The Skip Podcast – Details, episodes & analysis

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The Skip Podcast

Nikhyl Singhal

Business

Education

Frequency: 1 episode/22d. Total Eps: 54

The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. Nikhyl has helped scale four of the most successful tech products ever: Facebook, Credit Karma, Google Photos, and Google Hangouts. And he coaches more than 100 executives, managers, and rising stars in navigating important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life. Subscribe to this podcast to hear from him and other executives as they teach unique career lessons.

Recent rankings

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Apple Podcasts

🇨🇦 Canada - technology
25/07/2026
#98
🇬🇧 Great Britain - technology
25/07/2026
#87
🇫🇷 France - technology
25/07/2026
#98
🇨🇦 Canada - technology
24/07/2026
#64

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https://www.skip.show/
28 shares
https://theskip.substack.com/
23 shares
https://www.threads.net/@nikhylsinghal?xmt=AQGz6ktzBX5AKXnRvb8jxFoxiPAcZ9bsiULBhx_DDXHPGc8
6 shares

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RSS feed quality

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Score global : 68%

Publication history

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Latest published episodes

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4 secrets of career-boosting companies

Episode 28

Thursday, August 29, 2024 • Duration 20:58

Not all successful companies can supercharge your career. And not all companies that struggle are bad for your career. How can you tell if your company, or one that you are consider, will supercharge your career? In this episode, we'll explore four key characteristics of career-accelerating companies: speed, market position, quality of talent, and development culture. Whether you're job hunting or evaluating your current role, these insights will help you identify environments that truly foster career growth.

–

We also discuss:

Strong signals of a supercharged company
Why shipping velocity is crucial
Learning opportunities at immature companies
Looking for companies with strong talent
What makes an excellent development culture

–

Referenced:

Crafting a compelling career story: https://www.youtube.com/watch?v=0Reh9wTUIYc&t=913s
Greatest hits on career advice with Peter Yang: https://www.youtube.com/watch?v=-BcCHEXAVVk
Is my next job at a startup or big tech?: https://www.youtube.com/watch?v=MiELOo4_XGg&t=9s
Should I join or leave an ex-hypergrowth company: https://www.youtube.com/watch?v=5-rr1cYYfEU
Six superpowers of product managers: https://www.youtube.com/watch?v=OnsSwHP3d-c
Stage of Company: A career unlock: https://www.youtube.com/watch?v=H59CRHQ6va0&t=2053s

–

Where to find Nikhyl:

Find The Skip:

Don't forget to subscribe to The Skip to hear me coach you through timely career lessons. If you’re interested in joining me on a future call, send me a note on LinkedIn, Threads, Twitter or email me at: nikhyl@skip.community

–

Timestamps

(00:00) Episode Teaser: How to 10x your career

(01:10) Introducing the framework

(03:41) The caller’s question

(05:00) 1: Speed and execution

(08:43) 2: Market position

(11:47) 3: Quality of talent

(15:27) 4: Development culture

(20:22) How to get in touch

Read moreCollapse

Navigating careers while expecting

Episode 27

Wednesday, August 21, 2024 • Duration 12:19

In this short and sharp "peacast" episode of The Skip, I share insights from a conversation with a pregnant Product Executive facing a career dilemma. She was convinced she needed to leave her current company, but while searching for a job, she got pregnant. And now she's been offered a new role at her company due to a reorganization. We discuss her options: accept the role, take a less senior role post-maternity leave, or seek opportunities elsewhere.

–

We also discuss:

Maximizing career potential without sacrificing family
Reframing career decisions in the context of long-term growth
How to have it all, just not at once
The value of wartime leadership experience
Overcoming job search anxiety

–

Referenced:

Avoiding burnout for high achievers

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Where to find Nikhyl:

–

Find The Skip:

Are you short changing your career by not managing people?

Episode 18

Monday, December 11, 2023 • Duration 37:13

Welcome back to The Skip; this episode is a little bit special as I’m experimenting with a new format: live coaching sessions. This idea came from the realization that the coaching queries I receive from listeners often have common themes.

My hope is that recording and sharing a coaching call like this demonstrates how the frameworks are applied in real conversations and possibly helps others with similar situations. Naturally, privacy is paramount, so we’ve anonymized the content and received permission from the caller to ensure no personal or sensitive information is disclosed.

In today's episode, we discuss:

Strategies for presenting your individual contributor (IC) experience during career advancement interviews.
How to map the complexities you are solving in your current role into specific phrases that hook a recruiter or a future hiring manager
Avoiding over selling your experience and landing in a sub-optimal role, focused on org-building vs. product-building
Exploring how far an IC can travel within a company, and how to ultimately become an executive

Timestamps:

(00:00) Introduction and welcome to the podcast

(00:57) Introducing the format of this episode

(04:08) Context ahead of the coaching call

(06:40) How to frame your experience as an IC when interviewing for the next step in your career.

(08:25) Nikhyl's follow-up questions

(09:11) Why the caller left Microsoft

(11:17) Nikhyl's thoughts and initial reaction to the caller's situation

(12:22) Identifying if you have a product ambiguity or team ambiguity problem

(15:10) Nikhyl's thoughts on how to frame the caller's experience when interviewing

Greatest hits on career advice with Peter Yang (Roblox, ex-Reddit)

Episode 17

Sunday, October 1, 2023 • Duration 50:31

Much of the career advice out there is for aspiring PMs. But what about those who have one foot on the ladder and are looking to climb the next rung? This episode is about advancing mid to late-stage product management careers. I'm joined by Peter Yang, Product Lead at Roblox, and product newsletter writer, to discuss how established PMs can avoid getting stuck. From pursuing growth over promotion to knowing when to change companies, we discuss a wide range of strategies to help you continue building the career you want based on your individual goals.

Today’s discussion covers:
• Wisdom for mid and late-stage product managers looking to advance their careers
• Why you should focus on growth, not promotion
• Optimizing for company stage instead of company name
• Signs you should leave a company
• The under-discussed trade-offs between compensation and tenure
• Why top companies offer such high compensation

Creator Economy by Peter Yang:
• Nikhyl Singhal (VP Meta): How to Advance Your Product Management Career (Part 1)
• Nikhyl Singhal (VP Meta): How to Advance Your Product Management Career (Part 2)

Referenced in this episode:
• Blog post "Stage of company, not name of company"
• Six Superpowers of Product Managers
• Shadows of your Superpowers (Part 1)
• Shadows of your Superpowers (Part 2)

Timestamps:
(00:00) Introduction
(01:27) Advancing mid or late-stage careers(04:38) Promotions matter less than you think(08:36) The different end goals for PM careers(13:56) How to find the right company to elevate your career(19:07) The best and worst reasons to change companies(23:28) The impact of short tenures on someone’s resume(27:19) Why top companies offer such high compensation(31:31) The relationship between title and compensation(34:52) Advice for negotiating compensation(37:21) The under-discussed tradeoff between compensation and tenure(39:07) Recapping the "shadows of your superpowers"(41:55) Nikhyl’s advice for dealing with a common shadow(47:43) Conclusion

How to find a great Mentor

Episode 16

Sunday, September 10, 2023 • Duration 50:30

This episode is about mentorship. Mentorship is a powerful personal development tool that naturally attracts ambitious people. However, it can be a complicated tool to maximize. Mentorship comes in many forms, with varying degrees of accessibility, quality, and suitability for a given individual. In this episode, I answer questions on 3 topics surrounding the complications of mentorship: how to navigate the resources available, how to be coachable, and tips and tricks I’ve learned as a mentor and mentee.

In today’s episode, we discuss:

Why you shouldn’t conflate success at your company with success in your career
How and why you should form a “Personal Board of Directors”
Resources for people who can’t access certain types of mentorship
How to identify and avoid bad advice
Actionable tips for becoming more coachable
Why coaching others improves your ability to be coached

Referenced in this episode:

Meander: Match your career ambitions with the perfect mentor (Nikhyl is an advisor)
Shreyas Doshi: links to his content and his courses
Lenny’s Podcast
Reforge

Timestamps:
[00:00:00] Intro
[00:01:54] I feel like I’m not doing enough to advance my career, what should I do?
[00:04:34] What if I can’t access mentorship?
[00:06:11] The 4 buckets of people in your network
[00:09:55] The “Personal Board of Directors” framework
[00:12:02] How to connect - not “network” - in 30 mins per week
[00:13:31] How to find people to connect with
[00:15:16] The value of free online content
[00:16:31] The value of communities
[00:18:41] Paid resources
[00:21:24] 2 things to consider when it comes to executive coaches and therapists[00:24:48] 3 unique strengths of therapy[00:25:51] The skill of being coachable[00:26:43] Use specific requests when engaging with potential mentors or coaches[00:30:33] The courage required to listen to feedback[00:31:38] How to run an efficient process when being coached[00:34:55] Why coaching others helps you to be coached[00:36:42] How do you know if you’re getting good advice?[00:38:45] Beware of extremists and contrarians[00:40:04] Beware of copycat coaches[00:41:12] Coaches must know you and your situation[00:42:19] My own personal board of directors[00:46:03] How I think about new requests to be coached by me[00:47:07] My new idea for a live coaching format[00:48:21] Conclusion

5 rules that will unlock your Product Management career

Episode 15

Sunday, August 13, 2023 • Duration 27:55

Today’s episode breaks down my 5 rules for optimizing the most important product in your professional life: your career. These rules synthesize some of the key takeaways from all of my other content about product management and career growth. I break down why each rule matters, and outline some associated mistakes and misconceptions that you should avoid. Whether you’re at a career juncture or are firmly positioned in a role, these rules come with actionable tactics you can implement tomorrow. Ultimately, I believe that following these rules will lead you to a healthier career where you think long-term and control your own outcomes.

Today’s discussion covers 5 rules:

1. Product manage your career like a product

2. Ensure each transition is career additive

3. Who you know will matter as much as what you know

4. Find a strength area and build a superpower around it

5. Bet on yourself

Timestamps:

[00:00:00] Intro

[00:01:33] Overview of the 5 rules

[00:02:00] Rule #1 Product manage your career like a product

[00:05:43] The importance of seeking out feedback

[00:07:13] Rule #2: Ensure each transition is career additive

[00:10:40] The external vs internal realities of a company

[00:13:08] Rule #3 Who you know will matter as much as what you know

[00:15:03] How to build your network authentically

[00:18:38] Rule #4 Find a strength area and build a superpower around it

[00:21:16] The shadows of your superpowers

Shadows of Superpowers (Part 2)

Episode 14

Sunday, July 30, 2023 • Duration 39:07

Today’s episode is the second part, and deeper analysis, on “the shadows of your superpowers”. These are a type of development areas that are associated with your greatest strengths. I use example personas to detail 5 common shadows I’ve noticed across my career and coaching. For each, I breakdown why the shadow is elusive, common reactions to receiving feedback around it, and actionable advice for addressing the development area. Whether these shadows remind you of yourself or of others - in a personal or professional context - this reflection will help you cast the shadows into the light.

Today’s discussion covers:

A recap of the “shadows” concept
Executer who struggles to be a team player (Martin)
Strong opinions, tightly held (Jackie)
Team builder who becomes too political (Max)
Organizational expert who is too hands-off (Jenny)
Company veteran who struggles to innovate (Evan)
How you can apply these reflections

Timestamps:
[00:00:00] Recapping the “shadows” concept
[00:02:00] Where to apply these insights in your life
[00:04:38] Example #1: Executer who struggles to be a team player (Martin)
[00:09:31] Advice for Martin
[00:13:07] Example #2: Strong opinions, tightly held (Jackie)
[00:14:18] Advice for Jackie
[00:17:17] Example #3: Team builder who becomes too political (Max)
[00:19:12] Advice for political Max
[00:23:24] Example #4: Organizational expert who is too hands-off (Jenny)
[00:25:06] Advice for Jenny
[00:29:16] Example #5: Company veteran who struggles to innovate (Evan)
[00:33:09] Advice for Evan
[00:36:57] Conclusion

Where to find Nikhyl:
Twitter: https://twitter.com/nikhyl
LinkedIn: https://www.linkedin.com/in/nikhyl/

Where to find The Skip Podcast:Website: YouTube: TikTok: Spotify: Apple Podcasts:

Shadows of your Superpowers (Part 1)

Episode 13

Sunday, July 16, 2023 • Duration 31:06

Today’s episode breaks down the shadows of your superpowers. These are a type of development area that is associated with your greatest strengths, and these apply to people inside and outside of tech. Shadows are one of the most elusive areas of self-development and, therefore, one of the most limiting to your potential. You may very well be unaware of yours. While shadows are surrounded by complicated personal and workplace dynamics, understanding them is likely one of your best opportunities to unlock the next step in your career.

Today’s discussion covers:

What shadows are
The complex dynamics which make them easy to dismiss
How to identify yours
4 reactions people have when their shadows catch up with them
10 common examples of shadows
How to address your shadows and move from acknowledgment to action

Where to find Nikhyl:
Twitter: https://twitter.com/nikhyl
LinkedIn: https://www.linkedin.com/in/nikhyl/
Threads: https://www.threads.net/@nikhylsinghal

Timestamps:
[00:00:24] What’s covered in this episode
[00:02:16] Introducing the shadows of your superpowers
[00:04:00] How this episode is structured
[00:04:40] The unique nature of shadows and why they’re so elusive
[00:07:24] When your shadows catch up with you
[00:08:02] Four reactions people have when their shadows catch up with them
[00:08:07] Reaction #1: Fight
[00:08:22] Reaction #2: Withdraw
[00:08:53] Reaction #3: Ignore the shadow
[00:09:31] Reaction #4: Confront the shadow
[00:10:29] What separates shadows from regular development areas
[00:14:07] 10 common examples of shadows[00:14:14] Example #1 - The great storyteller[00:14:51] Example #2 - The collaborator[00:15:38] Example #3 - The straight shooter[00:16:36] Example #4 - The process expert[00:17:32] Example #5 - The idea person[00:18:18] Example #6 - The wartime individual[00:19:30] Example #7 - The industry expert[00:20:44] Example #8 - The hard worker[00:21:27] Example #9 - The sacrifice[00:22:39] Example #10 - The future thinkers[00:23:38] Advice on what to make of all this[00:26:08] What it takes to address your shadows[00:29:32] Episode conclusion

Six Superpowers for Product Managers

Episode 12

Monday, June 19, 2023 • Duration 34:32

In this episode of The Skip podcast, Nikhyl Singhal presents an enlightening discourse aimed at aiding tech industry professionals in their career growth. Through a new 30-minute coaching format, Nikhyl explores the transitions between managerial and individual contributor roles, emphasizing the significance of tackling six ambiguities in product management: product, growth, domain, market, organization, and team. He introduces these distinct skills and types of product managers, each uniquely contributing to the tech landscape. Nikhyl also addresses the often-overlooked organizational complexities and the vital role of team management. Most importantly, he stresses the significance of expertise and specialization over general managerial roles, busting common misconceptions about career growth. Tune in to this invaluable episode for profound insights into career development in the tech industry.

Connect with The Skip

The Skip: Newsletter | Website | LinkedIn CPO Group

Nikhyl Singhal: LinkedIn | Twitter | Facebook

Time-codes:

00:00 - Introduction to the Skip podcast and new format focusing on 30-minute coaching sessions.

01:46 - Discussion on the positive transition from manager to individual contributor (IC) and its impact on the tech industry.

02:30 - Introduction of six distinct skills to tackle ambiguities in product management.

04:30 - Leadership and its role in solving bigger, more ambiguous problems.

06:00 - Explanation of the six ambiguities: product, growth, domain, market, organization, and team.

How much money do product managers make?

Episode 11

Monday, June 5, 2023 • Duration 34:43

In this episode of The Skip Podcast, host Nikhyl Singhal explains how he helps product managers negotiate compensation. An industry veteran in the tech sector, Nikhyl has worked with 50+ leading executives and dozens of companies to ensure they establish optimal pay packages. He unpacks the concept of equity in both public and private companies and offers a method for comparing job offers based on annual expected value and potential liquidity events. He then transitions into salary negotiation tactics, cautioning against pushing for the maximum offer and instead recommending a self-valuation approach. Nikhyl explores how companies establish compensation ranges using market data and explains how to compare early-stage, growth-stage and late-stage tech offers. . He later discusses the impact of a candidate's "eliteness" on negotiation power and offers a detailed guide on salary benchmarks in the tech industry. Finally, he concludes with tips on calibrating compensation expectations, hinting at the topic for the next compensation episode: negotiation strategies.

Summary of PM Compensation chart

Previous Skip episodes on compensation:

Tech compensation: Beyond the offer letter

How equity in tech companies works

Explaining Equity and Executive Compensation with Goodwin Procter

Time-codes:

00:54: Nikhyl introduces compensation challenges and equity's role in public and private companies.

02:20: Nikhyl recommends comparing job offers based on the annual expected value and potential for liquidity events.

06:54: He warns about the pitfalls of over-negotiation in job offers.

The Skip Podcast – Details, episodes & analysis

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The Skip Podcast – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

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