Shows / The Skip Podcast
The Skip Podcast
The Skip podcast helps tech professionals get ahead in their career. It's hosted by Nikhyl Singhal, a three-time founder, CPO, and product executive at Meta and Google. Nikhyl has helped scale four of the most successful tech products ever: Facebook, Credit Karma, Google Photos, and Google Hangouts. He now runs Skip Coach, a career service powered by the world's top CPO community, and has coached hundreds of product leaders through career decisions, management challenges, and transitions…
Episodes
The Skip PodcastInside PM at Anthropic: Who Makes It, and Who Doesn’t
In this episode, Dianne Na Penn, who leads product for Anthropic's research and labs teams, joins me for the fifth conversation in the "Inside PM" series…
The Skip PodcastJob-Search Advice Now Expires Every Six Months
In this episode, three leaders who recently took on AI roles break down their job search: Anthony Maggio, who left Airtable after five and a half years to…
The Skip PodcastThree Top Executive Recruiters on Where Product Management Is Going
What do the hottest companies look for when they hire a CPO or head of product? I put the question to three people who sit in these searches every week…
The Skip PodcastInside Gemini: How Google Runs Product for Its Model
In this episode, Tulsee Doshi, who leads product for Google's Gemini models, joins me for the fourth conversation in the "Inside PM" series. Tulsee has spent…
The Skip PodcastWhat the Past Year Taught Meta
In this episode, Jagjit Chawla, the VP who runs Facebook's Feed and Reels, returns to see how his predictions from our June conversation have landed. Back in…
The Skip PodcastTo Invent Waymo, They Had to Reinvent PM
In this episode, Saswat Panigrahi, Waymo's CPO, joins me for the third conversation in the "Inside PM" series. Saswat joined Waymo in 2016, back when it was…
The Skip PodcastLessons From Three Product Leaders Living in the Future
This is the next episode in a series on what product management becomes when the AI hype meets real constraints. I sat down with three CPOs living about a year…
The Skip PodcastInside PM at Stripe: What Comes After "Become a Builder"?
Kevin Yien is the Head of Product for Merchant Experiences at Stripe. Before that he led Product at Mutiny and Square. In this episode, Kevin and I discuss how…
The Skip PodcastBuilder-Executives Are Getting Paid Like Pro Athletes
Product pay is detaching from the old bands the way it did for AI researchers. In the past few weeks I've seen three offers go out to product executives at $10…
The Skip PodcastHow Meta Is Reinventing Product Management
Meta is one of the biggest dinosaurs in the park, yet in a matter of months it rebuilt PM top to bottom, and almost none of it was bought. My guest is Jagjit…
The Skip Podcast5 Career Questions Your Old Playbook Can’t Answer
In today's episode, we work through five questions from leaders in the Skip community who are doing well by any measure: a director whose career keeps ending…
The Skip Podcast10 Job-Search Rules That Just Broke
In this episode, I sit down with three senior product leaders who just came through the senior job search in this market: Dana Ingraham from Harvey, Briana…
The Skip PodcastThe product skill you must now master: Reinvention
If you're in a career transition right now and wondering whether you did something wrong, you didn't. Every question coming into Nikhyl.AI keeps circling the…
The Skip PodcastWhat PM Hiring Managers Actually Screen For
Most interview advice tends to come from the candidate’s perspective - how to prep, share your experiences, and follow up. This conversation pulls back the…
The Skip PodcastHow to Navigate Org Drama
Work getting political isn't new, but surviving it without derailing your career has never been more challenging. As organizations flatten and restructures…
The Skip PodcastThe Post-IPO PM Playbook Is Being Rewritten
Most of the conversation about rebuilding product management comes from two ends of the spectrum: AI-first startups with 30 people and no real installed base…
The Skip PodcastThree Job Searches, Three AI Roles: What Actually Worked
Most job search advice comes from people still in the thick of it—anxious, second-guessing, pattern-matching off too little data. This episode is different. We…
The Skip PodcastThe Promotion Mistakes That Derail PM Careers
It's promo season, and I've gotten roughly 1000 questions through nikhyl.ai—the pattern is unmistakable: people aren't just asking how to get promoted, they're…
The Skip PodcastThe PM Career Framework for AI (Part 3): AI Labs to Founding
The "join a hot company" narrative gets even more complicated once you enter the AI-native part of the market. In Part 3 of our PM Career Framework for AI…
The Skip PodcastThe PM Career Framework for AI (Part 2): The Large Tech Playbook
The “join a hot company” career narrative is getting a lot of PMs into trouble. In Part 2 of our PM Career Framework for AI series, we get practical: how to…
The Skip PodcastThe PM career framework for AI
The old PM career playbook doesn’t work in the AI era. In this episode of The Skip, we lay out a new career framework for product managers, and it’s a lot more…
The Skip PodcastWhy your career playbook expired: The new rules for 2025 job transitions
Career ladders aren't just changing—they're being demolished and rebuilt in real-time. In this emergency "weather report," Carly and I decode four career…
The Skip PodcastGraduating Into Uncertainty? How to Actually Land Your First Tech Job
In this episode, I’m joined by my co-host Carly Malatskey to share the early-career playbook most people wish they had at 21. Whether you're fresh out of…
The Skip PodcastThe Mentor's Superpower: Pattern Recognition That Unlocks Careers
In this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned entrepreneur and host of She Leads. Through 6 listener questions…
The Skip PodcastSuper Shadows | When Strengths Limit Growth
In this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned entrepreneur and host of She Leads. We tackle a listener’s career…
The Skip PodcastShould you Stay or Go? A 5-factor framework for career-defining decisions
In this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned investor and podcast host of She Leads. We tackle a listener’s…
The Skip PodcastThe Insider's Guide to Tech Compensation, Negotiation, and Career Growth
In this episode, I’m joined by my co-host Carly Malatskey, a former software engineer turned investor and podcast host of She Leads. We dive into a listener's…
The Skip PodcastThe Widening Tech Career Divide: Big vs Small Tech
In this episode, I’m joined by Carly Malatskey, an engineer-turned-investor and podcast host of She Leads. We dive into one of the most important career…
The Skip PodcastReady to start a startup? | Shreyas Doshi (Former PM leader at Stripe, Twitter, Google)
I'm joined by product leader turned founder Shreyas Doshi to discuss the founder's journey and when starting a company might be the right move for you. We…
The Skip PodcastLive from Lenny's Summit | Career advice highlights
Welcome to a special episode featuring key moments from my presentation at the very first Lenny and Friends Summit in San Francisco. In this talk, I've…
The Skip PodcastMastering your 30 second resume
A great career story can accelerate growth, yet most struggle to craft one. Even top performers fall short, telling stories that are overly detailed, abstract…
The Skip PodcastFounder Mode, done right | Shreyas Doshi (ex-Stripe, Twitter, Google, Yahoo)
In this episode, I’m joined by product and leadership expert Shreyas Doshi to dissect Founder Mode, why it’s appealing, and how to activate it. We dive deep…
The Skip Podcast4 secrets of career-boosting companies
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…
The Skip PodcastNavigating careers while expecting
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…
The Skip PodcastStage of company: a career unlock
Many product managers focus on brand names or job titles, overlooking a crucial factor: company growth stage. This episode reveals how a company's phase - from…
The Skip PodcastThe art of building your personal brand
Personal branding is a crucial yet often misunderstood aspect of career development. Many professionals mistake personal brand for self-promotion or social…
The Skip PodcastBattling job search anxiety
Navigating job transitions in today's competitive tech landscape is difficult. Many people get stuck between roles, and an extended job search can dent your…
The Skip PodcastAvoiding burnout for high achievers
Around 10-20% of my coaching calls tackle burnout. Despite being a deeply personal experience, burnout frequently affects high achievers, who often don't have…
The Skip PodcastCrafting a compelling career story
After a three-month hiatus, The Skip returns with exciting news: April marked my departure from Meta, and I'm now fully focused on The Skip. Though leaving was…
The Skip PodcastShedding perceptions: Moving from lone wolf to team player
In my fourth live coaching session, this caller felt like they had earned an unfair reputation as someone who struggles with collaboration in the workplace…
The Skip PodcastIs my next job at a startup or big tech?
In my third episode of live coaching sessions, this caller was feeling dissatisfied with their narrow scope of role and lack of cultural fit in their current…
The Skip PodcastCoaching grit, patience & tenure
This is my second episode experimenting with live coaching sessions. The format is my attempt to scale insights on common queries and themes I’m often asked…
The Skip PodcastAre you short changing your career by not managing people?
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…
The Skip PodcastGreatest hits on career advice with Peter Yang (Roblox, ex-Reddit)
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…
The Skip PodcastHow to find a great Mentor
This episode is about mentorship. Mentorship is a powerful personal development tool that naturally attracts ambitious people. However, it can be a complicated…
The Skip Podcast5 rules that will unlock your Product Management career
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…
The Skip PodcastShadows of Superpowers (Part 2)
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…
The Skip PodcastShadows of your Superpowers (Part 1)
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…
The Skip PodcastSix Superpowers for Product Managers
In this episode of The Skip podcast, Nikhyl Singhal presents an enlightening discourse aimed at aiding tech industry professionals in their career growth…
The Skip PodcastHow much money do product managers make?
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…
The Skip PodcastExploring Head of Product career choices: From founding a startup to growth phases
Get ready for an engaging episode of the Skip podcast, where host Nikhyl Singhal dives into the evolving world of startups, head of product roles, and the…
The Skip PodcastRevisiting career frameworks: How Big Tech, management and IC roles have changed
Join host Nikhyl Singhal in this fascinating episode of ‘The Skip’ Podcast, as he explores the unique characteristics and opportunities of big tech companies…
The Skip PodcastShould I join (or leave) an ex-hypergrowth company?
In this episode of 'The Skip' podcast, host Nikhyl Singhal discusses the challenges and implications of ex-growth companies in the current market landscape. He…
The Skip PodcastThe Quest for Success: A Career Story in the Age of A.I. With Markie Wagner
On this episode, The Skip Podcast host Nikhyl Singhal interviews Markie Wagner, an AI expert and founder of Delphi Labs. Markie and Nikhyl discuss the…
The Skip PodcastBalancing Work and Life: Insights from Nikhyl and the Skip CPO group
In this podcast episode, Nikhyl is joined once again by Anneka Gupta, Annie Pearl, Briana Ings, and Shirley Lin. The group explores the topics of how to…
The Skip PodcastHow to avoid getting stuck in your career with Shreyas Doshi
#5: Welcome back to the Skip podcast! In this episode, Nikhyl invites Shreyas Doshi to discuss the ever-evolving role that Product managers have in today's…
The Skip PodcastExplaining Equity and Executive Compensation with Goodwin Procter
#4: Equity, stock options, and other compensation; a complex topic that has essentially limitless negotiable options. We are going to be walking through the…
The Skip PodcastDiscussing career transitions with Heads of Products from Calendly, ClickUp, Divvy Homes, and Rubrik
Career transitions are filled with dozens of questions and pitfalls. Join Nikhyl Singhal and four product leaders from the Skip CPO group to discuss the…
The Skip PodcastCareer FAQ with Nikhyl Singhal
Tech moves fast and is ever evolving. But career worries remain constant and can weigh heavily. In this second Skip podcast, Nikhyl Singhal highlights what he…
The Skip PodcastCrafting a career framework with Nikhyl Singhal
You’re wondering if you should stay in your current role, or maybe you’re stressed about accepting a new one. Well, you’re not alone. In his decade of career…