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This package is designed for aspiring AI product managers who want to maximize their chances of landing a top PM role in artificial intelligence. Through 1-on-1 expert coaching, you’ll be prepared to handle every stage of the recruiting process—from crafting applications to excelling in product case interviews and securing an offer. The coaching will be tailored to your individual background, covering everything from refining your product sense to preparing for technical assessments and leadership-style interviews. Whether you’re transitioning into AI product management or already have PM or AI experience, this package gives you the skills, structure, and confidence to stand out in a competitive hiring process. Some of the common coaching activities included in this package are: • Crafting standout resumes and cover letters tailored to AI Product Management roles • Enhancing your LinkedIn profile to highlight product and AI/ML experience • Developing a personalized networking strategy to connect with AI PM recruiters, hiring managers, and product leaders • Instructional sessions on product frameworks, AI product case interviews, and best practices • Mock product case interviews with feedback on product sense, execution, and strategy • Technical prep sessions focused on AI/ML concepts product managers need to know • Behavioral interview preparation to highlight leadership, collaboration, and cross-functional skills • Company- and role-specific deep dives to tailor responses and demonstrate knowledge of products, users, and AI opportunities • Iterative debriefs and continuous improvement after mock interviews or real interview rounds • Building a compelling personal narrative that resonates with both recruiters and product leadership teams • Insights into the AI/ML industry, product career progression, and key role types (consumer, enterprise, platform, research-focused) • Personalized recruiting timelines and milestone planning to keep your process on track • Guidance on negotiating AI PM job offers and compensation packages By the end of this package, you’ll have polished applications, a tailored networking and interview prep strategy, and the confidence to approach the AI Product Management recruiting process with a clear, actionable plan.
A resume and LinkedIn profile refined specifically for AI PM roles
A personalized networking and application strategy targeting AI PM opportunities
A library of practice materials and mock interview feedback (product cases, technical concepts, behavioral responses)
A polished personal narrative and interview framework tailored to AI Product Management
A clear plan for applications, interview prep, and offer negotiation
Coaching delivered via live sessions and .
Services included:
Cover Letters
Resume Review
Freelancing
Technical Interview Prep
Behavioral Interview Prep
Skill Building
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Get help with Freelancing, AI Agents, and .
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.
10h+ of coaching