Phyl Terry is the author of Never Search Alone, which I’ve seen so many people reference as the most impactful guide they read for finding a job. Phyl was on the founding team of the first company Amazon acquired back in the ’90s and then was CEO of pioneering product consulting firm Creative Good, with companies like Apple, Facebook, and Microsoft as customers. Today, Phyl is the founder and CEO of Collaborative Gain, which 20 years ago pioneered bringing councils to senior product leaders and GMs in Silicon Valley. That’s their day job—in addition to that, Phyl runs a free global community for job seekers based on their latest book. In our conversation, we discuss:

• Why you should never search for a job alone

• How job search councils work

• How to determine your “candidate-market fit”

• How to conduct a listening tour

• Creating your job mission and OKRs

• How to negotiate job offers

• The art of asking for help

• Tactics for effective networking and interviewing

• Much more

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Brought to you by:

• Sidebar—Accelerate your career by surrounding yourself with extraordinary peers

• Sprig—Build products for people, not data points

• Dovetail—The customer insights hub for product teams

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Find the transcript and show notes at: https://www.lennysnewsletter.com/p/land-your-dream-phyl-terry

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Where to find Phyl Terry:

• X: https://x.com/phylterry

• LinkedIn: https://www.linkedin.com/in/phylterry/

• Website: https://www.phyl.org/

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Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

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In this episode, we cover:

(00:00) Phyl’s background

(01:58) The concept of job search councils

(04:27) The power of community in job searching

(08:55) The scale and structure of job search councils

(12:27) The impact of job search councils

(20:19) The concept of candidate-market fit

(22:50) Writing a Mnookin two-pager

(24:37) Conducting listening tours

(30:12) Creating a focused candidate-market fit

(36:20) Advice on finding the right stage of company for you

(40:37) Identifying your unique path

(45:30) Navigating tough job markets

(49:07) Playing to win

(53:36) Negotiation tactics for job offers

(01:05:12) The gratitude house exercise

(01:10:48) The power of asking for help

(01:19:18) How to ask for help

(01:28:40) Final thoughts and advice

(01:38:21) Lightning round

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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

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Lenny may be an investor in the companies discussed.