The Secret to Being “Likable” at Work | Principal PM @ Microsoft, Ellie Rui

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1. 

   E16 · 8 Oct 2026 · 1 hr 19 min

   The Hottest Product Manager in Tech Right Now 🔥 OpenAI’s Holly Li Talks About Dots | Office Drama

   How do you go from a self-described “nobody PM” to becoming one of the most talked-about product managers in Silicon Valley?Holly Li’s career is kind of insane. She started at Google, bought a one-way ticket to San Francisco and convinced the team at Adept to create a PM role for her, became the founding PM of Figma Make, and is now building at OpenAI, where she famously launched Dots at OpenAI’s Dev Day.In this ep, we talk about:→ how Holly became one of the hottest PMs in tech→ how she landed PM roles in AI→ how she became the founding PM of Figma Make just weeks after joining→ what the…

2. 

   E15 · 5 Oct 2026 · 1 hr 32 min

   The Human Cost of Convenience | Ex-VP @Yahoo! Srinija Srinivasan

   We’ve spent decades making everything faster, easier, and more convenient, but what if we optimized away some of the things that actually make us human?Srinija Srinivasan is basically a founding mother of the internet. She was employee #5 at Yahoo, spent 15 years there as Editor-in-Chief and VP, helped shape how the early internet was organized, chaired the board of SFJAZZ, served on Stanford’s Board of Trustees, and later co-founded Loove, bringing technology and the arts together. And now, she’s building an entirely new kind of college.In this ep, we talk about:→ what it was really like…

3. 

   E14 · 21 Sep 2026 · 1 hr 14 min

   30 Years of Career Advice in 1 Hour | Deb Liu (CEO @Ancestry.com, VP of Product @Meta)

   okay I need you to understand that this episode genuinely changed me 🥹✨Deb Liu is one of the most decorated women in tech. She spent 12 years at Facebook where she founded Facebook Marketplace, rose to VP, and then became CEO of Ancestry.com. She has 4 million+ views on her Substack, she's a board member of Poshmark and Intuit. She is simply built different!In this episode we get into:→ how Facebook Marketplace launched and immediately got a New York Times headline about drugs, guns, and baby hedgehogs 💀→ the invisible rules of power and influence that nobody tells you before you walk into a…

4. 

   E12 · 2 Sep 2026 · 1 hr 3 min

   We need to talk about the AI Brand trip situation... ft. Megan Lieu | Office Drama

   Creators got CANCELED for attending an AI brand trip...and we're finally addressing it. 🫣Today, I have the privilege of hosting Megan Lieu (data science + tech creator) on Office Drama to uncover what really went down on that trip and what it was actually like as a creator "getting canceled".I've worked professionally in Trust & Safety. I'm passionate about tech ethics, creator industries, and how we all should work together. And I really hope we can actually have constructive conversations on this platform that may push cultural, product, and policy changes for the better.It's very daunting…

5. 

   E11 · 24 Aug 2026 · 1 hr 19 min

   The Art of Being Tastefully Unhinged | Sr Director of Brand Marketing @Duolingo, Kat Chan

   Thank You to Our Sponsors!✹ Storyblocks: unlimited stock footage, music, and SFX for creators → https://storyblocks.com/officedrama✹ Quince: high quality essentials, radically low prices → https://quince.com/officedrama✹ Granola: your AI notepad for meetings → https://granola.ai/officedramaDuolingo has become one of the most recognizable brands on the internet, but what does it *actually* take for a language-learning app to become a cultural phenomenon?Katherine “Kat” Chan, Sr. Director of Marketing at Duolingo, has spent her career at the intersection of tech, culture, and creativity.…

6. 

   E10 · 10 Aug 2026 · 56 min

   My Honest Take on Motherhood vs Career (A Brutal Mid-year Reflection) | Office Drama

   Half of 2026 is officially over... and I've never felt this behind in my career. 😅In today's episode of Office Drama, I'm doing my mid-year review out loud: what went wrong, what I'm scared of, and the 6 commitments I'm making so December-me doesn't have to go through the same existential disappointment.Today, we talk about:→ Why I felt so behind at the half-year mark of 2026→ The motherhood penalty: how does it impact your career? 👀→ A mutual creator who lost 10,000 followers overnight after announcing her pregnancy→ "Would you rather be pregnant or successful?" and why I don't want to…

7. 

   E9 · 27 Jul 2026 · 1 hr 5 min

   You Should Quit Being a Creator | @Tafokints NASA, Esports, Content, Tech

   Thank You to Our Sponsors!✹ Storyblocks: unlimited stock footage, music, and SFX for creators → https://storyblocks.com/officedramaWe've heard time and time again about the burnt out tech employee who quits a stable job to chase the dream. This time we're exploring the reverse!Daniel "Tafo" Lee has lived more careers than I can count on two hands. JPL engineer, coach to Melee god Mang0, Yahoo Esports show host, CLG General Manager, the internet's Tetris teacher, Web3 economist, Andreessen Horowitz, and now, at 37, starting over in big tech. He's no stranger to the creator economy and his…

8. 

   E8 · 20 Jul 2026 · 1 hr 18 min

   We Went on MasterChef and Lost Our Minds | @igumdrop @AngelsKimi @AriaSaki | Office Drama EP8

   Nobody tells you that when you get cast on MasterChef, you get to choose three people to fly out as your friends and family. Jaime ( @igumdrop ) chose Aria ( @AriaSaki ) , Kimi ( @AngelsKimi ) and I, and we spent a week on set with NO phones, 7AM call times, and a front-row seat to watching her cook on the biggest stage of her life.In this ep, we talk about:→ why Jaime almost went alone→ the mandolin accident that didn't make it to air→ what Gordon Ramsay is ACTUALLY like→ the moment Aria destroyed a MasterChef contestant→ what traditional TV gets right that creators don't→ why chasing…