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This package is designed for candidates preparing to excel in AI Product Management recruiting interviews. It provides customized preparation to ensure you perform at your best during both product case and behavioral interview rounds. With expert coaching, you’ll sharpen your product sense, strengthen your knowledge of AI/ML concepts that PMs are expected to understand, and build the confidence needed to stand out in a highly competitive hiring process. Key components of this package include, but are not limited to: • Deepening your understanding of AI/ML fundamentals that PMs need (model basics, applications, tradeoffs) and how to discuss them with engineering and design teams • Framework development sessions to help you structure responses to product sense, execution, and strategy questions effectively • Mock product case interviews with detailed feedback, covering product design, metrics, prioritization, and go-to-market scenarios • Behavioral interview preparation to craft compelling stories that highlight leadership, cross-functional collaboration, and AI product experience • Industry and company-specific research to tailor your responses for big tech, startups, or AI-focused product teams • Techniques for communicating technical concepts clearly to both business stakeholders and engineers • Strategies for managing stress and maintaining composure during high-stakes interviews • Continuous improvement through iterative practice, debriefs, and personalized feedback loops By the end of this package, you will have sharpened your case and behavioral interview skills, developed a strong personal narrative as an AI Product Management candidate, and gained the confidence to perform at your best in interviews—positioning you to secure an AI PM role.
A customized interview prep plan for AI Product Management, including product cases, strategy, and behavioral prep
Mock interview feedback reports highlighting strengths and areas for improvement in both product and behavioral rounds
A refined set of product management frameworks and behavioral stories tailored to AI product roles
A company- and role-specific prep guide for your target AI PM opportunities
A personal narrative that clearly communicates your product vision, leadership, and AI expertise
Coaching delivered via live sessions and .
Services included:
Technical Interview Prep
Behavioral Interview Prep
Schedule a call with a Leland team member who can help you explore your options.
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Matt also coaches for Build with AI and AI Services. View all.

Joined May 2026
Using AI to ship better products, from idea to launch
At BambooHR I help rethink how a product organization builds with AI. I sit on a cross-functional group moving our process away from the old sequence of research first and build second, toward continuous experimentation where teams test ideas with AI as they go. To support that, I built the AI-enabled research infrastructure behind it: agentic workflows that run automated evaluations, agents that analyze large sets of unstructured feedback, and monitoring agents that pull signals like NPS, CSAT, support tickets, and user testing into a single running view product teams can act on. I also lead research for our AI-powered product features, including AskBambooHR. I can speak to the full product development lifecycle because I have worked across it. I spent three and a half years as a full-stack engineer, and I still ship a live mobile app as a solo founder using agentic coding. So when I talk about what AI can do for a product team, I am drawing on tools I have actually built and products I have actually shipped. If you want to move faster from idea to working product, prototype and test more in less time, or fold AI into the features you are building, I can help you set up a way of working your team can sustain.
5h+ of coaching