Office Drama

Office Drama

Welcome to โœจ Office Drama โœจ (formerly JOMO) - a work-culture talk show about the inner drama behind career breakthroughs. I'm Chloe Shih, a former tech product manager turned 2M+ followers creator, and I sit with people obsessed with what they do, learn about the lessons they wish they knew earlier, and reveal the drama within. We also have a monthly(ish) advice segment, Coworker Confessions, for viewers to anonymously share their work tea or situations to get a second opinion. Tune in on Mondays at 8 am PT on Spotify, YouTube, and Apple Podcasts! ๐—–๐—ต๐—น๐—ผ๐—ฒ ๐—ฆ๐—ต๐—ถ๐—ต - IG: @chloe.shih

00:00
00:00

Episode's summary

Thank You to Our Sponsors!โœน Storyblocks: unlimited stock footage, music, and SFX for creators โ†’ https://storyblocks.com/officedramaโœน Granola: your AI notepad for meetings โ†’ https://granola.ai/officedramaโœน Hostinger: build your website with AI and get 10% off with code OFFICEDRAMA โ†’ https://hostinger.com/OFFICEDRAMAWhat does it actually look like to build wealth as a woman in 2026 ~ when you have a corporate career, a creator business, and more ways to make money than ever before?Jenny didnโ€™t leave corporate to become a creator... she built both at the same time, made six figures from content, and still genuinely loves having a job ๐Ÿ˜ญ which makes her perspective on money, ambition, and the creator economy so interesting.In this ep, we talk about:โ†’ why Jenny became a creatorโ†’ why she still refuses to quit her corporate jobโ†’ how she made $100K as a creator with only 60K followersโ†’ what actually makes brands want to work with youโ†’ why women feel guilty for wanting more moneyโ†’ how creators are making millions fromโ€ฆ

Episodes

58-

How Women Can Make F*ck You Wealth in 2026 ft. Jenny Park (Finance Creator & Brand Partnerships Lead)

Thank You to Our Sponsors!โœน Storyblocks: unlimited stock footage, music, and SFX for creators โ†’ https://storyblocks.com/officedramaโœน Granola: your AI notepad for meetings โ†’ https://granola.ai/officedramaโœน Hostinger: build your website with AI and get 10% off with code OFFICEDRAMA โ†’ https://hostinger.com/OFFICEDRAMAWhat does it actually look like to build wealth as a woman in 2026 ~ when you have a corporate career, a creator business, and more ways to make money than ever before?Jenny didnโ€™t leave corporate to become a creator... she built both at the same time, made six figures from content, and still genuinely loves having a job ๐Ÿ˜ญ which makes her perspective on money, ambition, and the creator economy so interesting.In this ep, we talk about:โ†’ why Jenny became a creatorโ†’ why she still refuses to quit her corporate jobโ†’ how she made $100K as a creator with only 60K followersโ†’ what actually makes brands want to work with youโ†’ why women feel guilty for wanting more moneyโ†’ how creators are making millions fromโ€ฆ

19 Oct 2026
57-

The Hottest Product Manager in Tech Right Now ๐Ÿ”ฅ OpenAIโ€™s Holly Li Talks About Dots | Office Drama

How do you go from a self-described โ€œnobody PMโ€ to becoming one of the most talked-about product managers in Silicon Valley?Holly Liโ€™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 OpenAIโ€™s Dev Day.In this ep, we talk about:โ†’ how Holly became one of the hottest PMs in techโ†’ how she landed PM roles in AIโ†’ how she became the founding PM of Figma Make just weeks after joiningโ†’ what the OpenAI interview process is actually likeโ†’ what most candidates get wrong in interviewsโ†’ what happened at her live demo during OpenAI Dev Dayโ†’ how to become a better presenter on stageโ†’ why AI needs more women, creative people, and people with tasteโ†’ what is Dots?โ†’ how Dots differentiates itself in the current โ€œAI assistant raceโ€โ†’ Find Holly on LinkedIn:https://www.linkedin.com/in/hollyli2018Submit your Coworker Confessionsโ€ฆ

08 Oct 2026
56-

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

Weโ€™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 Stanfordโ€™s Board of Trustees, and later co-founded Loove, bringing technology and the arts together. And now, sheโ€™s building an entirely new kind of college.In this ep, we talk about:โ†’ what it was really like helping build Yahoo! in the early internetโ†’ what makes the best business partnerships actually workโ†’ why imagination, creativity, and curiosity matter even more in the age of AIโ†’ why art is so hard to make money fromโ†’ the human cost of optimizing everything for efficiencyโ†’ why convenience might be the wrong North Star for technologyโ†’ how we can build technology that makes us more humanSubmit your Coworker Confessionsโ€ฆ

05 Oct 2026
55-

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 ๐ŸฅนโœจDeb 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:โ†’ how Facebook Marketplace launched and immediately got a New York Times headline about drugs, guns, and baby hedgehogs ๐Ÿ’€โ†’ the invisible rules of power and influence that nobody tells you before you walk into a roomโ†’ if work feels misaligned you might just need to be repotted ๐Ÿชดโ†’ how to hold high standards as a leader without traumatizing everyone around youโ†’ when to persist, pivot, or quit (and why quitting is actually the first chapter of her new book)โ†’ why ambition without joy becomes brittlethis is the episode I have been wanting to make since I started Office Drama. Deb is one of those people who has an answer for everyโ€ฆ

21 Sep 2026
54-

The Secret to Being โ€œLikableโ€ at Work | Principal PM @ Microsoft, Ellie Rui

Thank You to Our Sponsor!โœน Granola: your AI notepad for meetings โ†’ https://granola.ai/officedramaEllie Rui got promoted every single year of her career. Six years at Microsoft, from new grad PM to Principal, and now she's a beloved senior PM at Netflix. Her answer for how is simpler than youโ€™d think: hard work doesn't paint the full picture. We get into what actually drives fast career growth, how one great manager changed the trajectory of her entire career, and how the PM landscape is changing faster than ever.In this ep, we talk about:โ†’ how she got promoted every single year for six yearsโ†’ what a great manager actually does for your careerโ†’ what separates junior, senior, and principal PMsโ†’ whether AI will actually replace PMsโ†’ why new grads should pick startups over big tech right nowโ†’ and how to be likeable at work!โ†’ Find Ellie on LinkedIn: https://www.linkedin.com/in/ellierui/Submit your Coworker Confessions ๐Ÿ‘‡https://bit.ly/coworker-confessionsIf you like what you hear please follow, rate 5 stars onโ€ฆ

07 Sep 2026