Shows
The Skip PodcastThe PM Career Framework for AI (Part 3): AI Labs to FoundingThe "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 series, we close out with the doors everyone's obsessing over: AI labs, hot AI startups, ex-growth companies, and founding.We unpack what these companies actually look for (spoiler: it's not "AI experience"), why hands-on builders win over managers, how location and pace become make-or-break constraints, and how to think about risk and chaos when the upside is real.If you're trying to figure out whether you should...
2026-01-081h 25
The Skip PodcastThe PM Career Framework for AI (Part 2): The Large Tech PlaybookThe “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 pick the door that fits you — and spot when a prestigious logo is quietly costing you career momentum. We break down nearly 600 listener questions, then map the first set of doors, from Big Tech and public enterprise to the “quality middle” of elite private companies and recent IPOs.Key topics• The “doors” framework: building a personal stack rank• Golden handcuffs: when staying in Big Tech is ration...
2025-12-111h 08
The Skip PodcastThe PM career framework for AIThe 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 “choose your door” than “climb the ladder.” If you’re wondering whether to stay in big tech, jump to an AI startup, double down as a builder, or rethink your whole path, this one’s for you. We talk about why your hard-won product intuition is quietly becoming obsolete, why some ex-VPs are happily taking senior IC roles, and how to prepare for what’s coming next.
2025-11-111h 12
The Skip PodcastWhy your career playbook expired: The new rules for 2025 job transitionsCareer 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 dilemmas that have completely flipped in the last six months. We explain why directors are taking IC roles (and thriving), why your Big Tech salary might be a golden trap, when to finally leave that stalled growth company, and why founding is suddenly on everyone's radar. If you're making any career move in 2025, your old playbook will hurt more than help.The New Career Math:• Why senior IC roles now trump management posi...
2025-09-041h 02
The Skip PodcastGraduating Into Uncertainty? How to Actually Land Your First Tech JobIn 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 college, navigating your first job, or advising someone who is — this episode is for you.–Key topics• Why your first job should feel like a sprint, not a stroll• How to tell if your job is setting you up — or holding you back• The truth about internships (they matter more than your degree)• How to stand out when applying — and why “spray and pra...
2025-07-091h 06
The Skip PodcastThe Mentor's Superpower: Pattern Recognition That Unlocks CareersIn 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, we break down how mentors spot patterns others miss, and how you can use that insight to unlock your next move. Whether you're leading a team, switching paths, or just feeling off, this episode is packed with tactical advice for unlocking your career.–Key topics6 common patterns holding leaders backHow mentors can spot them, and what advice to giveBreaking through organizational barriers
2025-05-191h 19
The Skip PodcastSuper Shadows | When Strengths Limit GrowthIn 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 dilemma: feeling stuck and unsure how to adapt to shifting expectations. Using a structured approach, we break down when to make a change, how to advocate for yourself, and how to evolve without losing what makes you successful. Whether you’re navigating subtle shifts or considering a big move, this episode helps you own your superpower—and the shadow that comes with it.–Key topicsThe unseen inf...
2025-03-261h 04
The Skip PodcastShould you Stay or Go? A 5-factor framework for career-defining decisionsIn 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 question about whether to stay in their current job or take a new one. Using a 5-factor framework, we break down how to evaluate career decisions based on compensation, skills, lifestyle, long-term success, and work environment. Whether you’re considering a career move now or just want a structured way to assess future opportunities, this episode offers a practical guide to making confident job decisions.–Key topics:The St...
2025-02-2750 min
Lenny's Podcast: Product | Career | GrowthHow to find work you love | Bob Moesta (Jobs-to-be-Done co-creator, author of "Job Moves”)Bob Moesta, co-creator of the Jobs to Be Done framework, recently published a new book, Job Moves. Drawing from interviews with over 1,000 people about their career transitions, it offers a practical playbook for career development. In our conversation, we discuss:• The four different “quests” that drive career changes• Why job features (salary, title) matter less than experiences• How to identify what gives you energy vs. drains you• The power of taking a “jobcation”• A template for crafting your career story• Tips for hiring and retaining great talent• The importanc...
2025-02-231h 24
The Skip PodcastThe Insider's Guide to Tech Compensation, Negotiation, and Career GrowthIn 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 question about multiple tech job offers, and compare three compensation packages. We break down tactics for negotiating comp while exploring how to pick a role that aligns with your superpower. Whether you're actively job hunting or looking to understand tech compensation better, this episode offers practical insights for making informed career decisions.–Key topics:Why chasing comp early hurts career growthComparing job offersBreaking down key components of t...
2025-01-3055 min
The Skip PodcastThe Widening Tech Career Divide: Big vs Small TechIn 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 questions in tech today: Should you work in big tech or small tech, or found your own company? With the rise of AI and new economic conditions, these choices have never been more different. We break down how industry dynamics have changed, the tradeoffs associated with each path, and some exercises for determining the best fit for you.-Key topics:How AI is reshaping the tech job ma...
2025-01-1057 min
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 challenge common startup wisdom and explore why traditional career advice often misses the mark for aspiring founders.Key topics:Which PMs are secretly great founder materialRed flags: when founding isn't for youThe right time to start your companyKey skills that set you up for successThriving in ambiguityDebunking the "venture scale or bust" mindsetThe counterintuitive way to avoid burnoutMuch moreReferenced:4 questions Shreyas wished he’d asked himself so...
2024-11-181h 06
The Skip PodcastLive from Lenny's Summit | Career advice highlightsWelcome 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 distilled the most valuable career insights I've gained from coaching product managers and creating PM content over the past 12 months. In this highlight reel of career advice, I discuss:Rethinking retirementThe career-defining question every leader should askPower years versus foundational yearsLeveraging career storiesFinding peak rolesUnderstanding the shadow of your superpowerThe relationship between personal brand and reputationBreaking down burnoutBuilding your support network through Skip Community–Referenced:Mastering your 30s ca...
2024-11-0122 min
Lenny's Podcast: Product | Career | GrowthBecoming more strategic, navigating difficult colleagues, harnessing founder mode, and more | Anneka Gupta (Chief Product Officer at Rubrik)Anneka Gupta is the Chief Product Officer at Rubrik, a leading B2B cybersecurity company. She previously spent 11 years at LiveRamp, where she was the President and Head of Product and Platforms leading product development and go-to-market operations and strategy. Anneka also sits on the board of directors for Tinuiti and teaches product management at Stanford University. In our conversation, we discuss:• Navigating “founder mode” dynamics in organizations• Navigating difficult personalities and aligning teams• The PM skill of summarization• Giving and receiving hard feedback effectively• The value of a positive minds...
2024-10-171h 08
The Skip PodcastMastering your 30 second resumeA great career story can accelerate growth, yet most struggle to craft one. Even top performers fall short, telling stories that are overly detailed, abstract, jargon-filled, or poorly structured – all of which can lose a listener's interest.The first 30 seconds are crucial; you need to hook your audience quickly. Think of the beginning of your story as a movie trailer: highlight the most engaging aspects rather than chronologically detailing every event.This episode focuses on crafting a captivating 30-second introduction to your career story that engages listeners and enhances your professional profile. We've taken a un...
2024-09-2053 min
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 into Paul Graham's recent essay which struck a chord in the tech community and resonated strongly with many founders and leaders.We also discuss:Why founder mode is a mindset, not a titleWhether founder mode is good or badBalancing detail and delegationThe importance of product sense and good judgmentMastering founder mode as a product leaderOperational insights from Meta and StripeReferenced:Crafting a compelling career stor...
2024-09-101h 15
The Skip Podcast4 secrets of career-boosting companiesNot 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 companyWhy shipping velocity is crucialLearning opportunities at immature companiesLooking fo...
2024-08-2920 min
The Skip PodcastNavigating careers while expectingIn 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 familyReframing career decisions in the context of long-term growthHow to...
2024-08-2112 min
The Skip PodcastStage of company: a career unlockMany 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 startup to market leader - shapes your work and career path. We explore the four key growth stages, how product management evolves, and how to align your strengths with the right stage.Featuring insights from seasoned product leaders, learn to identify your ideal company stage and navigate transitions. This episode is your guide to making strategic career moves in product management by leveraging the often-overlooked power of company growth...
2024-07-3044 min
The Skip PodcastThe art of building your personal brandPersonal branding is a crucial yet often misunderstood aspect of career development. Many professionals mistake personal brand for self-promotion or social media showmanship.This episode debunks these myths and reveals the true power of strategic personal branding. Featuring insights from two tech executives, Annie Pearl of Microsoft and Iska Saric of Meta, we pull back the curtain on how industry leaders craft and wield their personal brands to open doors, land dream roles, and shape their legacies.The episode provides actionable strategies to build an authentic and compelling brand that catapults your career forward.
2024-07-1037 min
The Skip PodcastBattling job search anxietyNavigating job transitions in today's competitive tech landscape is difficult. Many people get stuck between roles, and an extended job search can dent your confidence. You might doubt your past achievements, question your current skills, and worry about what's next.In today’s episode, we tackle job hunting in today’s tough market. I share insights from a real coaching session with a design leader who's struggling after being out of work for a few months.The episode is packed with concrete tools, useful tips, and proven strategies to help you navigate a job transition.
2024-06-2051 min
The Skip PodcastAvoiding burnout for high achieversAround 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 time to develop effective coping strategies.In today's episode, we dissect several paraphrased conversations, drawing from years of career coaching experience, offering insights and practical advice to help you manage burnout, set healthy boundaries, and cultivate a resilient mindset.–In today's episode, we discuss:Why burnout is a deeply personal experienceInsights on burnout from real-world examplesWhy burnout is a side effect of successAdopting a long-term career viewThe importance of...
2024-05-2833 min
The Skip PodcastCrafting a compelling career storyAfter 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 a difficult choice, the decision highlighted something important: effectively telling your career story matters more than ever in today’s job market. Companies are concerned that some people may have been spectators to growth rather than contributors. Or worse yet, compelling successes at work are ignored or misunderstood due to an articulation skill gap.In today's episode, learn to craft a compelling two-minute career story you can use fo...
2024-05-1441 min
Supra Insider#6: A Masterclass on Scaling as a Product Leader with Brenton SellatiIn this episode, Marc and Ben are joined by Brenton Sellati. Brenton is the incoming VP of product at Pie Insurance (Series D insurtech company) where he will be leading the product and design team and leveraging his past experience driving innovation strategy and product management at Liberty Mutual Insurance where he started his product career.Between Liberty Mutual and Pie Insurance, Brenton had a stellar run for over 5 years at Wayfair, where he worked his way up from managing 4 teams as a group PM all the way to leading 50 teams as a senior director of product...
2024-04-161h 01
The Skip PodcastShedding perceptions: Moving from lone wolf to team playerIn 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 caller wanted guidance on transforming past perceptions into a new reality.The caller reveals both their superpower and its shadow. They are an opinionated product manager, blessed with exceptional taste and intuition. However, these traits also lead them to resist compromise. We confront the caller’s shadow, and explore frameworks and strategies essential for effective collaboration.Privacy is paramount for these calls, so we have anonymized the content and re...
2024-02-1133 min
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 company. The caller wanted guidance on what their next role should be, given their personal situation and professional ambition. Their situation captures a difficult choice facing many superstars: seeking a sizable impact rarely found outside of startups, while also craving the compensation only late-stage companies can afford. We discuss the frameworks and strategies required to approach this career choice wisely. Privacy is paramount for these calls, so we ha...
2024-01-2133 min
The Skip PodcastCoaching grit, patience & tenureThis 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 about by listeners.This caller was looking for guidance after finding that a role they joined 4 months ago was not what they expected. Their situation exemplifies the kind of hard problems that leaders have to solve, and we speak about the traits and strategies required to approach these problems wisely.Privacy is paramount for these calls, so we have anonymized the content and received permission from the caller to...
2024-01-0734 min
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 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...
2023-12-1137 min
Lenny's Podcast: Product | Career | GrowthMy favorite interview questions from 100+ guestsThis is a special episode of the podcast where I’ve curated my favorite interview questions that guests have shared, among over 100 podcast guests. Whether you’re a hiring manager, currently interviewing, or simply intrigued by the creative and perceptive questions that top product leaders rely on to find top talent, these questions offer unique insights into the strategies and philosophies that shape successful interviews.—Brought to you by Sendbird—The (all-in-one) communications API platform for mobile apps | Eppo—Run reliable, impactful experiments—Find the transcript at: https://www.lennysnewsletter.com/p/my-favorite...
2023-11-2920 min
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 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 di...
2023-10-0150 min
The Skip PodcastHow to find a great MentorThis 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 c...
2023-09-1050 min
The Skip Podcast5 rules that will unlock your Product Management careerToday’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 c...
2023-08-1327 min
The Product PodcastTurbocharge Your PM Career: Unleashing 5 Game-Changing Tactics by Meta VP of ProductJoin Nikhyl Singhal, VP of Product at Meta, in this empowering episode. Learn 5 game-changing tactics, including long-term thinking and networking strategies, to turbocharge your Product Management journey. Embrace practical strategies for career growth, networking, mentorship, and developing your professional superpowersGet the FREE Product Book and check out our curated list of Product Management resources here.Social Links: Follow our Podcast on Tik Tok here Follow Product School on LinkedIn here Join Product School's free events here Find out more about Product School here
2023-08-0321 min
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 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.Tod...
2023-07-3039 min
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 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 shado...
2023-07-1631 min
The Skip PodcastSix Superpowers for Product ManagersIn 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...
2023-06-1934 min
Lenny's Podcast: Product | Career | GrowthBuilding a long and meaningful career | Nikhyl Singhal (Meta, Google)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—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, h...
2023-06-111h 25
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, 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 m...
2023-06-0534 min
The Skip PodcastExploring Head of Product career choices: From founding a startup to growth phasesGet 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 fascinating field of product management. Discover how the head of product role has transformed in response to growth and hypergrowth dynamics, gain insights into the current market shifts and challenges, and explore the diverse career paths available, including joining healthy growth companies, considering number two roles, or even founding your own startup. Whether you're a product management professional, an executive, or simply curious about the dynamic landscape of the tech industry, this...
2023-05-2240 min
The Skip PodcastRevisiting career frameworks: How Big Tech, management and IC roles have changedJoin host Nikhyl Singhal in this fascinating episode of ‘The Skip’ Podcast, as he explores the unique characteristics and opportunities of big tech companies in the current economic climate. Nikhyl discusses the challenges and advantages of working in big tech, defined by companies like Microsoft, Apple, Google, Meta, and Amazon. Learn about the changing landscape of the industry and how professionals can make the most of their big tech experience, such as leveraging transferable skills, networking opportunities, and the chance to work on diverse projects. Additionally, Nikhyl shares insights into the increased number of individual contributor (IC) roles in the...
2023-05-0836 min
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 delves into the consequences of overvaluation, the impact on employees and company culture, and the emergence of a new crop of prudent, conservative growth companies. Nikhyl provides valuable insights for those considering joining or staying in ex-growth companies and emphasizes the importance of exploring other stages of companies for more lucrative opportunities.Time-codes:00:00:00 Introduction to the episode focused on growth companies and ex-growth companies.00:02:00 Explanation of the three main...
2023-04-2429 min
The Skip PodcastThe Quest for Success: A Career Story in the Age of A.I. With Markie WagnerOn this episode, The Skip Podcast host Nikhyl Singhal interviews Markie Wagner, an AI expert and founder of Delphi Labs. Markie and Nikhyl discuss the transformative impact of artificial intelligence and its potential to reshape workflows. Markie shares her early experiences with computers and how her passion for building things and writing code led to her impact on the world through STEM education. The conversation explores the implications of AI for individuals at different stages of their careers and the boundless opportunities it presents.Markie Wagner is the founder of Delphi Labs (@delphi_labs), a research and...
2023-04-0351 min
The Skip PodcastBalancing Work and Life: Insights from Nikhyl and the Skip CPO groupIn 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 recognize and recover from burnout, as well as to achieve a healthy work-life balance. They discuss the personal nature of burnout and how it's not simply a matter of comparing the two columns of “work” and “life.” The group suggests that if you're feeling burnt out or unsure if you're on the right path, it's time to reflect on your work and make changes to achieve a more balanced state. Nikhyl advises aiming f...
2023-03-1354 min
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 business world, finding yourself “stuck” in the ‘middle-stage’ of your career and how making high-quality career decisions is more important than ever. Using more than a decade of experience, Shreyas also describes vastly different experiences in similar roles at similar (or sometimes very different) companies, following your own internal excitement to help guide you in the proper direction, and how to optimally manage the critical transition from an operator role into an advisory role.Shreya...
2023-02-271h 01
Lenny's Podcast: Product | Career | GrowthBehind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)Brought to you by Miro—A collaborative visual platform where your best work comes to life: https://miro.com/lenny | Coda—Meet the evolution of docs: https://coda.io/lenny | Vanta—Automate compliance. Simplify security: https://vanta.com/lenny—Annie Pearl is the Chief Product Officer at Calendly. Previously, she was Chief Product Officer at Glassdoor, as well as Director of Product Management at Box. She was named one of the most influential women in Bay Area business by the San Francisco Business Times. In today’s episode, Annie shares three paths into product management and advice...
2023-02-261h 01
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 basics to lay a foundation and then we will break down the most common mistakes that people make in this area. If you need to know more about offer letters, vesting stocks, and managing exits this episode is for you!Connect with The SkipThe Skip: Newsletter | Website | LinkedIn CPO GroupNikhyl Singhal: LinkedIn | Twitter | FacebookLynda Galligan: Goodwin ProfileAnthony McCusker: Goodwin Profile
2023-02-1358 min
The Skip PodcastDiscussing career transitions with Heads of Products from Calendly, ClickUp, Divvy Homes, and RubrikCareer transitions are filled with dozens of questions and pitfalls. Join Nikhyl Singhal and four product leaders from the Skip CPO group to discuss the challenges associated with big career decisions. Briana Ings (ClickUp), Anneka Gupta (Rubrik), Shirley Lin (Divvy Homes), and Annie Pearl (Calendly) bring dozens of years of leadership experience to the conversation, as they discuss when to leave (and not) leave your company, how to research the next opportunity, manage the interview process, and successfully interview and land that great next job. Don’t miss their inside tips on what they look for in interviews, common mi...
2023-01-161h 26
The Skip PodcastCareer FAQ with Nikhyl SinghalTech 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 calls “career frequently asked questions”: common concerns people share with him, and how you might approach these concerns to reach the best results for your own professional life. Building a career framework is important, but assessing the complexities branching off of it is vital as well. And he’s hoping you will keep the questions coming! Connect with The Skip: Newsletter | Podcast | CPO GroupFollow Nikhyl Singhal on LinkedIn | Twitter...
2023-01-1628 min
The Skip PodcastCrafting a career framework with Nikhyl SinghalYou’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 coaching, Nikhyl Singhal has often listened to executives wrestle with these dilemmas. And in this first Skip Podcast, he poses five specific questions that he believes can help you create your best path forward and shape your career framework. Connect with The Skip: Newsletter | Podcast | CPO GroupFollow Nikhyl Singhal on LinkedIn | Twitter Full Show Notes:[0:00] Welcome to The Sk...
2023-01-1625 min
The Skip PodcastThe Skip podcast trailerThe Skip Podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. He 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. So subscribe to this podcast to hear from him and other executives as they teach unique career lessons. This is a public episo...
2023-01-0904 min
The Product PodcastSkills to Take You From PM to CSuite by Facebook VP of ProductWhat does it take to move up in your career and secure an executive-level position? It's not easy and not for everyone but if you're interested even just a little, we've got VP of Product at Facebook, Nikhyl Singhal, with us to go deep into what it's really like. Not only that but he'll be sharing what it takes to make your way up the ladder so that you can start planning out your path to the top.This episode is brought to you by ThoughtSpot, the modern analytics cloud company helping you build your business on...
2022-01-2528 min
CPO Mastery PodcastVP of Product at Facebook on the Product CraftIn this podcast, you'll hear from Nikhyl Singhal who is the VP of product at Facebook talk about a broad range of topics, including innovation at scale, product strategy and general career advice for product leaders. Nikhyl will touch on how the best product leaders are those that can see around corners. They're able to anticipate the future based on key trends and take advantage of those trends for their product.
2021-06-2320 min