Leland+ for AI for Product Development

The AI Skillset That Gives PM Candidates an Edge

AI is rapidly becoming part of the product manager’s toolkit, and candidates who understand how to apply it thoughtfully are starting to stand out in hiring processes. This session is for aspiring and current PMs who want to understand which AI skills actually matter and how to incorporate them into their product thinking. You’ll learn how PMs are using AI in real product workflows, which capabilities hiring managers are beginning to value, and how to demonstrate AI fluency in interviews and projects.

Systematic Debugging Skill

"/systematic-debugging" enforces root-cause investigation before any fix is proposed. It works through four phases (investigate, isolate, fix, verify) to prevent symptom patches and repeated failures. To install, run this in your terminal after downloading the file: unzip ~/Downloads/systematic-debugging-skill.zip -d ~/.claude/skills/systematic-debugging/

Building for Agents: The Next Layer of Product Adoption [4/30/2026] (Recording)

After this session, you'll understand how to think about product design when AI agents, not humans, are your primary users. We'll cover how agent-native interfaces differ from traditional UX, what drives adoption when the end user is an automated system, and how to evaluate whether your product architecture is built for the way agents actually consume data and trigger actions. Attending live means you can bring your specific product or use case and hear how an experienced PM thinks through it in real time, which a recording cannot replicate. The coach works at the intersection of AI and product development daily, and this session is a chance to see how that thinking is applied, not just described.

Home for Ambition #2 — Weekly Live Show [3/25/2026] (Recording)

Home for Ambition is a weekly live show, by Leland, for people trying to stay ahead as work, learning, and opportunity keep changing. Each episode tackles a handful of timely, high-signal topics across AI, careers, education, and the future of work. We expect thoughtful debate, unique perspectives, and practical takeaways you can actually use. It is not a typical interview show or a generic news recap. It is a live roundtable built to help ambitious people make sense of what is changing, understand what matters, and leave with a sharper point of view on how to navigate what comes next.

Prompts for Market & Competitive Research

Pre-built prompt templates for AI-assisted analysis, comparison, and insight generation.

Brainstorming & Idea Generation (using Canva AI)

Learn how AI supports creative thinking and collaborative ideation sessions.

Building AI Products by Bridging Product and Tech Gaps

​Building AI products isn’t just about clever models. It’s about running smarter experiments. In this lightning talk, coach Avinash M. (Ex-Amazon PM leader , Ex-RBC AI PM Leader) shares hard-earned lessons from the product experimentation lifecycle. From structuring experiments to choosing the right metrics, they’ll show how cross-functional teams can avoid common traps and drive real outcomes. ​Apply proven frameworks to design experiments that produce measurable results ​Spot and fix experimentation pitfalls using proven frameworks while leveraging prototypes of dashboards to effectively communicate metrics for visualization ​Balance deep analysis with bias for action, knowing when to dig in or move fast Whether you’re working on AI products or not, mastering experimentation is the path to building market-leading products. This session gives you the playbook to align product and engineering and deliver outcomes that matter.

AI Week Kickoff: AI’s Impact on Jobs, Business, and Daily Life

Join us as we kick off AI Week with an incredible panel exploring how artificial intelligence is reshaping the ways we live and work. This session, AI’s Impact on Jobs, Business, and Daily Life, brings together leading voices at the intersection of technology, work, and innovation — Andrew Q. (former Head of AI at Spotify, early OpenAI Engineer), Andrew S. (Editor at Large for Jobs & Career Development at LinkedIn News, Host of the Get Hired podcast), and Solomon C. (AI and Automation Expert). Together, they’ll unpack how AI is transforming industries, redefining roles, and creating new opportunities for both individuals and organizations. ​The kickoff is just the start. Throughout AI Week (Nov 10–13), we’ll dive deeper into the most important ways AI is shaping our world — from practical sessions on AI upskilling and using AI to grow your business, to insights on building a career in the age of AI. Whether you’re a professional, student, or business owner, you’ll leave equipped with the tools, strategies, and inspiration to thrive in the AI era.

How to Land a Job as an AI Product Manager

AI product management is one of the most exciting and fast-evolving roles in tech—but it can also be one of the hardest to break into. In this panel, Jeff N. (Principal PM @ Amazon), Nina O. (Former Lead PM @ Google), and Sonya K. (Former PM @ Microsoft) will share what it takes to land a PM role in the age of artificial intelligence, from building technical fluency to showcasing strategic thinking and cross-functional leadership. ​You’ll learn how top candidates position themselves for success, what hiring managers at companies like Meta, Google, and OpenAI are looking for, and how to stand out even without a traditional AI or engineering background. Whether you’re an aspiring PM or looking to transition into AI-focused products, this session will give you actionable insights and a clear roadmap to your next big opportunity.

AMA with Former AI Product at Amazon and RBC

Curious about what it takes to break into AI product management—or how to grow your career in the rapidly evolving world of AI? In this AMA session, you’ll have the chance to hear directly from Avinash M., a Leland coach and former AI Product Lead at the Royal Bank of Canada. ​Avinash will share his journey leading AI initiatives at scale, what companies are really looking for in AI PMs, and how you can build the skills and experiences that set you apart. He’ll also take your questions on everything from landing interviews to navigating technical conversations as a PM. Whether you’re early in your career or looking to pivot into AI, this is your chance to learn from someone who’s been at the forefront of the field.

Becoming an AI Product Manager without a technical AI background

​Building a career as an AI Product Manager doesn’t require a formal background in AI—you just need the right mindset, strategic tools, and storytelling prowess. In this session, you’ll learn how product leaders transition into AI-focused roles by understanding what separates successful AI PMs from generalists: how to build cross-functional credibility, spot high-impact AI use cases, and weave strategy into technical conversations—even without a machine learning degree. ​Leading the session is Jiahong X., a Wharton MBA and current Meta product leader steering generative AI in advertising, with prior product roles at Google. Drawing from experience interviewing over 300 candidates and helping 50+ land roles at FAANG and beyond, Jiahong brings real-world frameworks, clarity on how to shift into AI PM roles, and actionable next steps—so you can strategically plan your path and begin making an impact in the AI space.

The AI PM Superpower: Bridge Product Vision and Technical Reality

The AI PM Superpower: Bridge Product Vision and Technical Reality This flagship masterclass reveals the mindset and tools that make AI Product Managers indispensable - the ability to bridge product, data, and engineering. Through the BRIDGE Framework™, you’ll see how PMs turn business goals into learning systems and collaborate confidently with AI teams. Learning Objectives Apply the BRIDGE Framework™ to move from Product Vision → Data → Delivery. Communicate effectively with engineers and data scientists - even without coding. Recognize the top 3 reasons AI projects fail and how PMs can prevent them.

The Trusted AI PM: Build Products That Win Trust & Career Influence

The Trusted AI PM: Build Products That Win User Confidence and Career Influence The final masterclass explores how trust, transparency, and ethics make or break AI products - and careers. Through real-world stories and the 4 Pillars of Responsible AI, discover how PMs balance innovation with integrity to become trusted leaders inside their organizations. Learning Objectives Apply the 4 Pillars of AI Risk to any product. Conduct a mini bias audit for any AI feature. Design feedback loops that reinforce trust and fairness across releases.

How to Land a Job as an AI Product Manager

​AI product management is one of the most exciting and fast-evolving roles in tech—but it can also be one of the hardest to break into. In this panel, Jeff N. (Principal PM @ Amazon), Nina O. (Former Lead PM @ Google), and Sonya K. (Former PM @ Microsoft) will share what it takes to land a PM role in the age of artificial intelligence, from building technical fluency to showcasing strategic thinking and cross-functional leadership. ​You’ll learn how top candidates position themselves for success, what hiring managers at companies like Meta, Google, and OpenAI are looking for, and how to stand out even without a traditional AI or engineering background. Whether you’re an aspiring PM or looking to transition into AI-focused products, this session will give you actionable insights and a clear roadmap to your next big opportunity.

The AI Workflow Audit: Discover Where AI Can Help You Most

Learn how to use AI to make your work faster and easier. In this hands-on session, you’ll turn ChatGPT or Claude into an audit partner that helps you map where your time goes, pinpoint repetitive or draining tasks, and uncover where AI can make your work easier. Outcomes: You’ll leave with a personalized “AI Audit Map” showing your top three opportunities to use AI for real impact, along with a practical framework and prompts to help you evaluate and redesign your workflows. No coding or automation required—just better ways to work. Learning Objectives: *Recognize the types of tasks best suited for AI support *Evaluate your own workflow to spot inefficiencies and AI opportunities *Apply a structured framework to redesign everyday processes for greater efficiency