the answer is still wrong, the problem is generation, so look at the prompt and the model. Then ask what changed last week. It is usually the documents, the prompt or the model. Coverage You have a Harry Potter book, and Snape is mentioned 400 to 500 times. Sometimes by name, sometimes just as he, sometimes as the Half-Blood Prince. How does your chatbot use every mention when it answers a question about him? To pass, first spot the problem. Normal search fetches only the top few chunks, and it misses the chunks where Snape is never named. Then fix the index. Work out which character every pronoun and nickname points to, and tag each chunk with the characters in it. Add a short line of context to each chunk before storing it. For questions about the whole book, answer from chapter summaries instead of hundreds of chunks. This is where building helps. When you build RAG, you watch a table get cut in half, and the answer go wrong. You see the right chunk come back eighth. You change the chunk size and see the answers change. In the interview, you talk about what you saw, not a definition. 3. AI agent questions An AI agent is a model that decides its own next step and uses tools, like search or email, to finish a task. Agent questions look like this. Agent or workflow Would you build this as an agent or as a fixed workflow? To pass, say that a fixed workflow is better when the steps are known in advance. It is cheaper, faster and easier to test. Use an agent only when the next step depends on what the user says or what a tool returns. Good answers start with the simpler option. Handoffs between agents Your system passes a task from one agent to the next. How do you know the handoffs are working? To pass, name the metrics. What share of tasks finish end to end. At which step tasks fail the most. Whether the next agent got everything it needed. How many tasks end up with a human. Time and cost per task. Stuck agents Your agent keeps calling the same tool again and again. What do you do? To pass, start with the trace, which is the step-by-step log of what the agent did. Then set a step limit and a clear stop condition. Write better tool descriptions, so the agent knows when each tool is the right one. Human approval What should the agent never do without asking a person? To pass, point to actions that cannot be undone. Refunds, payments, emails to customers and deleting data. Those wait for a human to approve. This is where building helps. Once you build an agent, you see it loop, pick the wrong tool, or pass half the information to the next step. You learn to read traces. That is exactly what these questions ask about. 4. AI product sense and metrics questions The classic product sense round now has an AI version. Should this be AI at all? Design an AI feature for a food delivery app. To pass, start with the user problem, not the model. Say when a simple rule would do the job. Then cover what AI adds, what each answer costs to run, and what the user sees when the AI is wrong. Launch decisions Your model is right 92% of the time. Do you launch? To pass, ask what the other 8% looks like. A bad song suggestion is fine. A wrong refund amount is not. Group the failures by type, decide what a wrong answer costs the user, and set the bar from that. After launch How would you know it is working? To pass, use two kinds of checks. Before launch, build a test set of real questions with the right answers marked, including questions it should refuse. After launch, watch how users react. How often they accept the answer, give a thumbs down, or ask for a human. This is where building helps. When you build, you write those test questions yourself. You watch a bot you thought was good fail more of them than you expected. After that, you stop treating one accuracy number as the answer. How to prepare for the new PM interviews Look at what every question above has in common. None of them asks for a definition. Each one asks what you would do when something breaks, and why. You can only answer that well if you have seen it break. That is why we built the AI Product Builder Cohort at Technomanagers around one objective. To make you job-ready to build AI products. * 12 weeks of real projects across RAG, AI agents, evals, prototyping and AI product strategy * 10+ projects you build yourself, with mentor feedback * One portfolio-ready AI product as your capstone * 20 hours of AI PM interview p… This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.technomanagers.com

  2. 06/22/2025

    Why WhatsApp Finally Has Ads (After 15 Years of Saying No)

    Resources * For more such Strategy and Tech Case Studies, you can download Strategies for Everyone and AI/Tech for Everyone * If you like our work, you can support us here About Me Hey, I’m Shailesh Sharma! I help PMs and business leaders excel in Product, Strategy, and AI using First Principles Thinking.For more, check out my Live cohort course, PM Interview Mastery Course, Cracking Strategy, and other Resources Remember when WhatsApp swore off ads? “No ads. No games. No gimmicks.” That was their promise. But fast forward to today, and that promise is broken. WhatsApp is rolling out ads and paid channel subscriptions — silently, carefully. A move over a decade in the making. Why now? Why did the world’s most private messaging app finally give in to the ad game? And what does this mean for you, for Meta, and for the future of messaging itself? Let’s unpack it — step by step — from tech constraints to business strategy, from privacy to platform power plays. Why Ads Now? To understand this shift, we need to zoom out. WhatsApp was never meant to be a business. In 2009, it launched as a pure, ad-free communication tool. And when Meta bought it for $19 billion in 2014, it still didn’t have a business model. That was intentional. The founders — Brian Acton and Jan Koum — believed ads would destroy the user experience. And for years, Meta respected that vision. But a few things changed: One, Meta’s revenue still depends — over 95% — on advertising. As they invest billions into AI, they need more revenue engines. Two, WhatsApp’s infrastructure has scaled massively. Over 2 billion users. 100 billion messages a day. That’s not cheap. Three, Meta found a workaround: Status and Channels. These aren’t encrypted chats. They’re public-ish spaces. So for the first time, Meta found a place in WhatsApp to show ads — without breaking encryption. This wasn’t a sudden shift. It was strategic. Years of building WhatsApp Business APIs, Payments, and now — Channels — set the stage. And today, that stage is ready. What It Means for Consumers Here’s the good news: ads aren’t showing up in your private messages. They’re only appearing in the Updates tab — between statuses and channels you follow. That’s by design. It’s low-friction, high-visibility real estate. But even this subtle change hits a nerve. WhatsApp always felt sacred — quiet, personal, unlike Instagram or Facebook. And this move shifts that perception. The fear? A slippery slope. If ads work in Updates, could they creep into inboxes next? Could privacy slowly erode? This is WhatsApp’s tightrope: monetize… without losing trust. What It Means for Advertisers For advertisers, this is a goldmine. WhatsApp’s open rates are insane. Users check it multiple times a day. No algorithm filters. No clutter. And now, you can place ads where users are already scrolling — Status and Channels. Even better? These ads can link directly into a chat. Imagine clicking on an ad and starting a conversation instantly with the brand. Yes, targeting is limited — Meta still can’t scan chats. But it can use metadata, language, location, and Meta’s cross-platform profile data. This creates a new type of performance ad: high intent, high context, and instant conversation. What This Means for WhatsApp’s Future WhatsApp isn’t just a messenger anymore. It’s evolving — into a business tool, a content platform, and maybe soon… a marketplace. Think about it. Payments via UPI. Business catalogs. Verified shops. Creator channels. And now ads. This is Meta’s WeChat moment — especially in India and Brazil. A vision where messaging, media, commerce, and discovery all live in one app. And the monetization levers? Ads. Subscriptions. Promotions. Just like every other platform — but in a more personal space. Meta’s Broader Strategy Zoom out further. This isn’t just about WhatsApp. It’s about Meta’s survival. With Apple blocking tracking, and TikTok stealing attention, Meta is rebuilding. They’re investing in AI chips, foundation models, smart glasses. And they need cash flow to fund all of it. That’s where WhatsApp comes in — a sleeping giant, now finally opening its doors to monetization. And it’s also where Meta’s super-app play comes together: Facebook, Instagram, Threads, WhatsApp — linked by identity, data, commerce, and of course… ads. Should WhatsApp Offer an Ad-Free Tier? Could WhatsApp offer a paid version? Ad-free. Maybe even with premium features? It’s possible. Telegram already does it. YouTube’s doing it. Even Instagram is exploring it in the EU. But here’s the tension: most users won’t pay. And Meta doesn’t want to train them to avoid ads. Still, in privacy-conscious markets, it could be a valuable escape hatch. Let’s not forget: WhatsApp’s founders left over this exact issue. Brian Acton famously tweeted, “Delete Facebook.” He later funded Signal — a true privacy-first app. Could a new player emerge today? Technically yes. But scale is hard. Network effects are real. More likely? A slow user shift to platforms like Signal or Telegram if trust breaks down. How Ads Actually Work So how do these ads work, technically? They’re not based on your chats. Instead, they rely on: * Location * Language * Channels you follow * Meta-wide profile data (if connected) Ads are likely preloaded into your Updates feed. Like Instagram story ads — but without personalisation from chats. Businesses can promote channels. Creators can offer subscriptions. And Meta gets clean, privacy-compliant monetisation. Meta is rolling this out quietly. India. Brazil. Spain. They’ve added toggles to control what you see. They’re watching feedback. And they’re betting most users won’t notice — or care. But the risks are real: * Regulatory backlash * User attrition to rivals * Ads creeping into core messaging experience If things go wrong, Meta can slow down. But if it works? WhatsApp becomes Meta’s most profitable platform yet. This is no small experiment. WhatsApp is shifting — from pure messenger to monetized platform. From no-ads… to maybe your next favorite marketplace. Is this the beginning of something powerful — or the end of something private? You tell me. Would you pay for WhatsApp to stay ad-free? Or are you okay with curated commerce in your updates tab? Clap, follow, and drop your thoughts below. Resources * For more such Strategy and Tech Case Studies, you can download Strategies for Everyone and AI/Tech for Everyone * If you like our work, you can support us here About Me Hey, I’m Shailesh Sharma! I help PMs and business leaders excel in Product, Strategy, and AI using First Principles Thinking.For more, check out my Live cohort course, PM Interview Mastery Course, Cracking Strategy, and other Resources This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.technomanagers.com

    Why WhatsApp Finally Has Ads (After 15 Years of Saying No)

About

We decode complex Business and Product Strategies and make it easy for Everyone www.technomanagers.com