Rachel Windzberg - PMAdvising.com

System Design for PMs: How AI Changes Everything

Uber

Amazon

Instagram

Datadog

Gaurav Sen

Founder - InterviewReady

Rachel Windzberg

Executive and Career Coach; 
Principal Product Manager

With AI, the barrier to building is lower, and you need to understand the impact and trade-offs to launch successfully

Why is system design important? Understand the foundations.

Engineering communication, tradeoff understanding, and guiding products to successful launches from MVP to scale.

What Product Managers are evaluated on?

Learn a system design for Agentic AI, the trade-offs to to consider, and risks to be aware of.

See a practical example to set you up for success

Prepare with confidence in a way that helps you tie system design to your experience without getting lost.

How to prepare for system design interviews?

Walk away with the skills, the AI fluency, and the job search plan to break into product management in 5 weeks.

Cohort 3 May 2026

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

Linktree

Kajabi

Expedia Group

Harvard University

Melbourne Business School

David Wang (Product Dave)

20 YoE PM | 8 Yrs Teaching | 5K Students | 300+ Success Stories | 

Cohort 23rd March 2026

Cohort 4 2027

This 5-week course is designed for Engineers, Designers, BA's, Analytics teams, Operations, and product-adjacent professionals who want to move into product without starting from zero.👉 This course teaches the PM Foundations first, then we'll use AI to execute.(This is a highly curated, 12-person course, not a 500-person class, where you get lost in the noise)What you'll learn:By the end, you won’t just say “I want to be a PM”.You'll walk away with a PM portfolio case study, reviewed by me, that shows how you think, how you make decisions, and how you turn messy problems into clear product work.You’ll work through the same artefacts product teams use in real companies: Customer Research, Market Dynamics, PRDs, North Star Metrics &amp; Product Roadmaps.You'll also build an AI Product You can use in your interviews.-What you'll get:<ul><li>Certification from Product Academy</li><li>5 x Weekly live workshops to build real skills</li><li>5 x 30 min 1:1 private coaching</li><li>Full Miro board of PM tools and frameworks</li><li>AI prompt library to speed up every step of PM work</li><li>Career Happiness Refund: If you're not happy, you'll get 100% refund anytime in your career.</li></ul>

Build the Product Thinking, AI fluency, and Product Proof to Land Your PM Role

Understand Where You are in Your PM Transition Path

Develop the Product Sense Companies Test for in PM Interviews

Make Product Trade-offs That Get Buy-In From Executives

Vibe Code a Real AI Product From Scratch in a Live Class

Land Your First (or Next) PM Role With a Networking 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

Mid-Career Pros Hitting Career CeilingsPeople moving into PM who want practical product thinking &amp; real skills to show their ability

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

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.

Build a working AI system connected to your real PM tools - research, prototypes, evals, and automation in 4 weeks.

20 years in product. 200+ PMs coached.

Indeed

Bazaarvoice

Will Lowrey

 20 years in product leadership. Indeed, Bazaarvoice, startups. 200+ PMs coached

Founding Cohort

Cohort 2

Every PM has tried AI by now. Most stopped with chatbots.You've pasted in a PRD. Maybe you even ran a competitive analysis once. But none of it stuck. You don't have anything connected to your actual tools. It's better than before, but still clunky. The gap isn't knowledge. It's that nobody taught you how to build it - and the LinkedIn posts and tiktok videos are just one video after another of what could be. You've got to take it from reading/watching to DOING.Week 1: Run a competitive analysis in 20 minutes that used to take half a day. Build a reusable skill so the next one takes &lt;3 minutes.Week 2: Learn what evals are and why they're the skill that separates AI tinkering from AI building. Build a practice set that tells you whether any AI output is good enough to ship.Week 3: Wire Claude into your actual stack - Slack, Linear, GitHub, Google Docs. Build a clickable prototype from a PRD and test your skills on live data instead of copy-pasting.Week 4: Chain it all into a PM operating system that runs on a schedule.We start from zero. Pre-work covers the terminal, prompting, and your first skill before the first session.You don't leave with notes. You leave with a working system.

Build AI workflows connected to your real tools, tested on your real work.

Do PM research in 20 minutes that used to take half a day.

Learn to Eval AI output - not just doing a vibe-check

Connect Claude to your tools and build a working prototype

Build workflows that run on a schedule

Start from zero. No coding experience needed.

Learn by doing your actual job, not case studies.

If you believe that AI is a fad and is going away, this isn't for you. We are building for the future of product work.

This course is NOT FOR everyone

If you're in product, TPM, design, or engineering and want to bulid AI into your actual workflow, this is the right place.

This IS for Product and adjacent roles like TPM, Design, Engineering

You don't need to be perfect. You need to be willing to build, test, and iterate. That's the whole course.

Are You Ready To Try, Fail, Learn, and then Try Again?

The PM who tried AI and hit a wall. You've used some of the chats, but nothing has stuck. You need a system, not another prompt trick.

Senior PM drowning in recurring work. Same competitive updates, same briefs, same summaries every week. You need those hours back!

The Team Lead who wants to model what's next. Your team is watching. Master AI workflows yourself first, then bring the approach to your org

Learn the foundations of building AI systems 

Founder, Tech for Product

Colin Matthews

Founder of Tech for Product, Fractional PM leader

Cohort 3

It's surprisingly hard to really learn how AI systems work. Either you're being told to use a specific framework or tool that you don't use at work, or the materials are way too technical and only an engineer could understand them. This unique half day workshop takes a different approach than most content you've seen. This is not a course about any specific AI tools or frameworks. Instead, this is a course to help you understand of AI agents one step at a time, starting from the very beginning. You'll learn how: 1️⃣ The core loop of an agent actually works 2️⃣ Tool calls between the LLM and your product communicate 3️⃣ Improving tool descriptions, errors, and system prompts steer your agent 4️⃣ Giving the agent an environment allows you to build more valuable productsBy the end of the session, you'll not only have shipped multiple agents, but you'll also have a new way of understanding how AI product really work.We'll cover a wide variety of topics related to building AI agents, so please read the full outline below!

Understand how agents work

Product managers working on AI products or features

Designers who want to better understand how AI products work

Product leaders who need to lean in to IC work to build their own understanding

Gain the skills to think strategically, lead confidently, and transform from task‑focused PM to an impactful, outcome‑driven product leader.

Director of AI 

Pepsi

Intel

Swarovski

Jukin Media

Dalibor Jovic

Developer‑turned‑AI director with 20 years and 200+ shipped software projects.

Leadership & Product Excellence Coach

Schlumberger

Odfjell

Tryg

TV 2

Hussam Ahmad

Product leader focused on strategy, execution, and human‑centric leadership

May 26

June 26

AI is no longer optional in product work.Stakeholders ask for AI features.Executives talk about “AI strategy.”Customers expect smarter products.And PMs are stuck in the middle, expected to lead AI decisions without clear guidance, shared language, or proven patterns.Many PMs are asking:<ul><li>Where does AI actually create value?</li><li>How do I avoid chasing AI hype or shipping gimmicks?</li><li>How do I design AI features users trust?</li><li>How do I turn vague AI ideas into real roadmaps?</li></ul>AI features will ship—with or without you having clarity.What PMs Must Know About AI exists to answer those questions, practically, clearly. It is not a technical AI course. It is a product leadership course for the AI era, focused on the decisions PMs are now responsible for:<ul><li>Identifying high‑impact AI opportunities</li><li>Designing AI user experiences that work in the real world</li><li>Making confident trade‑offs when AI is uncertain</li><li>Translating AI ideas into roadmaps, outcomes, and OKRs</li><li>Leading AI discussions without hype or fear</li></ul>You’ll use a simple model called ALPHA™ (explained later) to learn how to think and act like an AI‑ready product leaderThis course is built directly from the questions PMs asked in our most popular Lightning Lessons.

Stop guessing where AI belongs in your product.

Lead AI‑shaped Product Work End‑to‑End

Turn vague “AI strategy” into decisions your team can act on

Make Customer‑Driven (AI‑Savvy) Decisions

Become an AI‑Ready Product Leader

and feel some pressure to “have a plan” for AI—even if that plan is unclear right now.

You should already work on a digital product (B2B or B2C) 

You want an intro to AI/ML or hands‑on coding, don’t currently work on a product with real users
or looking for a purely technical AI course

Not a fit  if:

<ul><li>You’re a PM or Senior PM expected to contribute to AI decisions</li><li>You’re stepping into a Lead or Principal Product role</li></ul>

<ul><li>You're a project managers transitioning to product</li><li>You're a startup founder shaping your first product function</li></ul>

<ul><li>You feel pressure to “have an AI plan,” but want clarity—not buzzwords</li></ul>

Agentic AI

Coding with AI

AI Workflows

Claude Code

OpenClaw

Vibe Coding

AI Evals

AI Transformation

RAG & Search

AI for PMs

AI for Engineers

AI for Designers

AI for Marketers

AI for Founders

Product Sense

Product Discovery

User Research

Prototyping

Growth

Analytics

Tech Foundations

Strategy

Influence

Leadership

Career Growth

Machine Learning

LLM Ops

Context Eng

Security

System Design

Figma

Design Systems

Visual Design

Design Strategy

Automation

Content Marketing

Demand Gen

Go-to-Market

Product Marketing

Positioning

Social Media

Brand

B2B Marketing

SEO & AEO

AI for Leaders

AI Governance

Communication

Management

People Operations

Exec Presence

Storytelling

Goal-setting

Personal Brand

Fundraising

Everyone

Operators

Data Scientists

Business Analysts

User Researchers

Customer Success

Project Managers

HR Professionals

Sales People

Lawyers

Finance

Investors

Real Estate

Educators

Creators

Introduction and Technical Check

Joining the Call and Recording

Product managers who drive strategy, development, and launch of products.

Applying AI tools and techniques to professional workflows — assign alongside more specific AI topics.

Designing scalable, reliable software systems — architecture patterns, distributed systems, and technical tradeoffs.

System Design for PMs: How AI Changes Everything

What you'll learn

Why this topic matters

You'll learn from

Gaurav Sen

Rachel Windzberg