The Product Manager's Career Playbook for an AI-first World

Hosted by Rachel Windzberg and Itai Ram

Wed, Jun 17, 2026

4:00 PM UTC (45 minutes)

Virtual (Zoom)

Free to join

Invite your network

What you'll learn

Read the shift: What AI actually does to PM Roles

Understand how AI is reshaping team structures, PM leverage, and what value each career stage needs to deliver right now

Audit your value before someone else defines it for you

Identify which parts of your role AI is quietly absorbing vs. which require the human judgment that compounds over time.

The immediate next steps you should take

Leave with specific, executable next steps tailored to your career stage: early-career, senior, or in-transition

Why this topic matters

AI isn't just changing how PMs work. It's changing who gets hired, what earns a promotion, and which roles survive. Entry-level pipelines are shrinking. Senior value is being redefined. The PMs who adapt now will have an enormous advantage over those who wait for clarity. This session gives you a clear-eyed read on what's actually shifting, most importantly - concrete moves to make this week.

You'll learn from

Rachel Windzberg

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

Rachel Windzberg is the founder of PMAdvising, an executive coach, startup advisor, and angel investor with 17+ years as a Principal PM across Amazon, Meta, Datadog, and Fiverr (pre-IPO). At Meta, she helped overhaul Reels recommendation systems to improve personalization and drive engagement at scale. Rachel specializes in translating complex AI systems into strategic outcomes, and now coaches senior tech leaders through promotions, high-stakes interviews, and leadership transitions. She is an MPC-certified coach and Career Advisor at Columbia Business School.

Itai Ram

Product Leader - Jane Street | Ex - Meta (Director of Product), Google, Apple

Itai Ram is a product leader with 15+ years of product management and leadership experience leading both 0→1 strategic initiatives and scaling of large consumer platforms, with a focus on user growth and AI/ML (search algorithms, ranking, recommendation systems). Itai is particularly interested in the intersection of consumer products and AI, and brings a systems-oriented approach to product strategy and leadership.


Previously at

Meta
Datadog
Google
Amazon
Apple
See all products from Rachel Windzberg - PMAdvising.com

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