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Building a long and meaningful career | Nikhyl Singhal (Meta, Google)

Nikhyl Singhal is VP of Product at Meta, overseeing teams building messaging, groups, stories, and the main Facebook feed. Before that, he served as the Chief Product Officer at Credit Karma and held various leadership roles at Google, leading teams on Google Photos and Google Hangouts. Nikhyl was also co-founder of three startups, including SayNow and Cast Iron Systems, which were acquired by Google and IBM, respectively. Alongside his successful career, he is passionate about coaching and mentoring, sharing his knowledge through the Skip podcast, newsletter and CPO community. In this episode, we discuss: • Finding your North Star and building a long and meaningful career • Why your superpower may actually be holding you back • Wisdom for aspiring product managers in the early stages of their career • Reasons you aren’t getting promoted, and advice on what to change • How to avoid short-term thinking early in your career and how to become a better manager long-term • Signs you work at an “ex-growth” company and that it’s time to leave • Signs the IC path is a reasonable pursuit • The importance of finding a community — Brought to you by Superhuman—The fastest email experience ever made | Microsoft Clarity—See how people actually use your product | Eppo—Run reliable, impactful experiments Find the transcript at: https://www.lennysnewsletter.com/p/building-a-long-and-meaningful-career Where to find Nikhyl Singhal: • Twitter: https://twitter.com/nikhyl • Newsletter: https://theskip.substack.com/ • Podcast: https://www.skip.community/ • Skip CPO Community: https://www.linkedin.com/company/skip-community-for-cpos/ Where to find Lenny: • Newsletter: https://www.lennysnewsletter.com • Twitter: https://twitter.com/lennysan • LinkedIn: https://www.linkedin.com/in/lennyrachitsky/ In this episode, we cover: (00:00) Nikhyl’s background (04:37) Nikhyl’s mentoring approach during critical periods of change (07:07) The power of long-term career planning (10:36) The value of gaining varied experiences rather than merely collecting logos on your resume (12:52) The unique benefits of working at a “MAGMA” company (14:50) Ex-growth companies and the impact of 0% interest rates (20:19) Signs your company may be struggling to find the right product-market fit (21:32) When you should stay at an ex-growth company (22:34) Early career advice for product managers (25:25) Mid-career strategies for promotion (29:47) Summarizing the 4 reasons you may not be getting promoted (30:15) The value of authentic feedback (33:29) Tactical tips for getting better feedback (34:46) Addressing management challenges in tech (39:50) Opportunities for those who prefer the IC path (45:25) How to become a better manager through community building (47:40) Nikhyl’s community, The Skip (51:27) Lenny’s Slack community (52:54) Late-career advice and identifying skills that need reshaping (57:07) Why it’s so important to listen to contradictory feedback (59:45) Nikhyl’s “superpower” and “shadow” (1:02:20) Mental health challenges and the third act of your career (1:08:44) Examples of North Star metrics in the third act of your career (1:12:20) Lightning round Referenced: • Annie Pearl on Lenny’s Podcast: https://www.lennyspodcast.com/behind-the-scenes-of-calendlys-rapid-growth-annie-pearl-cpo/ • The Skip podcast episode about ex-growth companies: https://www.skip.community/should-i-join-or-leave-an-x-hypergrowth-company/ • Jules Walter on Lenny’s Podcast: https://www.lennyspodcast.com/leveraging-mentors-to-uplevel-your-career-jules-walter-youtube-slack/ • Skip Community for CPOs on LinkedIn: https://www.linkedin.com/company/skip-community-for-cpos/ • Crossing the Chasm: Marketing and Selling Disruptive Products to Mainstream Customers: https://www.amazon.com/Crossing-Chasm-3rd-Disruptive-Mainstream/dp/0062292986/ • Leadership and Self-Deception: Getting Out of the Box: https://www.amazon.com/Leadership-Self-Deception-Getting-Out-Box/dp/B07H3G1KCN • Rise on Disney+: https://www.disneyplus.com/movies/rise/6Yv1uRnw2uAJ • Arc browser: https://arc.net/ • Josh Miller (CEO of The Browser Company) on Lenny’s Podcast: https://www.lennyspodcast.com/competing-with-giants-an-inside-look-at-how-the-browser-company-builds-product-josh-miller-ceo/ Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com. Lenny may be an investor in the companies discussed.

Nikhyl SinghalguestLenny Rachitskyhost
Jun 10, 20231h 25mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Designing a 60-year product career: skips, shadows, and growth

  1. Meta/Facebook product leader Nikhyl Singhal shares a holistic framework for building a long, fulfilling product management career, emphasizing long-term thinking over short-term moves and promotions.
  2. He warns against joining or staying at ‘ex-growth’ companies lacking real product-market fit but carrying late-stage valuations, and instead advocates optimizing for learning, diverse experiences, and clear career ‘stories.’
  3. Singhal explains why many PMs aren’t promoted, why most managers are undertrained, and how the emerging senior IC track is correcting a long-standing industry bug.
  4. In later career, he highlights the “shadow of superpowers,” the mental-health pitfalls of “catching the rabbit,” and the importance of designing an Act III focused on giving and meaning.

IDEAS WORTH REMEMBERING

5 ideas

Think in ‘skips’: optimize for the job after next, not just the next role.

Treat your career like a product roadmap: start from an end-state vision (e.g., founder, CPO, educator) and work backward, choosing current roles that build the skills and stories your future self will need.

Diagnose and exit “ex-growth” companies before your equity and time evaporate.

If your company has a high late-stage valuation but is still searching for real product-market fit and organic pull (rather than being pulled by customers with minimal marketing spend), you’re likely in an ‘ex-growth’ firm where your equity may never materialize.

Promotion blocks usually come from four causes—only one is “you’re not ready.”

Lack of advocacy, absence of a next-level role, impatience, or a real but poorly surfaced development area each require different responses; don’t assume it’s purely a performance problem or purely “unfairness.”

Early PMs should specialize in at least one ambiguity and craft a strong story.

Pick a lane (e.g., market ambiguity, organizational complexity, growth, domain expertise, or craft) and ensure you can clearly articulate what you built, what you learned, and what specific problem you solved—using “I,” not “we.”

Management is a different job, not a promotion in “building.”

Sharing the steering wheel (the sidecar metaphor) and earning the right to manage—being ‘invited in’ instead of defaulting to positional power—are core to good management, which our industry badly under-trains for.

WORDS WORTH SAVING

5 quotes

People spend all their time thinking, ‘One day I’ll be X,’ but they don’t think about what happens after they catch the rabbit.

Nikhyl Singhal

Lateral moves are by definition not forward moves.

Nikhyl Singhal

If you’re still trying to find product-market fit and your valuation is in the hundreds of millions, you’re probably at an ex-growth company.

Nikhyl Singhal

There’s no way to answer that question without being genuinely opinionated.

Nikhyl Singhal

The shadows of your superpowers are often what stall your career—and they sit right where your identity lives.

Nikhyl Singhal

Long-term career design vs. short-term, promotion-driven decisionsRecognizing and avoiding “ex-growth” companiesWhy PMs don’t get promoted and how to diagnose the real reasonBecoming an effective new manager and the value of communitiesThe rise and importance of the senior IC (builder) career pathShadows of superpowers and hidden development areas in senior leadersAct III of a career: post-success identity, giving, and mental health

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