Product Growth

Product Growth

Getting a PM Job

I spent months building you an automated job search agent

An AI agent that finds your best roles every morning, networks and applies on your go, and ships nothing you didn't approve.

Aakash Gupta
Nov 13, 2026
∙ Paid

What if you had an AI agent applying to jobs and networking for you?

Today's job, the 7 AM ping (demo persona)

I built it for you. AI can now use your browser and your computer. So an agent can do everything for you.

It finds the role and tailors your resume. It drafts your connection notes, then fills the application in your own browser.

You just supervise.

And the greatest part is you don't need to ship any AI slop. Everything can ship 100% human, because the agent gives you time back to humanize the text.


What it actually looks like

Here's what it does for you every morning:

  1. Build you a tailored application package for your top job

  2. Help you optimize your funnel to drive more inbound opportunities

  3. Help you build out your network at your target companies

  4. Prepare you for your upcoming interviews with the latest insights

That package is a tailored resume and a work product for a job that recently went live at one of your target companies.

It looks like this:

The Job Search OS v2: your morning after setup, the system in action, what changes

The big new piece is autopilot. As far as I can tell, nobody on the market has built a job search product this full-serve.

Too busy to humanize the resume? It sends it as is. If you have the time (and I recommend you make it), put it in your own words first.

Connection notes always get your touch. You make each one your own and send it yourself.


It's working

My Job Search OS has over 2,000 monthly active users (MAU), and people are using it to land all sorts of jobs:

"Job search OS and PM OS are magic [...] I gave like interviews in 19 organizations and I got till last round for seven and got two of it."

– Chandra, two offers

"Started preparing with the Job search OS and after the interview ended, I provided a debrief. It was very helpful to identify my strengths and weaknesses, and how to answer questions."

– Karthick, senior PM who got 1 offer

(Both are students from my Land a PM Job cohort program, which starts November 23rd.)

Own v1? Type /upgrade-v2 and you're on v2, free.


How to get it

The math is simple. The average job switch comes with a 10-15% raise, so at a $200K salary that's $20-30K. This costs $49.

You have two options:

  1. Join my Founding plan and get it alongside my PM OS, Content OS, Team OS and Company OS, plus a year subscription to my newsletter.

  2. Just buy this one on Gumroad for $49, one time, with lifetime updates.

(If you're already a paid subscriber, you can upgrade to Founding here. If you own v1 on Gumroad, v2 is a free update in your Gumroad library.)


Why you need this

It helps your career whether you're searching or not.

  • When you're not job searching: it drafts the notes that build your network

  • When you're job searching: it applies to jobs and preps you for interviews

And if you're a job seeker, this system will help you accomplish what used to take 3 hours in <30 minutes:

  • Finding the right job to apply to (10 mins)

  • Customizing your resume (30 mins)

  • Pinging your connections for a referral (20 mins)

  • Creating a work product (120 mins)

  • Sending it to the hiring manager (10 mins)

What used to take 3 hours, in under 30 minutes

And it's not the system you could hack together yourself: You'll be applying via company sites, not job boards. You won't get banned from LinkedIn. You won't be spraying and praying, or spamming anyone.

Most job seekers are applying to tons of jobs everyday and not hearing anything back. The little they do hear is from jobs that aren't a fit for them. This system changes that.

Built for every job search

This will work if you are in marketing, growth, engineering, design or sales, whatever you are looking to do. This is not just for PMs.

It has playbooks for consulting, forward deployed engineering, AI engineering, sales and design too. Students get an internship mode that counts down every recruiting deadline.

Need a visa? It reads every posting for the sponsorship line, and checks which employers actually filed H-1Bs last year.

If you job searched with your own AI tools, you might nab a job at a tier X company. My goal is to help you earn more by jumping into a tier X-1 company.

It really pays to go up the tiers:

The tiers of pay, role by role: engineers, PMs, designers, data scientists and consultants

And the best part? All this intel is coded into the OS. It will help you get the right jobs that earn more, building your network and applying with flair.


Start applying on autopilot

It even takes the drudgery out of the search.

Here it is applying on Workday, one of the hardest application systems out there:

The agent filling a real Salesforce Workday application for the demo persona, stopping before Submit

So what are you waiting for?

  • Buy on Gumroad

  • Or become a founding member:

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