Rachel Windzberg - PMAdvising.com

Product Strategy: What They Don't Teach You

Boston Consulting Group (BCG)

Roku

Datadog

Amazon

Rachel Windzberg

Founder: PMadvising | Principal Product Manager | Coach | 
Amazon, Meta, BCG

Nancy Chu

Founder: AIThink | Product Leader | Executive Coach | Meta, Roku

Most PMs are great executors. The ones who stand out think differently about direction. What that actually means.

Why strategy is the gap from roadmaps to leadership

The four questions top PMs never stop asking and why they're harder than you'd think

The thinking framework to set product strategy

Learn to shift your thinking process from marginal improvements to breakthrough hypotheses

What's the difference between 2X and 10X thinking?

The difference between a plan and a strategy. How it shows up in your roadmap, your H-plan, your interview room

What good strategy looks like in practice

Faster execution != better strategy. Learn how AI fits into your product thinking, and where over-relying on it lead

Why AI requires effective strategic thinking?

AI is decimating old business models overnight. Go beyond demos and learn the frameworks to build a lasting competitive moat and win.

Cohort 2

Director of Product, Google AI

Satyajeet Salgar

Director of Product, Google AI | Scaled multiple products to 1B+ user

Ex-Founder, Tech Staff @ Anthropic Labs

Henry Shi

 Ex-Founder ($200M) | Tech Staff to Anthropic Co-Founder

Cohort 1

Cohort 3

When everyone has the same APIs, strategy is your only true advantage.Models are becoming commodities and features are copied in days. The winners won't be those with the best engineering, but those with the best Strategic Contrast.Designed for Senior Leaders, VPs, and Founders, this executive workshop moves beyond "demos" to focus on the hard truths of AI economics.What we cover:<ul><li>The Moat Crisis: Why data isn't enough and how to build "Contextual Moats."</li><li>The P&amp;L Trap: Structuring unit economics for profitability, not just growth.</li><li>The "Full-Stack" Strategy: Aligning data, roadmap, and GTM.</li></ul>Outcome: Produce your AI Moat Blueprint™—a rigorous strategic document reviewed personal by our Product Team.⚡️ BEST VALUE: Executive Track We have combined Maven's #1 most popular AI courses into a single executive track. The rational high-leverage move: Secure 24-month all-access to the complete suite ($10,000 Value). Take and retake any cohort.<ul><li><a target="_blank" rel="noopener noreferrer nofollow" href="https://maven.com/product-faculty/ai-product-management-certification">AI Product Management ($2,500)</a></li><li>AI Product Strategy for Leaders ($2,500)</li><li><a target="_blank" rel="noopener noreferrer nofollow" href="https://maven.com/product-faculty/ai-product-leadership-training">AI Product Leadership ($5,000)</a></li></ul>👉 <a target="_blank" rel="noopener noreferrer nofollow" href="https://buy.stripe.com/4gMaEZbgVam48Q00pVdnW0a?prefilled_promo_code=EXECTRACK">Secure the Executive Track for $4,995</a>

When everyone has the same APIs, your strategy is your only true advantage.

Build a defensible AI Moat that isn't just a "better model"

Manage an AI P&L and avoid the "Pilot Purgatory" trap

Architect a "Full-Stack" AI Strategy beyond just features

Gain Board-level buy-in with rigorous strategic clarity

Master the new AI GTM Playbook for pricing and packaging

Navigate the 4 Layers of AI Disruption to spot opportunities

This course is for experienced leaders (PMs, Eng, Founders) accountable for product success. It is not a foundations course for beginners.

Advanced Program Prerequisites

Senior Product Leaders (VPs, Directors):Your roadmap is obsolete. Get the frameworks for building a defensible moat and managing an AI P&amp;L.

For Eng. &amp; Tech Leaders: Your tech advantage is temporary. This is the playbook for connecting engineering to a winning business strategy.

For Founders &amp; C-Suite: Strategy is your only durable advantage. This is the playbook on building a profitable company, not just a produc

Stop executing others' roadmaps. Build strategy that gets funded, speak the language of business, and win stakeholder buy-in.

March 2026

VP Product. 350+ PMs Stuck to Strategic

Deloitte

PRGX Global

FinThrive

Healthmine

Brennan Collins

Product Executive & Educator. Helped 350+ PMs Move From Delivery to Strategy

Jan-Feb 2026

Spring 2026

You know how to ship. You don't know how to matter.You execute roadmaps you didn't create, manage requests you can't push back on, and watch less capable PMs get promoted because they learned to speak the language of business before you did.The gap isn't talent. It's altitude. You're solving problems at the feature level while decisions get made at the business level - and nobody taught you how to close that distance.This course does. In 4 weeks, you'll build the strategic toolkit that mid-career PMs are missing:<ul><li>Connect your features to business KPIs: Build a metrics ladder from what you ship → what executives fund</li><li>Defend your roadmap with logic, not opinion: Turn stakeholder demands into strategic wins (students call this "Product Judo")</li><li>Craft vision and strategy like a skill, not a gift: 9 frameworks that make the abstract concrete</li><li>Apply everything to YOUR product in real-time: Every session includes exercises on your actual work - not unrealistic case studies</li></ul>AI tools show up in the course where they save you time. But the strategic thinking that makes you promotable? That's human work. This course teaches both.

From Delivery Mode to Decision-Maker: The Strategic Product Leadership Course

Think like a business owner, not a delivery manager

Map customer needs to business metrics executives care about

Craft a vision and strategy using frameworks, not mystical talent

Transform stakeholder feature demands into defensible strategic moves

Speak the language of revenue, pricing, and business models 

Build your case for promotion with artifacts that prove you're ready

This is not an entry-level course.  These are advanced topics.  See my free content for PM foundations and breaking into product management

3 to 10 years experience in Product Management

No one-and-done projects here.  You need to have felt the joy and pain of good and bad decisions (yours or someone else's).

Experience shipping multiple iterations of the same product

This shouldn't be about your salary (but that comes with it).  You should be intrinsically motivated to grow your abilities and scope

A desire to lead products strategically, not just ship features 

Mid-career PMs stuck in delivery mode who want to think more strategically and earn a seat at the decision-making table.

Experienced product managers who want to speak the language of business and defend their roadmap with metrics that executives respect.

PMs preparing for promotion who need a portfolio of strategic artifacts - vision, roadmap, metrics, business model - to prove they're ready

Walk away with the core skills, tools, and support you need to operate like a modern PM

18+ YoE | 8+ Yrs Teaching | 5K Students 

Linktree

Kajabi

Expedia Group

Harvard University

Melbourne Business School

David Wang (Product Dave)

Global Product Leader with 18+ Years of Experience from Hyper-Growth Companies

This cohort is designed for students who are based in Australia and the US West Coast timezones

Cohort 12PM AEST / 7PM PST 

Cohort 2 March 2026

AI has made building and execution dramatically easier. In 2024, the ratio of PMs to Engineers was 5 to 1 PM; in 2026, it'll be 1 Engineer to 2 PM.As AI professor <a target="_blank" rel="noopener noreferrer nofollow" href="https://en.wikipedia.org/wiki/Andrew_Ng">Andrew Ng</a> has pointed out, the biggest bottleneck in modern engineering teams is no longer coding — it’s product decision-making. <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.linkedin.com/posts/andrewyng_grok-raises-questions-meta-poaches-talent-activity-7351623555542896640-cTJT/">(</a><a target="_blank" rel="noopener noreferrer nofollow" href="https://www.youtube.com/watch?v=RNJCfif1dPY&amp;t=1105s">see the talk here</a><a target="_blank" rel="noopener noreferrer nofollow" href="https://www.linkedin.com/posts/andrewyng_grok-raises-questions-meta-poaches-talent-activity-7351623555542896640-cTJT/">)</a>Product decision making is deciding what to build, why it matters, and achieving business outcomes.This course gives you the foundation in a simple, no-fluff format with AI. You’ll learn how to prompt the AI to break down ideas, tie them to business metrics, AI for user research, define personas and JTBD, structure PRDs, and influence without direct authority.What You Get:<ul><li>A real product project you build and launch with AI</li><li>Weekly live workshops with hands-on practice so you build real skills fast.</li><li>1:1 coaching and feedback on your prompts, documents, and project.</li><li>A complete Miro board of PM tools — personas, segmentation, feature maps, prioritisation, roadmapping.</li><li>Practical AI prompt library used by PMs day to day to speed up every step of product work.</li><li>Career Happiness Refund: If you're not happy about the course, you'll get 100% refund anytime. (Btw, no one has done this yet)</li></ul>

Decide What To Build, Get Customers, and Drive Outcomes with AI PM Skills

Master the foundations of Product Thinking

Ground Product Decisions in Business and Customer Needs

Implement Data-Driven Prioritization and Planning

Translate Ideas into Clear, Actionable Product Requirements

Develop and Communicate a Complete Product Strategy

Product thinking needs real workplace judgement. This course promotes learning from each other's real-life experiences. 

Must be a Mid-Career Professional | 4+ Years of WORKING experience

We use real examples from tech companies and tech products; otherwise, you'll get lost in the concepts.

Must work in tech or tech-related products

Unofficial PMs - Engineers, Designers, Program Managers, BAs, and SalesFolks who touches product work and wants to define WHAT to build

New or Aspiring PMsPeople moving into PM who want practical product thinking, AI workflows, and a real project to show their ability.

PMs who needs to stay relevant in the AI eraCurrent PMs who want to remove low-level work and use AI to operate with more impact.

You will learn how to make, frame, and defend decisions the way executives do - with clarity, tradeoffs, and confidence under pressure.

ex-CPO Spryker | VP Product BigCommerce

Spryker Systems

BigCommerce

eBay Inc.

PayPal

Elena Leonova

Founder & CPO, OneRank.io,  ex-CPO @ Spryker, VP of Product @ BigCommerce

At senior levels, product leadership stops being about having good answers. It becomes about being trusted with decisions.You’re expected to weigh strategy, revenue, cost, and risk - and influence outcomes without full authority or information. When your thinking isn’t clear or defensible, you lose influence - even if you’re right. Decisions move forward without you - while others with less context, but stronger framing, gain influence and scope. Not because you’re wrong, but because your judgment isn’t landing.This is a 6-week, high-touch course where your judgment is tested the same way it is in exec rooms - under ambiguity, constraint, and scrutiny.This is not a lecture-based course. You will practice executive decision-making through real scenarios - framing strategy, navigating financial tradeoffs, shaping KPI narratives, and making judgment calls under constraint. You’ll apply the work live and receive direct feedback on how it holds up.The goal is not polish. It’s judgment that holds when the stakes are real - and the room is evaluating whether to trust you.If you want to be trusted with bigger decisions, not just deliver on them, this is where you earn that credibility.

The Skills Product Leaders Need to Break the Execution Ceiling

Understand the business before building the strategy

Use financial metrics to guide strategic decisions

Build a credible, business-backed product strategy

Present strategy to executives and boards

Partner effectively with Sales, Marketing & Customer Success

Lead with strategic judgment & influence without authority

You already operate as a Senior or Principal PM or Product Lead. You don’t need help shipping, running discovery, or managing teams

Strong Product Execution Fundamentals

You’re used to making calls with partial information, competing metrics, and real tradeoffs. You understand the importance of judgment

Comfort Making Decisions with Imperfect Data

Your judgment is - or soon will be - evaluated by executives, boards, or clients. You’re responsible for explaining why a decision is right

Accountability for Strategic Decisions

Senior &amp; Principal PMs who already deliver at a high level and want to be trusted with larger, riskier decisions - not just execution

Group PMs, Directors, and above who own strategy, make real tradeoffs, and defend decisions under executive scrutiny

Product consultants, coaches, and advisors who want to bring executive-level judgment to their client work and recommendations