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The Skip Podcast

Technology Business

Activity Overview

Episode publication activity over the past year

Episodes

The Post-IPO PM Playbook Is Being Rewritten

18 Mar 2026

Contributed by Lukas

Most of the conversation about rebuilding product management comes from two ends of the spectrum: AI-first startups with 30 people and no real install...

Three Job Searches, Three AI Roles: What Actually Worked

04 Mar 2026

Contributed by Lukas

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 di...

The Promotion Mistakes That Derail PM Careers

18 Feb 2026

Contributed by Lukas

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 promot...

The PM Career Framework for AI (Part 3): AI Labs to Founding

08 Jan 2026

Contributed by Lukas

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 fo...

The PM Career Framework for AI (Part 2): The Large Tech Playbook

11 Dec 2025

Contributed by Lukas

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 practic...

The PM career framework for AI

11 Nov 2025

Contributed by Lukas

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’...

Why your career playbook expired: The new rules for 2025 job transitions

04 Sep 2025

Contributed by Lukas

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 c...

Graduating Into Uncertainty? How to Actually Land Your First Tech Job

09 Jul 2025

Contributed by Lukas

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 o...

The Mentor's Superpower: Pattern Recognition That Unlocks Careers

19 May 2025

Contributed by Lukas

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 ...

Super Shadows | When Strengths Limit Growth

26 Mar 2025

Contributed by Lukas

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 listene...

Should you Stay or Go? A 5-factor framework for career-defining decisions

27 Feb 2025

Contributed by Lukas

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 lis...

The Insider's Guide to Tech Compensation, Negotiation, and Career Growth

30 Jan 2025

Contributed by Lukas

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 ...

The Widening Tech Career Divide: Big vs Small Tech

10 Jan 2025

Contributed by Lukas

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 ca...

Ready to start a startup? | Shreyas Doshi (Former PM leader at Stripe, Twitter, Google)

18 Nov 2024

Contributed by Lukas

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...

Live from Lenny's Summit | Career advice highlights

01 Nov 2024

Contributed by Lukas

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'v...

Mastering your 30 second resume

20 Sep 2024

Contributed by Lukas

A great career story can accelerate growth, yet most struggle to craft one. Even top performers fall short, telling stories that are overly detailed, ...

Founder Mode, done right | Shreyas Doshi (ex-Stripe, Twitter, Google, Yahoo)

10 Sep 2024

Contributed by Lukas

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...

4 secrets of career-boosting companies

29 Aug 2024

Contributed by Lukas

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 compan...

Navigating careers while expecting

21 Aug 2024

Contributed by Lukas

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....

Stage of company: a career unlock

30 Jul 2024

Contributed by Lukas

Many product managers focus on brand names or job titles, overlooking a crucial factor: company growth stage.This episode reveals how a company's phas...

The art of building your personal brand

10 Jul 2024

Contributed by Lukas

Personal branding is a crucial yet often misunderstood aspect of career development. Many professionals mistake personal brand for self-promotion or s...

Battling job search anxiety

20 Jun 2024

Contributed by Lukas

Navigating job transitions in today's competitive tech landscape is difficult. Many people get stuck between roles, and an extended job search can den...

Avoiding burnout for high achievers

28 May 2024

Contributed by Lukas

Around 10-20% of my coaching calls tackle burnout. Despite being a deeply personal experience, burnout frequently affects high achievers, who often do...

Crafting a compelling career story

14 May 2024

Contributed by Lukas

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 lea...

Shedding perceptions: Moving from lone wolf to team player

11 Feb 2024

Contributed by Lukas

In my fourth live coaching session, this caller felt like they had earned an unfair reputation as someone who struggles with collaboration in the work...

Is my next job at a startup or big tech?

21 Jan 2024

Contributed by Lukas

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 ...

Coaching grit, patience & tenure

07 Jan 2024

Contributed by Lukas

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 oft...

Are you short changing your career by not managing people?

11 Dec 2023

Contributed by Lukas

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 t...

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

01 Oct 2023

Contributed by Lukas

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? ...

How to find a great Mentor

10 Sep 2023

Contributed by Lukas

This episode is about mentorship. Mentorship is a powerful personal development tool that naturally attracts ambitious people. However, it can be a co...

5 rules that will unlock your Product Management career

13 Aug 2023

Contributed by Lukas

Today’s episode breaks down my 5 rules for optimizing the most important product in your professional life: your career. These rules synthesize some...

Shadows of Superpowers (Part 2)

30 Jul 2023

Contributed by Lukas

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 as...

Shadows of your Superpowers (Part 1)

16 Jul 2023

Contributed by Lukas

Today’s episode breaks down the shadows of your superpowers. These are a type of development area that is associated with your greatest strengths, a...

Six Superpowers for Product Managers

19 Jun 2023

Contributed by Lukas

In this episode of The Skip podcast, Nikhyl Singhal presents an enlightening discourse aimed at aiding tech industry professionals in their career gro...

How much money do product managers make?

05 Jun 2023

Contributed by Lukas

In this episode of The Skip Podcast, host Nikhyl Singhal explains how he helps product managers negotiate compensation. An industry veteran in the tec...

Exploring Head of Product career choices: From founding a startup to growth phases

22 May 2023

Contributed by Lukas

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...

Revisiting career frameworks: How Big Tech, management and IC roles have changed

08 May 2023

Contributed by Lukas

Join host Nikhyl Singhal in this fascinating episode of ‘The Skip’ Podcast, as he explores the unique characteristics and opportunities of big tec...

Should I join (or leave) an ex-hypergrowth company?

24 Apr 2023

Contributed by Lukas

In this episode of 'The Skip' podcast, host Nikhyl Singhal discusses the challenges and implications of ex-growth companies in the current market land...

The Quest for Success: A Career Story in the Age of A.I. With Markie Wagner

03 Apr 2023

Contributed by Lukas

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...

Balancing Work and Life: Insights from Nikhyl and the Skip CPO group

13 Mar 2023

Contributed by Lukas

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 ...

How to avoid getting stuck in your career with Shreyas Doshi

27 Feb 2023

Contributed by Lukas

#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 to...

Explaining Equity and Executive Compensation with Goodwin Procter

13 Feb 2023

Contributed by Lukas

#4: Equity, stock options, and other compensation; a complex topic that has essentially limitless negotiable options. We are going to be walking throu...

Discussing career transitions with Heads of Products from Calendly, ClickUp, Divvy Homes, and Rubrik

16 Jan 2023

Contributed by Lukas

Career transitions are filled with dozens of questions and pitfalls. Join Nikhyl Singhal and four product leaders from the Skip CPO group to discuss t...

Career FAQ with Nikhyl Singhal

16 Jan 2023

Contributed by Lukas

Tech moves fast and is ever evolving. But career worries remain constant and can weigh heavily. In this second Skip podcast, Nikhyl Singhal highlights...

Crafting a career framework with Nikhyl Singhal

16 Jan 2023

Contributed by Lukas

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 dec...

The Skip podcast trailer

09 Jan 2023

Contributed by Lukas

The Skip Podcast helps tech professionals get ahead in their career.  It’s hosted by Nikhyl Singhal, a successful founder, head of product, and exe...