logo
episode-header-image
Jun 15
2h 4m

AI PM Crash Course: Prototyping → Observ...

Aakash Gupta
About this episode

Every PM has to build AI features these days.

And with that means a completely new skill set:

- AI prototyping

- Observability, Akin to Telemetry

- AI Evals: The New PRD for AI PMs

- RAG v Fine-Tuning v Prompt Engineering

- Working with AI Engineers

So, in today’s episode, I bring you a 2-hour crash course into becoming a better AI PM.

I’ve teamed up with Aman Khan.

When it comes to people creating AI PM content, Aman Khan is amongst the most insightful and informed. And that's because he's been an AI PM since 2019:

- He worked at Cruise on self-driving cars.

- He's worked with Spotify on their AI systems.

- And now he works at Arize, one of the leading observability and evals companies.

----

Brought to you by:

Miro: The innovation workspace is your team’s new canvas

Jira Product Discovery: Plan with purpose, ship with confidence

Maven: Get $100 off Aman’s course with my code ‘AAKASHxMAVEN’

Amplitude: Test out the #1 product analytics and replay tool in the market

----

Timestamps:

Can Anyone Become AIPM? - 0:00

5 AIPM Skills Overview - 5:52

Skill 1: AI Prototyping - 6:31

Ad: Miro - 13:35

Ad: Atlassian - 14:50

Building Trip Planner Agent - 15:27

Ad: Maven - 29:46

Ad: Amplitude - 30:40

Skill 2: Observability - 50:34

Skill 3: Evals - 1:10:10

RAG vs Fine-Tuning vs Prompt Engineering - 1:29:54

Bolt Teardown - 1:30:32

Skill 5: Working With Engineers - 1:43:24

Don't Make These Mistakes - 1:48:33

2 Hours Weekly Plan - 1:53:55

AIPM Jobs Exist - 1:57:45

Aman's Resources - 2:00:48

Outro - 2:04:00

----

Key Takeaways:

1. Cursor beats Bolt for serious AI PMs. While Bolt is great for quick mockups, Cursor gives you the control you need to build real agent systems and understand what's happening under the hood.

2. Observability comes before evals. Just like regular products need telemetry for analytics, AI products need traces for evals. Point Cursor to documentation and it adds what you need.

3. Vibe coding doesn't scale. Looking at outputs and deciding if they "feel good" works for prototypes, but not production. You need systematic evals to measure what "good" actually means.

4. Most PMs fine-tune too early. Aman showed a prompt outperforming a fine-tuned model. Start with prompting (95% of results), add RAG for external data, only fine-tune for cost/speed.

5. Your evals need evals. When your LLM judge marks outputs as "friendly" while your human labels say "robotic," that mismatch tells you exactly where to improve your system.

6. Use text labels, not numbers. LLMs understand "friendly vs robotic" better than 1-5 scales. They're trained on language, not mathematics.

7. AI engineers want data, not docs. Stop sending Google Docs with requirements. They want you labeling datasets and defining success through evals.

8. Bolt is just a really good prompt. Aman tore down Bolt's architecture - it's system prompts + tool calling + code generation. The "magic" isn't magic.

9. Side projects are your interview hack. When Aman asks "What are you building?" he can immediately gauge curiosity, initiative, and hands-on experience.

10. Don't automate yourself too early. Use AI as a second brain for analysis, but don't try to automate your entire job. Learn to work with reasoning models to push your thinking.

----

Check it out on Apple, Spotify, or YouTube.

----

Where to Find Aman:

LinkedIn: Aman Khan

X: Aman Khan

Substack: aiproductplaybook.com

Company: Arize

Course: The AI PM Playbook

----

Related Podcasts:

Tutorial of Top 5 AI Prototyping Tools

Complete Course: AI Product Management

We Built an AI Agent to Automate PM in 73 mins (ZERO CODING)

We Built an AI Product Manager in 58 mins (Claude, ChatGPT, Loom + Notion AI)

We Built an AI Employee in 62 mins (Cursor, ChatGPT, Gibson, Crew AI)

----

Up Next

I hope you enjoyed the last episode with Tom Occhino (where we gave an in-depth v0 tutorial). Up next, we have episodes with:

Dan Olsen - Author, Lean Product Playbook

John Beckmann - Head of Events + Webinars, Zoom

Tanguy Crusson - Head of Product, Jira Product Discovery

Finally, check out my latest deep dive if you haven’t yet: The Playbook to Land Your First PM Job.

----

If you want to advertise, email productgrowthppp at gmail.



This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.news.aakashg.com/subscribe
Up next
Aug 18
He built the top AI agent startup | Flo Crivello, Former PM, now CEO & Founder, Lindy AI
If you’ve ever said “I just wish I had an assistant who knew exactly how I think”... Lindy is that assistant. These agents aren’t demos. They’re real, customizable workflows anyone can build. No code.Flo Crivello (founder of Lindy and ex-Cruise/YC) joined us to show how his perso ... Show More
53m 10s
Aug 12
Teresa Torres' Step-by-Step Guide to AI Product Discovery
In today’s episode, we have one of the two voices I wanted most when I started this podcast: Teresa Torres. Alongside Marty Cagan, she was in my top guests to have.That’s because she has trained over 17,000 PMs in 100 countries.And in today’s episode, she’s breaking down one of t ... Show More
56m 5s
Aug 9
Building in Public: The 7 AI Tools I'm Using in My $1M+/Yr Business
I made $1M in the last 12 months — with zero full-time employees. In this podcast, I’ll share and show you (watch the YT version) the 7 AI workflows that helped me scale faster, save over $400K in costs, and launch multiple income streams, all powered by AI agents. You’ll see exa ... Show More
31m 5s
Recommended Episodes
Nov 2024
Becoming an AI PM | Aman Khan (Arize AI, ex-Spotify, Apple, Cruise)
Aman Khan is Director of Product at Arize AI, an observability company for AI engineers at companies like Uber, Instacart, and Discord. Previously he was an AI Product Manager at Spotify on the ML Platform team, enabling hundreds of engineers to build and ship products across the ... Show More
1h 17m
Jul 8
The Robots Aren’t Coming—They’re Already Here (And They're Cheaper Than Your Project Engineer)
From the office to the job sites, AI is rapidly changing the construction industry just as any other. The newly developed AI tools currently available can help you to process data from variety of sources, providing you with insights to make smart decisions. One crucial piece of i ... Show More
21m 15s
May 1
The rise of Cursor: The $300M ARR AI tool that engineers can’t stop using | Michael Truell (co-founder and CEO)
Michael Truell is the co-founder and CEO of Anysphere, the company behind Cursor—the fastest-growing AI code editor in the world, reaching $300 million in annual recurring revenue just two years after its launch. In this conversation, Michael shares his vision for the future, les ... Show More
1h 11m
Apr 2025
2027 Intelligence Explosion: Month-by-Month Model — Scott Alexander & Daniel Kokotajlo
Scott and Daniel break down every month from now until the 2027 intelligence explosion.Scott Alexander is author of the highly influential blogs Slate Star Codex and Astral Codex Ten. Daniel Kokotajlo resigned from OpenAI in 2024, rejecting a non-disparagement clause and risking ... Show More
3h 4m
Sep 2024
AI is more than GenAI
GenAI is often what people think of when someone mentions AI. However, AI is much more. In this episode, Daniel breaks down a history of developments in data science, machine learning, AI, and GenAI in this episode to give listeners a better mental model. Don’t miss this one if y ... Show More
40m 3s
Jul 8
How I'm Building a Zero-Employee Business with AI
Want to Automate your work with AI? Get the playbook here: https://clickhubspot.com/wgk Episode 66: Can you really build a zero-employee business with AI? Nathan Lands (https://x.com/NathanLands) sits down with John Rush (https://x.com/johnrushx), founder and self-proclaimed buil ... Show More
46 m
Jan 2025
#132: OpenAI’s Operator, Stargate, The AI Literacy Project, Trump AI Executive Order, Perplexity Assistant & Zapier Agents
Join Mike and Paul as they navigate through a week in tech that's too big for just one episode. They unpack Project Stargate, OpenAI's Operators program, and explore SmarterX's ambitious push to democratize AI education. Plus, Trump’s actions on AI in his first week in office, Pe ... Show More
1h 23m
Aug 11
EP 586: OpenAI releases GPT-5 in ChatGPT, Google’s impressive Genie 3 and more AI News That Matters
OpenAI released GPT-5, and it's.... polarizing?Google dropped something kinda outta this world.And Anthropic picked a bad week to drop a new model.This week was one of the busiest in AI of the year. If you missed anything, this is your one-stop shot to get caught up. On Mondays, ... Show More
53m 53s
Jun 2024
#218 Designing AI Applications with Robb Wilson, Co-Founder & CEO at Onereach.ai
All the hype around generative AI means that every software maker seems to be stuffing chat interfaces into their products whenever they can. For the most part, the jury is still out on whether this is a good idea or not. However, design goes deeper than just the user interface, ... Show More
46m 36s
Jul 1
What's Actually Coming in AI (From Someone Building It)
Episode 65: What’s actually coming next in AI, and how will it transform the fundamental infrastructure we rely on every day? Matt Wolfe (https://x.com/mreflow) sits down with DJ Sampath (https://x.com/djsampath), Senior Vice President of AI Products at Cisco, for a deep dive int ... Show More
21m 16s