Aakash Gupta Profile picture
โœ๏ธ https://t.co/8fvSCtBv5Q: $34K/mo ๐Ÿ’ผ https://t.co/ZGMhovLf4J: $20K/mo ๐ŸŽ™๏ธ https://t.co/5kAtvlHZNz: $10K/mo ๐Ÿค https://t.co/fYi4mMJ0Rq: $3.4K/mo
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Jul 29 โ€ข 10 tweets โ€ข 9 min read
If I had to learn AI PM again, I would start here:

($2,000 course totally free) Image 1๏ธโƒฃ AI PM Foundations

@marilynika: How to become an AI PM - youtube.com/watch?v=GQd54gโ€ฆ

Sam Kawsarani: 15+ Years PM in Era of AI - tinyurl.com/2txs9mab

@_amankhan: Prototyping โ†’ Observability โ†’ Evals - youtube.com/watch?v=Ej4pBDโ€ฆ
Jul 23 โ€ข 10 tweets โ€ข 4 min read
You want to code with AI.

But you don't know what tool to use.

Here's your guide on when to use which AI coding tools:

(+ free resources to learn each) Image 1: Cursor

They surpassed $500M ARR for a reason. Your developer probably uses it. It's great for pros - but it's also great for non-technical folks now, as its agent can build things just via natural language.

Free guide:
Jul 17 โ€ข 7 tweets โ€ข 2 min read
There's a new PM interview in town.

But most PMs don't know it yet.

Last week, a PM messaged me in panic:

"I just got destroyed in a Google interview. They wanted me to prototype something with AI tools. I'd never even heard of 'vibe coding' before."

Here's what happening: This isn't isolated. I'm coaching more PMs who are blindsided by this new interview format every week.

Here's what's happening behind the scenes:

The nature of the PM role is undergoing its biggest shift in years.

We're now moving to the era of AI PMs.
Jul 16 โ€ข 7 tweets โ€ข 2 min read
>50% of PM interviews now ask metrics questions.

But not all metrics questions are the same.

5 categories + 16 sub-categories to know: Image ๐—ฆ๐˜‚๐—ฐ๐—ฐ๐—ฒ๐˜€๐˜€ ๐— ๐—ฒ๐˜๐—ฟ๐—ถ๐—ฐ๐˜€ (๐Ÿฎ๐Ÿญ% ๐—ผ๐—ณ ๐—พ๐˜‚๐—ฒ๐˜€๐˜๐—ถ๐—ผ๐—ป๐˜€)

Three major flavors here:

Product launch success: Measuring launching GPT-5.

Feature success: Measuring a mobile payment feature.

Business model success: What would you look at if we launched a marketplace?
Jul 14 โ€ข 8 tweets โ€ข 2 min read
Context engineering is the new prompt engineering.

Here's everything you need to know: Image 1. Etymology

It's unclear who coined the term, but two folks have been particularly important in its rise:

Andrej Karpathy and Dex Horthy.
Jul 11 โ€ข 10 tweets โ€ข 2 min read
Which is it: use LLMs to improve the prompt, or is that over-engineering?

By now, we've all seen a 1000 conflicting prompt guides.

So, I wanted to understand:

โ€ข What do actual studies say?
โ€ข What do experts at OpenAI, Anthropic, & Google say?

Here are the answers: Image I spent the past month in Google Scholar, figuring it out.

I firmed up the learnings with Miqdad Jaffer at OpenAI.

Some of my favorite takeaways from the research:
Jul 5 โ€ข 9 tweets โ€ข 2 min read
If you're preparing for PM interviews in 2025, there's one question type you cannot afford to mess up: Metrics.

Here's the history of how it over took product hiring and why it's the silent killer of PM dreams: Image PMs have been getting hit with questions like these...

And while theyโ€™re not as sexy as product sense or design...

Theyโ€™ve quietly become non-negotiable in most interviews. Image
Jun 26 โ€ข 9 tweets โ€ข 2 min read
Jira Product Discovery (JPD) just launched their biggest update yet.

It will take them from 18K โ†’ 36K customers.

Hereโ€™s why I think so: Image 1. From Teams โ†’ Teams of Teams

I covered Jira Product Discovery (JPD) earlier this year.

They were really good for a product team.

Now, with this monthโ€™s launch of Premium, they are really good for multiple product teams.

This is a huge unlockโ€ฆ
Apr 21 โ€ข 10 tweets โ€ข 2 min read
AI prototyping has changed what it means to be a PM, designer, and engineer in forward-thinking organizations.

Here's how: Image The Old Way

Hereโ€™s what most product development lifecycles look like:

1. Ideation

Most teams barely prototype at the idea stage.

A rare few exceptional designers and PMs do (~5%)
Apr 17 โ€ข 7 tweets โ€ข 2 min read
OpenAI released that there will be 5 levels of AGI.

If you want to build the future of AI, you should deeply understand it.

We are just crossing step 2 of 5 to AGI.

Yet, somehow, teams are still building like we are in levels 1 or 3.

Let me explain: Image LEVEL 1: CONVERSATIONAL AI

Remember those awkward chatbots from 2019?

They sounded human...until they didnโ€™t.

Youโ€™d ask for helpโ€ฆ
Theyโ€™d return gibberish.
Thatโ€™s Level 1.

Might be useful but it can't be your strategic moat.
Feb 24 โ€ข 13 tweets โ€ข 2 min read
I've seen my fair share of product development processes.

JPD's approach stands out as particularly principled and well thought out.

Here are the five most important things about how they build product: Image ๐—™๐—ฎ๐—ฐ๐—ฒ๐˜ ๐—ข๐—ป๐—ฒ - ๐—ง๐—ต๐—ฒ ๐—Ÿ๐—ถ๐—ด๐—ต๐˜๐—ต๐—ผ๐˜‚๐˜€๐—ฒ ๐—ฃ๐—ต๐—ถ๐—น๐—ผ๐˜€๐—ผ๐—ฝ๐—ต๐˜†

As Catalin Bridinel, Head of Design, explains:

"The product is a ship, and the user is a lighthouse that gives you direction."

This is more than a cute metaphor - it's a fundamental operating principle.
Feb 14 โ€ข 9 tweets โ€ข 2 min read
Most people are still prompting wrong.

I've found this framework, which was even shared by OpenAI President Greg Brockman.

Hereโ€™s how it works: Image ๐—ง๐—ต๐—ฒ ๐—ฅ๐—ฒ๐—ฎ๐˜€๐—ผ๐—ป๐—ถ๐—ป๐—ด

4 words in lowercase doesnโ€™t work.

If you want to write a PRD, or a product strategy, or something for work, you have to help the LLM get your context.

This is done in 4 parts.
Jan 26 โ€ข 13 tweets โ€ข 3 min read
Weโ€™ve been sold a million use cases for PMs to use AI.

For my money, here are the top 5: Image AI wonโ€™t replace PMs.

But PMs who use AI will replace PMs who donโ€™t.

You donโ€™t even need to learn coding to join the AI revolution.

Thereโ€™s one archetype taking over in organizations right now: the AI-powered PM.

Here are the top 5 ways AI-powered PMs are changing the game: Image
Dec 31, 2024 โ€ข 14 tweets โ€ข 3 min read
Used right, OKRs can be the most powerful product process.

But most orgs completely mess them up.

From driving empowerment to becoming tools for controlโ€ฆ

Hereโ€™s what you need to know about when to add or remove OKRs: Image ๐—ง๐—ต๐—ฒ ๐——๐—ฒ๐—ฏ๐—ฎ๐˜๐—ฒ ๐—”๐—ฟ๐—ผ๐˜‚๐—ป๐—ฑ ๐—ข๐—ž๐—ฅ๐˜€: ๐—” ๐——๐—ฒ๐—ฒ๐—ฝ๐—ฒ๐—ฟ ๐—ง๐—ฟ๐˜‚๐˜๐—ต ๐—”๐—ฏ๐—ผ๐˜‚๐˜ ๐—”๐—น๐—ถ๐—ด๐—ป๐—บ๐—ฒ๐—ป๐˜

The conversation around OKRs reveals a fundamental truth:

Alignment mechanisms arenโ€™t one-size-fits-all.

Take Ramp, for example.

They built a $10B company without OKRs.
Dec 29, 2024 โ€ข 14 tweets โ€ข 3 min read
If you want to move from a PM to a product leader, thereโ€™s one skill you absolutely need to master:

Product processes.

Here are the 12 most essential ones to drive impact, speed, and quality: Image ๐—ข๐—ก๐—˜ - ๐—ข๐—ž๐—ฅ๐˜€

โ†’ When to Add: When your team is growing fast, shifting priorities, or you need a system to track progress across teams.

โ†’ When to Drop: If OKRs become a never-ending admin task and feel disconnected from day-to-day work, itโ€™s time to simplify.
Dec 20, 2024 โ€ข 14 tweets โ€ข 3 min read
One thing that will remain the same in the 2025 job landscape:

Hiring managers will still ask, "Why this company?"

Nail it, and youโ€™re halfway to landing your dream role.

Hereโ€™s how to master this: Image Over the years, Iโ€™ve worked with countless aspiring and senior PMs.

99% of them give a 4/10 answer.

Hereโ€™s where they go wrong:

1. Generic fluff โ†’ They rattle off buzzwords like โ€œinnovative cultureโ€ or โ€œmarket leader.โ€ Itโ€™s uninspired.
Dec 15, 2024 โ€ข 14 tweets โ€ข 2 min read
How do the best product teams ship better and faster without things breaking?

They embed quality into every step of the development process.

Hereโ€™s how you can do the same: Image ๐—™๐—ถ๐˜ƒ๐—ฒ ๐—–๐—ฟ๐—ถ๐˜๐—ถ๐—ฐ๐—ฎ๐—น ๐—–๐—ต๐—ฒ๐—ฐ๐—ธ๐—ฝ๐—ผ๐—ถ๐—ป๐˜๐˜€

๐—ข๐—ก๐—˜ - ๐—•๐—ฒ๐—ณ๐—ผ๐—ฟ๐—ฒ ๐—™๐—ถ๐—ป๐—ฎ๐—น๐—ถ๐˜‡๐—ถ๐—ป๐—ด ๐—ฅ๐—ฒ๐—พ๐˜‚๐—ถ๐—ฟ๐—ฒ๐—บ๐—ฒ๐—ป๐˜๐˜€

โ†’ When: Right after youโ€™ve done your research and before locking down specs.
Nov 7, 2024 โ€ข 10 tweets โ€ข 3 min read
PMs, you can add at least $50k to your salary by becoming an AI PM.

However, many people miss the mark, making the same mistakes over and over again.

Here are the 7 mistakes to avoid if you want to secure your dream AI role: Image ๐— ๐—ถ๐˜€๐˜๐—ฎ๐—ธ๐—ฒ #๐Ÿญ: ๐—ง๐—ต๐—ฒ ๐—–๐—ฒ๐—ฟ๐˜๐—ถ๐—ณ๐—ถ๐—ฐ๐—ฎ๐˜๐—ฒ ๐—–๐—ผ๐—น๐—น๐—ฒ๐—ฐ๐˜๐—ผ๐—ฟโ€™๐˜€ ๐—–๐˜‚๐—ฟ๐˜€๐—ฒ

โ†’ Collecting certificates may feel productive, but itโ€™s often just an illusion of progress.

โ†’ Instead of paper chasing, identify a problem, build a prototype, and document your process.
Nov 5, 2024 โ€ข 13 tweets โ€ข 3 min read
Looking to land a PM role at Google, Amazon, or Meta?

Hereโ€™s the truth: Itโ€™s not enough to just secure the offer.

You need to nail the team matching process.

Hereโ€™s how to land the team (and role) you want: Image ๐—ช๐—›๐—”๐—ง ๐—œ๐—ฆ ๐—ง๐—˜๐—”๐—  ๐— ๐—”๐—ง๐—–๐—›๐—œ๐—ก๐—š ๐—ฃ๐—ฅ๐—ข๐—–๐—˜๐—ฆ๐—ฆ?

At top tech companies, landing an offer is only the beginning.

After that, itโ€™s time for team matching: the stage where PMs find their โ€œhome baseโ€ within the company.

Why this process is crucial for both parties?
Nov 3, 2024 โ€ข 12 tweets โ€ข 3 min read
The biggest bottleneck in scaling your product with enterprise clients?

Not getting your product ready.

Hereโ€™s what you need to know to transform for enterprise: Image ๐—ง๐—›๐—˜ ๐—ฃ๐—œ๐—ง๐—™๐—”๐—Ÿ๐—Ÿ๐—ฆ ๐—œ๐—ก ๐—–๐—ข๐—ก๐—ฉ๐—˜๐—ก๐—ง๐—œ๐—ข๐—ก๐—”๐—Ÿ ๐—ช๐—œ๐—ฆ๐——๐—ข๐— 

Many believe an โ€œenterprise-readyโ€ product only needs the basics: RBAC, SSO, SLAs, and audit logs.

These are important but just the price of admission...
Oct 29, 2024 โ€ข 13 tweets โ€ข 4 min read
This founder dropped out of college and built a $20B company.

Here's the crazy story of how Figma went from nothing to one of the iconic startups: Image CHAPTER 1 - SOLVING THE FILE PROBLEM

In 2012, Figma's co-founders @zoink and @evanwallace set out to solve a problem that every designer struggled with:

The file problem. Image