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The PM’s Role in AI Evals: Step-by-Step
AI Evals are not just a technical task for engineers, but the most critical tool for Product Managers to build high-quality, trustworthy AI products.
 • 
Aakash Gupta
1:34:32
Prompt Engineering in 2025: The Latest Best Practices
You've seen a million guides on prompts, here's the guide you actually need to build great products right NOW
 • 
Aakash Gupta
 and 
Miqdad Jaffer
2
AI Product Discovery: Complete Course
We're breaking down how to use AI across all 4 stages of Product Discovery: Wonder → Explore → Make → Impact with Jira Product Discovery's Head of…
 • 
Aakash Gupta
1:28:28
This $20M AI Founder Is Challenging Elon and Sam Altman | Roy Lee, Cluely
His acceptance to Harvard was rescinded, his offer to Amazon was rescinded, he was kicked out of Columbia, and... he went viral. Now his AI startup is…
 • 
Aakash Gupta
43:05
How Cursor Grows
Cursor went from 0 to $100M ARR in 24 months. This is their story: packed full of lessons for AI builders of all stripes
 • 
Aakash Gupta
How Zoom Took Over The World
John Beckmann led Zoom's Meetings Product during Covid and now leads their Events & Webinars product. Today, he breaks down how Zoom grows, how they…
 • 
Aakash Gupta
1:01:28

June 2025

What I Learned From Filming 80 Podcast Episodes
In this episode, I'm breaking down everything I've learned growing the podcast, sharing some killer AI workflows, and answering your questions
 • 
Aakash Gupta
1:10:24
Master the Product Metrics Interview
Get frameworks, 8 real Q&A transcripts, dashboards & guardrails in one action-packed 14 k-word playbook for 2025.
 • 
Aakash Gupta
Context Engineering Guide: Step-by-Step RAG, Fine-tuning, and Prompt Engineering
How do you build AI features that actually work for your product instead of generic AI wrappers? Today we walk you through the implementation and…
 • 
Aakash Gupta
 and 
Miqdad Jaffer
1
The Lean Product Playbook 10 Years Later: Product Management in the Age of AI
Legendary author of "The Lean Product Playbook" Dan Olsen joins the podcast with a tactical masterclass on product discovery with modern AI tools.
 • 
Aakash Gupta
7
1:19:37
AI PM Crash Course: Prototyping → Observability → Evals + Prompt Engineering vs RAG vs Fine-Tuning
These are all the skills you need to become an AI PM like Aman Khan — who has been an AI PM at Arize (Evals Leader), Spotify, and Cruise (Autonomous…
 • 
Aakash Gupta
6
2:04:36
How to Break Into Product Management: The Playbook to Land Your First PM Job
Aspiring Product Managers are flooded with tactics and advice. Here's the roadmap you need to make it from 'Aspiring' to 'PM.'
 • 
Aakash Gupta
 and 
Dr. Nancy Li
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