Schedule a call with a Leland team member who can help you explore your options.
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Most PMs applying to AI roles are rejected before they understand why. This session changes that. In 45 minutes, I'll run you through the same readiness framework I use to evaluate PMs targeting AI roles at companies like Google, Meta, Microsoft, Amazon, and AI-native companies like Glean and Sierra. Not what job descriptions say. What actually gets someone an offer. You'll leave with a clear score across the dimensions that matter, the one or two gaps that are doing the most damage to your candidacy right now, and a specific action plan to close them before your next round of applications. I've conducted over 200 PM interviews at Meta, where my assessment directly determined whether someone got hired. Most recently I was a PM on the Smart Glasses AI team, so I know what AI PM work actually looks like from the inside. This is for you if you are targeting AI PM roles but not getting traction, you have been applying but cannot identify what is missing, or you want a direct and honest outside read before your next round.
A clear score across the AI PM readiness dimensions that matter most to hiring teams at Big Tech and AI-native companies.
A specific diagnosis of the one or two gaps doing the most damage to your candidacy right now.
A concrete action plan to close those gaps before your next round of applications.
Coaching delivered via live sessions.
I run this session as a structured diagnostic, not a pep talk. I use the same readiness framework I developed through 200 PM interviews at Meta to assess where you actually stand against what AI PM hiring teams are looking for today. The session moves quickly and I give direct feedback in real time. You will not leave with vague encouragement. You will leave with a specific score, a clear gap analysis, and a prioritized action plan you can act on immediately
This is a single diagnostic session. It does not include follow-on support, document review, or async feedback after the session. If you are looking for ongoing coaching or a structured program, please see my other packages. Sessions are non-refundable once scheduled. Please come prepared with the information requested in the booking confirmation.
Services included:
Skill Building
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Get help with AI Fundamentals, General Exploration, and .

Joined February 2026
Former Meta Senior PM Manager | Breaking Into AI PM Roles
I'm a Senior PM Manager with 20 years of experience building products at scale, most recently at Meta where I led work across Mixed Reality, Spatial Systems, and AI. My last role was on the Smart Glasses AI team, which means I know firsthand what AI PM work actually looks like inside one of the most demanding product environments in the world. Over my career at Meta I conducted more than 200 PM interviews, where my assessment directly determined whether someone got hired. I know what separates candidates who get the offer from candidates who get cut, and I know how to close that gap fast. I coach PMs who are serious about making a move into AI product roles at Big Tech or AI-native companies. My approach is direct and diagnostic. I will tell you exactly where you stand, what is actually in the way, and what to do about it.
45m of coaching