Tag: product discovery

  • AI Product Management Skills: A Practical 12-Month Roadmap

    AI Product Management Skills: A Practical 12-Month Roadmap

    You may know how to prompt a model and still feel unprepared to own an AI product. That gap is real. Producing a plausible response is easy; deciding what should be built, how to evaluate it, when to trust it, and whether it improved the user journey requires a broader product skill set.

    The useful roadmap is not a queue of courses or tools. It is a sequence of increasingly consequential work: understand model behavior, turn ideas into testable artifacts, ship a bounded workflow, and then build the operating system that lets more teams do it responsibly.

    What you should be able to do after 12 months

    An AI product manager does not need to become a machine-learning engineer. You do need enough technical judgment to frame a feasible problem, challenge an architecture, inspect failures, define an evaluation, and make a release decision with engineering and design.

    The 12-month progression from foundations to governed scale works because each phase produces evidence needed by the next one. You learn model constraints before promising a user experience. You build evaluations before exposing the system to real customers. You prove one workflow before standardizing it across a product organization.

    Key takeaways

    • Months 1-3: Learn model behavior, context management, prompting, retrieval, privacy, and data governance. Apply them to product discovery.
    • Months 4-6: Build prototypes and an evaluation system. Instrument activation and retention before treating the feature as ready.
    • Months 7-9: Ship a bounded AI-enabled workflow with safeguards, monitoring, recovery paths, and clear human control.
    • Months 10-12: Standardize evaluation gates, analytics, discovery practices, roadmapping, and outcome-based reporting.

    Treat these as capability gates, not calendar milestones. If you cannot explain why a prototype failed in month six, more production infrastructure will not fix the problem. If you cannot show that users received value in month nine, scaling the feature will only distribute uncertainty.

    By the end of the roadmap, your portfolio should contain operating artifacts rather than course certificates: an AI product brief, a prompt and retrieval pattern, a reusable evaluation set, an instrumented production workflow, a risk checklist, and a scale playbook. Those artifacts demonstrate that you can move from possibility to accountable product performance.

    Months 1-3: Learn enough AI to make sound product decisions

    Your first objective is not technical fluency for its own sake. It is learning where model behavior changes a familiar product decision. A deterministic feature is expected to return the same result for the same state. A generative feature can produce different, incomplete, or confidently incorrect outputs. That changes acceptance criteria, testing, interface design, and the meaning of “done.”

    Build an operator’s mental model

    Work through four capabilities in order:

    1. Model behavior and constraints: Learn what the model receives, what it produces, where variability enters, and which failures matter to the user. You should be able to distinguish a capability problem from a context, instruction, or workflow problem.
    2. Context window management: Decide which information belongs in the model’s working context, which information is stale, and which information should never be sent. More context is not automatically better context. Irrelevant material can obscure the evidence the task actually requires.
    3. Prompting as product specification: Write reusable instructions that state the task, relevant context, constraints, required output, and quality criteria. Save the prompt with examples of both acceptable and unacceptable behavior. A prompt library is useful only when another person can reproduce and assess the result.
    4. Retrieval-first design: For tasks that depend on changing or proprietary knowledge, learn the basic pipeline: retrieve relevant approved information, give that information to the model, generate an answer, and preserve enough traceability to investigate failures. This is a product choice as much as an architecture choice because it determines what the experience can reliably know.

    Pair these capabilities with privacy-by-design and data governance from the beginning. Before using customer or company information, write down which data classes are permitted, who can access them, where they may be retained, and what must be removed or masked. If those answers are unclear, use synthetic or explicitly approved material until the policy is settled. Avoiding sensitive data at the prototype stage is safer than trying to remove it after it has spread through prompts, logs, and evaluation files.

    Apply the foundations to product discovery

    Discovery gives you a low-risk place to practise. Use generative AI to summarize research, cluster feedback, compare recurring needs, or sharpen a value proposition. Keep the model in an assistive role: every synthesized theme should remain traceable to the underlying customer evidence. If you cannot inspect the feedback behind a cluster, you cannot tell whether the model found a pattern or flattened important differences.

    Create an AI product brief for one candidate problem. Include:

    • The user and the job they are trying to complete.
    • The decision or work the model will assist with.
    • The inputs the system may use and the inputs it must reject.
    • The expected output and the conditions that make it useful.
    • The consequence of a wrong, missing, or delayed output.
    • The point at which a person reviews, edits, approves, or overrides the result.
    • The product signal that would show improved user behavior.

    You are ready for the next phase when you can explain the proposed experience without hiding behind model vocabulary. You should be able to identify the necessary context, name the important failure modes, explain whether retrieval is needed, and show how the user remains in control.

    Months 4-6: Prototype the experience and build its evaluation system

    A prototype is valuable when it tests uncertainty, not when it merely looks polished. Use generative AI to accelerate UX mocks, PRDs, in-app guidance, and alternative interaction flows, but spend the saved time on the questions that determine whether the product deserves to ship.

    Prototype the entire decision loop. Show where the user supplies context, how the result is presented, what happens when the answer is weak, how the user corrects it, and whether that correction improves the next step. The error state is part of the primary AI experience; hiding it until engineering integration creates false confidence.

    Use evaluation as a development method

    Eval-driven development turns a vague judgment such as “the answers seem good” into a repeatable product decision. Build the evaluation alongside the prototype:

    1. Define the task boundary. State what the system is expected to do and what remains outside its responsibility.
    2. Collect representative cases. Include normal inputs, ambiguous inputs, missing information, adversarial behavior, and cases where the correct response is to stop or ask for clarification.
    3. Write a scoring rubric. Assess the properties the user actually needs, such as correctness, relevance, completeness, appropriate tone, traceability, or compliance with a constraint.
    4. Record a baseline. Compare the proposed experience with the current workflow or a simpler non-AI alternative. A model output is not valuable merely because it exists.
    5. Inspect failure patterns. Separate prompt failures, missing-context failures, retrieval failures, model limitations, interface confusion, and policy violations. Each category points to a different remedy.
    6. Set a release gate. Decide which failures block launch, which require human review, and which are tolerable in the intended use case. The gate should reflect the consequence of error, not enthusiasm for the feature.

    Keep the evaluation set versioned with the product. When you change the prompt, model, retrieval logic, or available tools, rerun the same cases. Otherwise, an apparent improvement in one example can conceal regressions elsewhere.

    Instrument behavior before launch

    Quality evaluation and product analytics answer different questions. An evaluation tells you whether the system behaved acceptably on known cases. Behavioral analytics tells you whether customers reached value in the product.

    Define the journey in Amplitude or your existing analytics system before exposing the prototype broadly. Capture the moment a user encounters the feature, supplies enough information, receives an output, accepts or edits it, completes the downstream task, returns to use it again, abandons it, or escalates to a person. That sequence gives you activation and retention signals rather than a vanity count of generations.

    If you run an A/B test, choose the minimum detectable effect before launch. The decision matters because an experiment that cannot detect a product-relevant change may produce an inconclusive result even when the dashboard looks busy. Define the primary outcome, guardrail metrics, exposure rule, and analysis plan before looking at the results.

    Move forward when the prototype solves a defined task, the evaluation catches meaningful failures, the events expose the user journey, and the experiment can answer a decision. A persuasive demo without those four elements is still a demo.

    Months 7-9: Ship a bounded workflow, not an open-ended assistant

    The production phase is where product judgment becomes visible. Start with a workflow that has a recognizable beginning, end, and owner. Customer-support, CRM, and guided-onboarding workflows are useful patterns because the AI can sit inside an existing user journey rather than asking customers to invent a use case from a blank chat box.

    Screen the workflow before committing engineering capacity:

    • Is the user’s job clear enough to define a successful completion?
    • Does the system have access to approved, relevant context?
    • Can you observe whether the user accepted, corrected, ignored, or escalated the output?
    • What happens to the customer if the system is wrong?
    • Can a consequential action be paused, reviewed, or reversed?
    • Is a generative system materially better than a rule, search result, template, or conventional workflow?

    Use agentic AI only when the job genuinely requires several connected steps, tool use, or changing plans. Additional autonomy also creates more places for permissions, context, and actions to go wrong. Begin with the narrowest useful boundary, then expand it when production evidence supports the change.

    Map the production loop before building it

    A product trio should be able to trace the complete workflow on one page:

    1. Trigger: What user action or system event begins the workflow?
    2. Context: Which profile, conversation, account, or knowledge records are retrieved?
    3. Generation or decision: What does the model produce, classify, recommend, or plan?
    4. Tool action: Which systems can it read from or write to, and under whose authority?
    5. Human checkpoint: Which output can be edited, rejected, or approved before it changes customer data or sends an external message?
    6. Recovery: How does the product handle low confidence, missing data, tool failure, timeouts, or a user correction?
    7. Learning signal: Which feedback updates the evaluation set, product decision, or workflow design?

    Place safeguards at the point of consequence. Restrict the data and tools the workflow can access. Require explicit approval before a high-impact external action. Preserve a record of the inputs, retrieved context, output, action, and user response so a failure can be investigated. If an action cannot be safely reversed, keep it behind human review until the risk has been addressed.

    Threat detection and response also need a product playbook. Define what counts as suspicious input or abnormal behavior, who receives the alert, how the workflow is disabled or contained, what evidence is retained, and how affected users are handled. The escalation path should exist before the first serious incident, not be improvised during it.

    Monitor the experience at four levels

    • User outcome: Did the customer complete the intended job with less effort or fewer avoidable handoffs?
    • AI quality: Are the evaluation scores and failure categories changing after releases?
    • Workflow health: Are retrieval, model, and tool steps completing as expected, and can the team locate the failing stage?
    • Risk: Are users overriding outputs, escalating cases, encountering policy violations, or triggering suspicious behavior?

    Track deployment frequency because a team that can release safely can also learn faster. Do not confuse release frequency with customer value, though. The useful loop connects a deployment to a quality change, a behavior change, and a decision about what to do next.

    Months 10-12: Turn one successful product into a repeatable system

    Scaling is not copying the same AI feature into every surface. It is making the successful practices reusable while preserving room for different user risks and workflow requirements.

    Codify the operating assets that reduced uncertainty during the earlier phases:

    • An intake template that starts with the user problem, current workflow, expected outcome, and consequence of error.
    • A continuous-discovery practice that keeps generated themes connected to original customer evidence.
    • A retrieval-first architecture template for products that depend on approved or changing knowledge.
    • A shared prompt library with owners, versions, expected behavior, and known limitations.
    • An evaluation gate covering representative cases, blocking failures, human-review requirements, and regression checks.
    • A production checklist covering permissions, privacy, observability, recovery, threat response, and user control.
    • A monitoring cadence that connects product behavior, AI quality, workflow health, and risk.

    Do not impose one universal quality threshold on every AI feature. A low-consequence drafting aid and a workflow that changes a customer account do not carry the same downside. Use the same evaluation process across teams, but set release gates according to the task, affected user, reversibility, and consequence of failure.

    Use common analytics without erasing product context

    A unified analytics model lets leadership compare lift across products without forcing every team to use an identical funnel. Standardize the basic meanings of exposure, meaningful use, successful task completion, correction, abandonment, escalation, and return usage. Then let each product define the events that represent those states in its own journey.

    This is also where roadmapping and sprint planning should move from output commitments to outcome-based decisions. “Ship an AI assistant” is an output. A useful objective describes the customer behavior or business result that should change. The roadmap can then contain competing ways to produce that change, including improvements that do not require AI.

    Use a consistent stakeholder narrative:

    • What shipped: The workflow or capability placed in users’ hands.
    • What moved: The user, product, quality, and risk signals that changed.
    • What was learned: The assumptions confirmed, rejected, or still unresolved.
    • What happens next: The decision to expand, revise, contain, or stop the work.

    That structure prevents activity from masquerading as progress. It also gives executives a clear basis for funding decisions: evidence of value, evidence of control, and a specific next bet.

    Start this week with one recurring user decision. Write its AI product brief, run the workflow manually with permitted data, and save the successful and failed cases as the beginning of an evaluation set. If you cannot define a good result or the consequence of a bad one, stay in discovery. If you can, you have a concrete first artifact and a reason to proceed to a prototype.

    References

  • AI in Product Design: My Proven Playbook, Real Use Cases, and the Tools That Win Faster

    AI in Product Design: My Proven Playbook, Real Use Cases, and the Tools That Win Faster

    In product design, AI has shifted from novelty to non-negotiable. I’ve watched teams accelerate discovery, compress prototyping cycles, and turn ambiguous ideas into validated experiences faster than ever—without sacrificing quality or customer trust.

    AI in product design has quickly moved from new to necessary. Here are the AI product design tools and approaches you need to stay relevant in this decade.

    From my vantage point leading product teams, “necessary” means AI is woven throughout the product lifecycle—discovery, prioritization, prototyping, validation, and iteration—not bolted on. The goal isn’t to chase hype; it’s to build durable advantage with clear AI Strategy, disciplined execution, and measurable outcomes.

    First, anchor the work in strategy. Tie every AI initiative to a specific customer problem and value proposition, then express that linkage with outcomes vs output OKRs. This keeps teams focused on real impact and avoids feature-chasing. It also sharpens product positioning and clarifies where AI can deliver competitive differentiation versus simple points of parity.

    Second, upgrade discovery. I rely on AI workflows to synthesize interviews, cluster themes, and surface insights at scale. A retrieval-first pipeline—grounding models in our own data—improves factuality and reduces hallucinations. Combine this with strong data governance and privacy-by-design so insights are trustworthy and compliant from day one.

    Third, make quality measurable. Adopt eval-driven development: define evaluation sets and acceptance thresholds that reflect real user tasks before you ship. Pair that with A/B testing and minimum detectable effect (MDE) discipline, so you learn quickly and confidently. Add safety guardrails (red-teaming prompts, content filters, and bias checks) to manage AI risk without slowing the pace.

    Fourth, enable empowered product teams. Product trios (PM, design, engineering) should co-create prompts, prototypes, and evaluation criteria. Give designers and PMs practical tools—LLMs for product managers, structured prompt templates, and reusable components—so AI-augmented work becomes the default, not a special project.

    Where does AI shine in product design today? Concept exploration and market scans, turning fuzzy opportunity spaces into crisp problem statements. Rapid wireframes and interaction ideas, using gen ai for product prototyping to explore multiple design directions in minutes. UX writing that adapts tone and reduces friction across onboarding, tooltip design, and microcopy.

    It also excels at guided experiences. I’ve seen strong lifts in user activation when we pair in-app guides and product tours with context-aware suggestions. For support and education use cases, a retrieval-grounded assistant can deflect tickets, shorten time-to-value, and reinforce the product’s value proposition at the exact moment a user needs help.

    Voice is another frontier. A well-scoped voice AI agent can accelerate complex workflows (think data entry or multi-step configurations) when hands-free is faster or more intuitive. Just be intentional about when agentic AI adds net value versus when a simple UI tweak would do.

    On the tooling side, my AI product toolbox is pragmatic and modular. For analytics and learning loops, Amplitude analytics and Pendo help quantify behavior changes and retention analysis. For in-product engagement and feedback routing, Intercom and HubSpot integrate cleanly with LLM-driven tagging and summarization. For ideation and automation, I use a ChatGPT connector and Claude Code for quick scripts, data wrangling, and prompt experiments. The constant: a retrieval-first pipeline that grounds models in approved knowledge and maintains context window management at scale.

    Risk management is built in, not bolted on. Set clear AI risk management policies, catalog model and data dependencies, and document decisions. Align with regulatory compliance requirements early, and keep an audit trail of prompts, datasets, and eval results. That’s how you move fast without breaking trust.

    If you’re getting started, begin small: pick one high-friction workflow, add a retrieval-grounded copilot, and measure the lift. Use the results to inform product roadmapping and sprint planning, then scale to adjacent use cases. With disciplined discovery, sharp evaluation, and the right tooling, AI becomes a force multiplier for product teams and a clear win for customers.


    Inspired by this post on Product School.


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  • From Concierge to AI Marketing Engine: Inside Mowie’s Document Hierarchy Playbook

    From Concierge to AI Marketing Engine: Inside Mowie’s Document Hierarchy Playbook

    I’m constantly asked by SMB owners: What if your small business could have a full marketing team—automated content calendars, customer segmentation, and channel-specific posts—without the headcount? That question is no longer hypothetical; it’s precisely the promise behind Mowie, and the way they got there is a masterclass in practical AI product development.

    I recently listened to Chris O'Connor (CEO) and Jessica Valenzuela (Co-Founder) of Mowie, an AI marketing platform built for small and medium-sized businesses in restaurants, retail, and e-commerce. Their story starts with a concierge marketing service—doing the work by hand for overwhelmed owners—and evolves into a fully automated AI product.

    They walk through their "document hierarchy" approach: how Mowie crawls the web to build a "dossier" about each business, infers customer segments and marketing pillars, and generates quarterly content calendars with channel-specific posts. As a product leader, this is the kind of retrieval-first pipeline that consistently outperforms naive prompt chaining because it builds durable context before generation.

    They also unpack the technical challenges of structuring unstructured data and the evolution from rigid schemas to loosely structured markdown. In my experience with LLMs for product managers, markdown becomes a flexible intermediate representation that’s easy to diff, trace, and feed back into models without brittle parsing.

    Equally important, they use customer feedback—from calendar approvals to regeneration requests—as their primary evaluation signal. That’s eval-driven development in practice: close the loop with lightweight evals that reflect genuine user intent, not proxy metrics.

    The planning model is elegant: the three mini-calendars—public events, business-specific events, and recommended campaigns—roll up into a coherent plan that eliminates the blank-page problem and enables steady, predictable execution.

    Crucially, they’re building traceability so customers can see which context documents influenced their content. This kind of transparency increases trust, accelerates edits, and supports governance in regulated categories where auditability matters.

    Onboarding and data collection stay pragmatic: let the system crawl first, ask humans only for deltas, and progressively profile over time. It’s a pattern I advocate in continuous discovery and AI workflows—keep humans in the loop without overwhelming them, and make the right action the easy action.

    Early on, they used Simon Sinek's Golden Circle framework to validate demand and sharpen messaging. Framing the "why" before the "what" helps teams maintain a crisp value proposition and tighten their go-to-market strategy.

    Performance measurement goes beyond vanity metrics by connecting marketing performance back to point-of-sale data for attribution. The ability to tie campaigns to revenue events is the bridge from clever content to accountable outcomes.

    What’s next is equally compelling: deeper attribution, omnichannel expansion, and digital out-of-home displays. For SMBs, that points to a unified analytics platform spanning email, social, and in-store touchpoints—exactly where modern marketing is headed.

    My takeaways for builders: invest in a retrieval-first pipeline with a resilient document hierarchy; prefer loosely structured markdown over rigid JSON when dealing with messy inputs; design human-in-the-loop controls that double as evals; and always connect activity to business outcomes. That’s how you turn an idea into a repeatable system that scales.

    If you want to explore further, start here: Mowie AI — AI marketing platform for SMBs. For early validation and storytelling, revisit Simon Sinek's Golden Circle.


    Inspired by this post on Product Talk.


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  • Automated Insights for Product Teams: Uncover Causal ‘Aha’ Moments in Minutes, Not Weeks

    Automated Insights for Product Teams: Uncover Causal ‘Aha’ Moments in Minutes, Not Weeks

    I’ve spent countless cycles guiding teams through the maze of dashboards, SQL pulls, and ad‑hoc analyses—only to watch truly meaningful patterns emerge far too late. Automated insights are the next frontier in product analytics: a shift from manual exploration to AI that proactively surfaces what matters most. When we let the system do the heavy lifting, we accelerate discovery, reduce bias, and give product trios the clarity to act.

    Finding causal connections in product data involves exhaustive searches and tests. We trained our AI to find “aha” moments in minutes instead of weeks.

    Here’s what that means in practice for product management: the platform continuously scans events, cohorts, and segments; prioritizes signals linked to activation, conversion, and retention; and highlights likely causes behind meaningful movements in your core KPIs. Instead of sifting through endless funnels and cohorts, I get ranked hypotheses I can validate with targeted A/B testing and minimum detectable effect (MDE) guardrails.

    This approach turns analytics into action. Automated insights reduce time-to-learning, tighten our discovery loops, and make continuous discovery tangible—especially when we’re aligning roadmaps, designing experiments, and refining onboarding. Whether you’re using tools like Amplitude analytics or instrumenting a unified analytics platform, the value is the same: faster, clearer paths to customer impact.

    I’ve seen teams unlock retention analysis breakthroughs by spotting counterintuitive patterns—like a specific feature combination or an overlooked step in onboarding—well before they would have surfaced through manual analysis. With AI workflows scanning the noise and elevating the signal, we can focus on decisions: ship or iterate, scale or sunset, double down or pivot. That’s empowered product teams in action.

    If you’re building for product-led growth, this is the leverage you’ve been waiting for. Automated insights transform how we prioritize, test, and communicate strategy—bringing us from gut feel and lagging indicators to explainable, causal narratives we can stand behind. The outcome is simple: more confident bets, less waste, and a faster path to durable product-market fit.


    Inspired by this post on Amplitude – Best Practices.


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  • Product Analytics for Everyone: Master Funnels, Retention, and Conversion to Drive Growth

    Product Analytics for Everyone: Master Funnels, Retention, and Conversion to Drive Growth

    Product analytics isn’t a specialist’s sport—it’s a team capability. In my role leading product teams, I’ve seen designers, engineers, marketers, and customer success partners uncover insights that shape strategy, accelerate product-led growth, and improve outcomes for customers. When we demystify the basics and bring analytics into everyday decisions, we build truly empowered product teams.

    Here’s the core promise of this approach: "Learn the product analytics fundamentals of funnels, retention, and conversion drivers so that anyone can confidently answer key product questions." That line has guided how I teach product managers to think—start with the essentials, tie them to real customer behaviors, and make the work repeatable across the organization.

    I start with funnels because they tell a story—the journey from discovery to value. A simple example: track the path from sign-up to user activation to the first value event. This reveals where onboarding succeeds or stalls, what friction blocks adoption, and which moments are ripe for optimization. With tools like Amplitude analytics or Pendo, we can break down conversions by segment, channel, or feature usage to isolate where improvements matter most.

    Next comes retention analysis, the clearest signal that we’re building something customers choose to return to. Cohort analysis shows who comes back and when; retention curves show where value compels a second, third, and tenth use. Tie retention to activation milestones and the outcomes customers achieve—not just logins—and you’ll quickly spot whether your product discovery assumptions hold up in the wild. A unified analytics platform makes these insights discoverable and repeatable across teams.

    Conversion drivers round out the picture. Once the funnel is clear and retention is stable, I look for the behaviors and experiences that predict success: feature combinations, time-to-value, message timing, or supportive content. Whether in Amplitude analytics or Pendo, correlating these drivers with outcomes lets us prioritize roadmaps with confidence. Pair this with continuous discovery—qualitative interviews, in-product feedback, and rapid experiments—and you’ll move from interesting data to decisive actions.

    This is how we build empowered product teams: by making analytics a daily habit rather than a quarterly report. We bring insights into roadmap reviews, design critiques, and sprint planning; we celebrate learning from experiments as much as shipping features; and we hold ourselves accountable to customer outcomes, not just output. When everyone can interpret funnels, discuss retention, and isolate conversion drivers, we make smarter bets faster.

    If you’re getting started, keep it simple. Define a clear activation metric, instrument the top of your funnel, and track a small number of cohorts. Share a weekly readout with highlights, surprises, and questions to investigate. Over time, stitch insights into narratives that drive product-led growth—and, most importantly, help customers achieve what they came for.

    Product analytics isn’t just for analysts. It’s a shared language for product discovery, onboarding excellence, user activation, and long-term retention. When we practice it together, we build better products and stronger teams.


    Inspired by this post on Amplitude – Best Practices.


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  • From No-Code Hack to 10,000 Weekly Calls: Inside Perk’s Voice AI That Actually Works

    From No-Code Hack to 10,000 Weekly Calls: Inside Perk’s Voice AI That Actually Works

    I love real-world AI that ships, scales, and actually solves painful customer problems. This story checks every box. As a product leader who has brought agentic AI to production environments, I was captivated by how a small, focused team at Perk took a no-code voice AI prototype and turned it into a system that reliably makes 10,000+ calls per week to prevent failed hotel payments.

    What happens when you combine a real customer problem, a no-code prototype, and a team willing to listen to every single call?

    Steven Payne (Product Manager), Gabriel Stock (Senior Engineering Manager), and Philipe Steiff (Senior Software Engineer) from Perk share how they built a voice AI agent that calls hotels to verify virtual credit card payments, preventing travelers from arriving to find their rooms unpaid. This is a textbook example of linking operational pain to a high-leverage AI solution.

    What started as a hackathon experiment in Make.com became a production system handling over 10,000 calls per week across multiple languages. Along the way, the team learned hard lessons about prompt engineering for voice (numbers, pronunciation, and a very "Karen-like" first version), how to break a single monolithic prompt into structured conversation stages, and why listening to actual calls beats any amount of theorizing.

    From a product management perspective, this approach aligns perfectly with eval-driven development and continuous discovery. Structure the problem, instrument aggressively, ship safely, then listen—deeply—to real interactions. In my own teams, I’ve seen that nothing accelerates iteration on agentic AI like closing the loop between qualitative call reviews and quantitative evals.

    They built a working prototype without writing a single line of backend code.

    They structured the call into discrete stages (IVR, booking confirmation, payment) to improve reliability.

    They created two eval systems: one for call success classification, another for conversational behavior.

    They scaled from five calls a day to tens of thousands per week while maintaining quality.

    This is a detailed look at building AI for real-time human interaction—where the stakes are high and the feedback is immediate.

    Guests: Steven Payne, Product Manager, Perk; Gabriel Stock, Senior Engineering Manager, Perk; Philipe Steiff, Senior Software Engineer, Perk.

    What stood out to me was how Perk's team identified an AI use case by connecting prior experimentation with a real operational problem. Why they chose Make.com for prototyping—and shipped to production without touching backend code—underscores how far no-code can take you when paired with crisp problem framing. The evolution from a single prompt to structured conversation stages (IVR handling, booking confirmation, payment request) is exactly how you harden agent behavior for production.

    Breaking up the agent's task dramatically improved reliability. They also built two eval systems: classification for success rates and LLM-as-judge for conversational behavior. Even with automation, the team still listens to calls manually—a practice I strongly endorse for uncovering edge cases, trust issues, and UX nuances that dashboards can’t show.

    The challenge of prompt engineering for voice—numbers, booking references, and text-to-speech markup—was non-trivial. Expanding to German revealed that prompts in native language improve results. And, as often happens with operations-heavy rollouts, this project uncovered other operational problems they didn't know existed—valuable signal for the roadmap.

    Resources & Links: Perk. Make.com — No-code automation platform used for the prototype. Twilio — Voice/telephony provider. Eleven Labs — Text-to-speech provider (used in early experiments).

    Chapters: 00:00 Introduction to the Team; 01:54 Understanding PERK's Mission; 02:59 Challenges in Travel Booking; 07:27 AI Solutions for Customer Care; 09:52 Prototyping with AI and Voice; 17:00 Implementing AI in Production; 25:51 Learning Through Trial and Error; 26:40 Prompting Challenges and Solutions; 27:58 Iterating on Prompts and Evaluations; 30:08 Scaling and Production Challenges; 32:43 Advanced Evaluation Techniques; 35:32 Real-World Applications and Success; 49:07 Future Directions and Expansion; 53:53 Conclusion and Team Reflections.

    My product takeaways: Start with clear operational pain and measurable outcomes (e.g., payment verification). Use no-code to validate quickly, then progressively harden. Treat voice AI like any production system: break it into deterministic stages, add guardrails, and measure both outcome and behavior. Pair automated evals with hands-on reviews. And when going multilingual, write prompts in the native language—your accuracy will thank you.

    If you’re exploring agentic AI for operations, this is the blueprint: tight scoping, Make.com for speed, Twilio for reliability, structured prompts for control, and an eval-driven loop to scale quality with confidence.


    Inspired by this post on Product Talk.


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  • How Amplitude AI Feedback Turns Noise into Product Signal You Can Ship With Confidence

    How Amplitude AI Feedback Turns Noise into Product Signal You Can Ship With Confidence

    I’ve spent enough time in the trenches of product management to know the hardest part isn’t collecting feedback—it’s separating signal from noise. When every channel is buzzing, the real question becomes: what should we build next, and why? That’s where Amplitude AI Feedback has changed how I work. It gives me a disciplined, data-informed way to turn messy qualitative input into clear, defensible roadmap decisions.

    Learn how Amplitude AI Feedback leverages AI to transform massive volumes of customer feedback into actionable product insights.

    In practice, this means I can synthesize input from support tickets, NPS responses, user interviews, sales notes, and reviews—then connect those insights to product behavior data from Amplitude analytics. The result isn’t just a list of requests; it’s a ranked problem set grounded in evidence, which makes product discovery and continuous discovery faster, clearer, and less biased.

    A recent example: we were hearing recurring complaints about onboarding friction, but it wasn’t obvious which steps truly mattered. By pairing feedback themes with activation and retention signals, I could zero in on the first-session setup tasks that correlated with drop-off. That clarity guided product roadmapping and sprint planning decisions we could stand behind, and it accelerated user activation without bloating the backlog.

    My workflow is straightforward: aggregate feedback, cluster themes, validate with behavioral metrics, and translate insight into outcomes. I look for patterns tied to user activation, retention analysis, and moments that drive product-led growth. When the evidence shows a request is both frequent and high-impact, it earns a place on the roadmap; when it’s loud but low-impact, it becomes a targeted experiment rather than a default commitment.

    What I appreciate most is the confidence this brings to stakeholder conversations. Instead of debating opinions, we review the evidence: quantified themes, clear user stories, and measurable KPIs. That turns “Finally, Signal That Tells You What to Build” from a slogan into an operating principle, and it helps empowered product teams move faster with fewer reversals.

    If you’re building your AI Strategy or exploring LLMs for product managers, this is one of the highest-leverage moves you can make: use a unified analytics platform to connect qualitative feedback with quantitative behavior. It sharpens prioritization, improves time-to-learning, and keeps the team focused on outcomes—not outputs.


    Inspired by this post on Amplitude – Best Practices.


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  • AI vs. Human Judgment in Customer Interviews: The Hard‑Won Lessons That Changed My Mind

    AI vs. Human Judgment in Customer Interviews: The Hard‑Won Lessons That Changed My Mind

    I recently revisited a topic I once pushed back on: using AI to analyze (and maybe even synthesize) customer interviews. After six months of real-world experiments and countless conversations with seasoned product leaders, I’ve evolved my perspective. There is meaningful value here—but only when we’re clear about where AI helps and where it quietly erodes the hard-won customer understanding that powers great product decisions.

    If you want to experience the conversation that sparked this reflection, you can listen to the episode on Spotify or Apple Podcast, and watch the discussion here: YouTube. It’s a candid, practical exploration of AI’s role in continuous discovery, and it mirrors what I’m seeing on the ground with product trios and empowered product teams.

    Here’s the crux: AI raises the floor for beginners but accelerates experts even more. That matches my experience—early-career PMs get structure, momentum, and a confidence boost, while experienced interviewers can move faster without sacrificing nuance. But there’s a catch. If your interviewing skills aren’t solid yet, AI can create a veneer of insight that masks shallow understanding. In other words, it can help you go wrong more efficiently.

    The conversation makes an important distinction between analysis and synthesis. Analysis is about extracting signals from the interview. Synthesis is about building meaning—connecting patterns, weighing contradictions, and deciding what to do next. AI can speed up the former with summaries and highlights. The latter—true synthesis—still demands expert judgment, context, and empathy.

    One line from the episode stuck with me: your unpolished interview skills matter more than any shiny new AI workflow. I’ve felt that firsthand. When interview quality is uneven, dropping transcripts into an LLM won’t save you. You still need to synthesize every interview individually so the signals remain traceable and credible. That discipline keeps teams aligned, prevents overfitting to noise, and builds the organizational memory that fuels better bets.

    We also explored the operational reality most teams face: interviews pile up. Backlogs grow. Leaders want speed. This is where “expert + AI” shines. With the right prompts, templates, and context, tools like ChatGPT and Claude can help transform raw transcripts into structured artifacts you can trust—provided a strong interviewer sets the frame and makes the calls. That balance preserves both velocity and quality.

    What changed my mind most was the evidence from experiments—running sets of interviews through different LLMs and comparing outcomes. The patterns were consistent: beginner + AI is usually better than nothing, but the real performance gains come from expert + AI. When experts guide the process, AI becomes an accelerant rather than a crutch.

    A favorite story in the episode takes a detour into building a gaming PC—an unexpected but perfect metaphor for AI’s limits. You can get great step-by-step guidance from a model, but when context shifts or edge cases appear, expertise is what keeps you from making expensive mistakes. Customer interviews are like that. Empathy comes from human interaction; AI can’t replace the experience of talking directly to your customers.

    My practical guidance for teams integrating AI into continuous discovery: start with interviewing fundamentals, separate analysis from synthesis, and standardize how you capture single-interview learnings. If you need a tight template for this, refer to “The Interview Snapshot: How to Synthesize and Share What You Learned from a Single Customer Interview.” Use AI for summaries, clustering, and draft artifacts—but have an expert finalize the narratives, evaluate trade-offs, and document assumptions.

    If you’re scaling this across an organization, invest in training first, then in workflows. Build a lightweight operating system for discovery: consistent interview guides, “story-based” techniques, and a shared library of prompts. Consider resources like “The Interview Coach,” as well as practical write-ups such as “Customer Interview Analysis: Where AI Helps and Hurts.” These help teams avoid common pitfalls and make better use of AI in high-judgment moments.

    My bottom line: AI isn’t magic. It can help, but only if your interviews are strong and you provide the right context. Customer understanding is a competitive moat; outsourcing it entirely will cost you in the long run. Use AI to accelerate—not replace—the human judgment that makes product discovery work.

    Resources and links worth exploring: ChatGPT, Claude, The Interview Snapshot: How to Synthesize and Share What You Learned from a Single Customer Interview, The Interview Coach, and Customer Interview Analysis: Where AI Helps and Hurts.

    I’d love to hear how your team is using AI in discovery. What’s working, what’s risky, and where do you draw the line between automation and judgment? Share your experiences in the comments—our community learns faster when we compare notes.


    Inspired by this post on Product Talk.


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  • Unlock AI Product Roadmaps: Essential Tools Every PM Needs to Prioritize and Ship Faster

    Unlock AI Product Roadmaps: Essential Tools Every PM Needs to Prioritize and Ship Faster

    In my role leading product teams, the AI product roadmap isn’t just a plan—it’s the operating system for how we discover value, prioritize with rigor, and ship with confidence. The pace has changed, the stakes are higher, and the best product managers are now orchestrating AI capabilities, data, and customer insight in near-real time.

    Master the evolving art of the AI product roadmap. Prioritize smarter, turn data into direction and insight into action, only much faster.

    When I say “AI product roadmap,” I’m talking about a living system that blends strategy, discovery, and delivery. It’s less about dates and more about outcomes, risk reduction, and sequencing learning. In practice, that means combining AI Strategy with product roadmapping and sprint planning, then validating each bet with real customer signals.

    For prioritization, I anchor on outcomes vs output OKRs and connect them to measurable signals across the funnel. Continuous discovery keeps insights flowing, while a unified approach to analytics and retention analysis tells me where the lift is. This lets me rank initiatives not just by impact and effort, but by how quickly we can learn, iterate, and compound value.

    On discovery, product trios are non-negotiable. We prototype early with gen ai and LLMs for product managers to accelerate concept validation and reduce ambiguity. When customers can co-create through in-app guides or lightweight product tours, we turn vague needs into crisp problem statements and testable hypotheses far faster.

    On delivery, I pair tight feedback loops with experimentation. A deliberate cadence of A/B testing and strong instrumentation ensures we’re learning every sprint, not just launching. The goal is to de-risk decisions quickly, keep momentum high, and translate signals into roadmap movement without thrash.

    Under the hood, the AI stack matters. I rely on a retrieval-first pipeline to ground models in trusted data, and I’m intentional about privacy-by-design and data governance from day one. As agentic AI patterns emerge, I put evaluation workflows in place so we can ship confidently—and safely—without slowing down innovation.

    Finally, alignment is the multiplier. Clear narrative roadmaps tied to customer outcomes help stakeholders see trade-offs, while crisp interfaces with go-to-market and CRM integration close the loop from roadmap to revenue. When everyone can trace a line from AI strategy to shipped value, prioritization becomes easier and trust grows.

    If you’re feeling the acceleration, you’re not alone. With the right AI product toolbox—rooted in discovery, grounded in data, and delivered through tight feedback loops—you can move faster, learn smarter, and build products your customers can’t live without.


    Inspired by this post on Product School.


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  • 25 High-Impact Career Paths for Software Engineers Beyond Coding: My Real-World Playbook

    25 High-Impact Career Paths for Software Engineers Beyond Coding: My Real-World Playbook

    I’ve spent years helping talented engineers explore what’s next when pure coding no longer feels like the only—or best—path. From hiring across cross-functional teams to mentoring career pivots, I’ve seen firsthand how engineering strengths translate into high-leverage roles that shape product, strategy, and growth.

    Software engineers have alternative career options leveraging their skills in roles like product manager, data scientist, business analyst, and 22 more.

    When an engineer moves into product management, they’re not starting from scratch—they’re redirecting problem-solving, systems thinking, and customer empathy toward outcomes. In practice, that means mastering product discovery, strengthening stakeholder management, and getting fluent in product roadmapping and sprint planning, so decisions are guided by impact rather than “outputs vs outcomes” confusion. I’ve watched this transition unlock empowered product teams and clearer prioritization across complex backlogs.

    Data-oriented paths are equally compelling. If you enjoy experimentation and evidence-based decisions, roles in analytics or data science reward rigor. Think A/B testing, identifying the minimum detectable effect (MDE), and using tools like Amplitude analytics to translate behavioral signals into product bets. Pair that with retention analysis and you’ll become indispensable to growth conversations.

    Business-facing roles such as business analyst or product marketing manager are ideal if you’re energized by customer problems and market narratives. Your engineering fluency sharpens value propositions, product positioning, and go-to-market strategy in a way that resonates with both buyers and builders. In my teams, the best bridges between product and revenue often came from former engineers who could articulate trade-offs with clarity.

    If operational excellence is your edge, consider SRE, DevOps, or cybersecurity. The same instincts that push you toward clean CI/CD pipelines and resilient architectures translate well into incident management, threat detection and response, and privacy-by-design practices. These roles reward systems thinking and the ability to balance reliability with delivery speed.

    For engineers who love community and storytelling, developer evangelism is a natural fit. You’ll translate complex concepts into actionable guidance, from in-app guides and product tours to UX writing and documentation. The best evangelists I’ve worked with turn feedback loops into product insight, strengthening activation and product-led growth without heavy sales pressure.

    Customer-facing technical roles—solutions engineer, forward deployed engineer, or technical consultant—let you stay close to the product while solving real-world problems. You’ll drive onboarding quality, user activation, and adoption while surfacing insights that influence roadmaps. Done well, this work tightens the loop between customer outcomes and product decisions.

    AI-centered roles are expanding rapidly. If you’re curious about AI Strategy, retrieval-first pipelines, or the practical use of LLMs for product managers, you can bring an engineer’s discernment to a noisy space. The most valuable contributors here pair pragmatic architecture choices with clear risk management and measurable business value, not hype.

    Leadership tracks remain a strong option too. The IC to manager transition isn’t about title; it’s about raising the ceiling for others. You’ll coach empowered product teams, shape organizational development, and align initiatives to defensible metrics—think DORA metrics for flow, leading indicators for value, and OKRs that measure outcomes over output.

    If you’re exploring a pivot, start small and intentional. Run “career A/B tests” by taking on cross-functional projects, shadowing adjacent roles, or shipping a lightweight portfolio that demonstrates the new muscle. Join a ProductCon session, practice conference networking, and refine a narrative that links your engineering foundation to the outcomes your target role owns.

    Finally, map your personal unfair advantages—domain knowledge, systems thinking, customer empathy, or operational rigor—to the roles that value them most. With focus, you can reposition your engineering experience into a differentiated story that accelerates your next chapter. The breadth of options is real, and with a deliberate plan, you’ll turn curiosity into conviction—and conviction into impact.


    Inspired by this post on Product School.


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  • How I Use ChatGPT to Supercharge Product Management: Workflows, Prompts, and PM Playbooks

    How I Use ChatGPT to Supercharge Product Management: Workflows, Prompts, and PM Playbooks

    I treat ChatGPT as a force multiplier across the entire product lifecycle—from discovery and strategy to delivery and growth. Unlock workflows, prompts, and real PM tips showing how ChatGPT quietly reshapes product management behind the scenes.

    My goal is pragmatic: turn generative AI into repeatable, measurable leverage for product discovery, product roadmapping and sprint planning, stakeholder management, and product-led growth without sacrificing quality, privacy-by-design, or judgment. This is how I apply LLMs for product managers in a way that strengthens customer empathy and speeds up decision cycles.

    In discovery, I use ChatGPT to synthesize interviews, categorize sentiment, and surface emergent themes faster than a manual pass. I’ll feed it anonymized notes and ask for Jobs-to-be-Done statements, contradictory signals to validate, and the top three risks to our hypotheses. When the corpus gets large, I pair it with a retrieval-first pipeline and apply context window management so outputs stay grounded in real customer data.

    On strategy and positioning, I draft and refine a crisp value proposition, clarify points of parity, and identify competitive differentiation. I ask ChatGPT to convert inputs into outcomes vs output OKRs, pressure-test assumptions, and produce a one-page narrative that even non-technical stakeholders can engage with. The result is faster alignment and fewer meetings to get to the same level of clarity.

    For planning and delivery, I use ChatGPT to accelerate PRD outlines, user stories, and acceptance criteria, while explicitly requesting edge cases, failure states, and non-functional requirements. I’ll have it map risks to mitigations and suggest simple instrumentation aligned to DORA metrics and incident management readiness—useful when we’re iterating within a CI/CD cadence.

    In experimentation, ChatGPT helps me frame strong A/B testing plans, calculate a minimum detectable effect (MDE), and sanity-check sample sizes. I also use it to translate metrics into plain language updates for the team, connect learnings to the next experiment, and propose follow-up analyses for retention analysis or activation bottlenecks.

    For growth and onboarding, I prompt ChatGPT to generate hypotheses for user activation, in-app guides, and tooltip design that match personas and JTBDs. It drafts variations I can quickly test through Pendo or similar tools, supports product-led growth motions, and helps craft contextual copy that aligns with our value proposition without adding cognitive load.

    Stakeholder communications get sharper and faster. I’ll ask for concise executive summaries, a version tailored for engineering leaders, and another for customer-facing teams. It’s especially effective for QBRs vs OKRs updates, where I need crisp narratives tied to outcomes, plus a plain-English articulation of risks and trade-offs for empowered product teams.

    The guardrails matter. I set clear AI risk management boundaries, prevent any sensitive data from entering prompts, and align usage with data governance and regulatory compliance requirements. I also version and review prompts just like product artifacts, so the best ones evolve into a durable AI product toolbox the whole team can use.

    If you’re getting started, pick one high-friction workflow—say, interview synthesis or PRD drafting—and timebox a week to build a repeatable prompt set and review rubric. Measure cycle-time savings and quality deltas, then expand to a second workflow. Within a month, you’ll have a lightweight operating model for AI Strategy that compounds across your roadmap.


    Inspired by this post on Product School.


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  • How We Built an AI Sleep Coach: CBTI, Voice AI, and a Product Playbook for Better Rest

    How We Built an AI Sleep Coach: CBTI, Voice AI, and a Product Playbook for Better Rest

    What if your morning started with a helpful check-in from a voice AI that actually improves your sleep—using the same core principles that typically cost thousands of dollars and come with year-and-a-half waitlists? That idea energizes me as a product leader, because it blends clinical-grade outcomes with consumer-grade accessibility. Recently, I dug into how the team at Rest built an AI sleep coach inspired by Cognitive Behavioral Therapy for Insomnia (CBTI), and why their method offers a repeatable blueprint for complex, personal AI products.

    The origin story is a classic product discovery moment. Rest’s team noticed that a meaningful slice of users in their podcast app were using audio to fall asleep. Although it represented only about 10% of users, that group showed a high willingness to pay. That signal pushed them to explore a dedicated sleep solution, moving from a general audio app to a targeted sleep experience—and eventually toward an AI-powered coach as LLMs matured.

    Through jobs-to-be-done research, they identified a clear, underserved segment: “DIY sleep hackers.” These are motivated users who want agency, structure, and results without navigating clinical systems. Choosing CBTI (a clinically proven approach with 80% efficacy) gave the product a strong evidence-based foundation while remaining accessible as a wellness tool. It’s the kind of strategic choice I look for: credible, measurable, and aligned with user motivation.

    The product evolution moved in smart, incremental steps. Rest started with a basic text chatbot before graduating to a voice-first experience—using Vapi for voice and OpenAI for reasoning. Voice changed the relationship dynamic: it increased intimacy, lowered friction for daily check-ins, and made behavioral coaching feel human without pretending to be. The team built a memory system that tracks context (like traveling or having a dog) with time-based relevance, which keeps conversations fresh, respectful, and genuinely personalized.

    Daily engagement is driven by dynamic agendas that adapt based on sleep data, the user’s stage in the program, and their recent compliance. I love this mechanic: it operationalizes behavior change by sequencing the right intervention at the right time. In parallel, they developed text via OpenAI Assistants while building voice with Vapi, which let them ship value while learning in two modes. They also moved from massive system prompts to RAG for general sleep knowledge, keeping personal user context in the prompt—reducing brittleness while improving scalability.

    Because sleep sits close to healthcare, the team drew a firm line between wellness and medical positioning. They implemented clear guardrails: no diagnosis, no medication advice, and strong boundaries on scope. Weekly error analyses with domain experts (sleep therapists) tightened quality and tone, and they adopted LLM-powered evals to enforce safety boundaries. For observability and evaluations, they leveraged Langfuse, and they experimented with Hamming for voice testing to refine the experience end-to-end.

    Under the hood, this is a great example of “one bite of the apple at a time” product building in AI. Start with a simple interface, anchor on an evidence-based method, layer personalization with memory, formalize program structure with dynamic agendas, and shift to RAG when general knowledge outgrows prompt engineering. As a product leader, I see strong echoes of agentic patterns here—goal-oriented orchestration, stateful memory, and adaptive planning—shipped in pragmatic increments rather than as a monolithic platform rewrite.

    A few takeaways I’m applying with my teams: First, segment deeply and pick a high-intent niche (those “DIY sleep hackers” were the right beachhead). Second, let modality fit the job—voice is not a gimmick when it boosts compliance and empathy. Third, design safety and scope from day one if you’re anywhere near health. Finally, invest early in evals and observability so you can improve with confidence, not hope.

    If you want to explore the full conversation and product decisions, you can listen here: Spotify | Apple Podcasts.

    Resources & Links:

    Rest – AI sleep coach app

    Vapi – Voice agent platform Rest uses

    Langfuse – Observability and evals platform

    Hamming – Voice testing platform

    AI Evals Maven Course by Hamel Husain and Shreya Shankar

    Bottom line: Rest demonstrates how to take a clinically grounded method like CBTI, translate it into a daily voice-first experience, and ship it with rigor. If you’re building in AI, this is a model worth studying—practical, safe, and deeply user-centered.


    Inspired by this post on Product Talk.


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