Supra Insider

#56: How to find work you love | Troy Sultan (Co-Founder & CEO @ Guide)


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Welcome to another episode of Supra Insider. This time, Marc and Ben sat down with Troy Sultan, co-founder and CEO of Guide, to unpack the state of job searching and recruiting in the AI era.

Troy shares a compelling behind-the-scenes look at what’s really going on inside recruiting teams today—and why the typical candidate experience is often so broken. He also explains how AI and modern tooling are reshaping hiring in real-time, helping teams scale quality and efficiency without sacrificing humanity.

They also dive into how job seekers can regain power in the process by getting crystal clear on what they want, leading with authenticity, and treating interviews like two-way conversations. Whether you’re currently on the job market or hiring for your team, this episode is packed with insight on how to play the game better—from both sides.

All episodes of the podcast are also available on Spotify, Apple and YouTube.

New to the pod? Subscribe below to get the next episode in your inbox 👇

To support the podcast, please check out the links below:

* Supra just launched its first Product Leadership compensation & tools benchmarks report. The report covers comp trends across different seniority tiers, work settings, and reporting structures. Want to get access to the full report? Please fill out this form to get your exclusive copy.

* Preparing for a PM interview with tech companies like Meta and Google? Check out Ben's course for Product Sense and Analytical Thinking PM interviews (selected by Lenny Rachitsky as a Top Course in Product on Maven 🔥) and the standalone AI Copilot for practice. Supra Insider listeners get 10% off the course with promo code “suprainsider”. Enrollment is closing in one day for the next cohort starting May 20th.

In this episode, we covered the following topics:

* The two tectonic shifts driving changes in hiring: economic and cultural

* Why most candidate experiences feel broken—and how AI can actually help

* What companies with great hiring processes do differently

* Why recruiter incentives don’t always align with long-term culture fit

* How job seekers can identify red (and green) flags early in the process

* A better approach to interview prep and strategy, especially in tough markets

* How to show up with authenticity, ask hard questions, and still land the offer

* The risk of taking the “wrong” job and how to avoid it

* Practical ways to gain clarity on what matters most in your next career move

* And more!

If you’d like to watch the video of our conversation, you can catch that on YouTube:

Links:

* Troy Sultan: https://www.linkedin.com/in/troysultan/

* Guide: www.guide.co

* Ben: https://www.linkedin.com/in/benerez/

* Marc: https://www.linkedin.com/in/marcbaselga/

If you enjoyed this conversation, please share it with a friend or colleague 👇

Also, if you’re a new subscriber, we encourage you to check out some of the recent episodes you might have missed:

And here are some less recent favorites:



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Supra InsiderBy Marc Baselga, Ben Erez

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