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#8: The Product Leadership Job Search with Aakash Gupta
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#8: The Product Leadership Job Search with Aakash Gupta

Surprising learnings from a recent deep dive Aakash published into how product leaders land and negotiate for the most coveted product leadership roles (GPM, Director, VP, CPO)

Welcome to another episode of Supra Insider. This time, we’re excited to bring you our conversation with Aakash Gupta.


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Aakash is a former product leader who was most recently VP of Product at Apollo, Head of Product Growth at Affirm, and other great companies. He’s lately become known for his Substack newsletter, Product Growth, where he has a very large subscriber base, as well as his LinkedIn where he has 200k+ followers.

In this episode, we went deep on the latest Product Growth Substack post, titled The Product Leadership Job Search, covering the following topics:

  • Aakash’s motivation for writing this article

  • Definitions for what it means to be a product leader in this environment

  • Biggest findings (and surprises) from researching the article, including that the best leadership jobs often aren’t posted

  • Why it’s important to build and nurture relationships with product recruiters and venture capital teams

  • How to set yourself up for successful relationships with hiring managers

Aakash brought a lot of energy and excitement to this conversation and we hope you enjoy it. Thanks for listening!

Episode Links

  • Article we discussed:

Product Growth
The Product Leadership Job Search
The job market is finally opening up Right now, Director of Product opportunities are being promoted on LinkedIn at Reddit, Google, MongoDB, Meta, Ramp, Netflix, and many more… The sexiest, highest paying companies in tech are hiring leaders again. Folks who have been unemployed for several months, or were sitting tight for the last few years, are landing jobs they consider upgrades…
Read more

Discussion about this podcast

Supra Insider
Supra Insider
A podcast for product leaders inspired by discussions in the Supra product community, hosted by Marc Baselga and Ben Erez.