Office Drama

Thank You to Our Sponsors!✹ Granola: your AI notepad for meetings → https://granola.ai/officedrama✹ Uncommon Goods: unique gifts for everyone on your list → https://uncommongoods.com/officedramaHow do you go from a soul-crushing finance career to actually liking your job... and somehow stay optimistic through all of it?Chris Ramesh has had one of the most aggressively prestige-maxed career paths ever 😭 He started at Blackstone, moved into private equity, worked at Social Capital, became my PM coworker at Discord, and is now building his own AI startup. Somehow, through all of that, he is also one of the happiest people I know.In this ep, we talk about:→ what working at Blackstone and private equity was actually like→ the career lesson he had to unlearn after leaving finance→ why perfectionism can actually slow you down→ how to actually "find your passion"→ why Chris left his job to become a founder→ how to actually deal with procrastination→ the importance of optimism→ the downside of living too much in your future self→ what it’s like starting an AI company in 2026→ why Chris thinks passion can develop through curiosity + persistence→ and yes... the story of Chris trying to kiss his coworker 😭Coworker Confessions:https://bit.ly/coworker-confessionsFollow Office Drama / Chloe:Instagram: https://www.instagram.com/chloe.shihOffice Drama Instagram: https://www.instagram.com/officedrama.podTikTok: https://www.tiktok.com/@chloeshihThreads: https://www.threads.net/@chloe.shihLinkedIn: https://www.linkedin.com/in/chloe-shih/Patreon: https://patreon.com/OfficeDramaBusiness inquiries:[email protected]#officedrama #officedramapodcastSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Thank You to Our Sponsors!✹ Storyblocks: unlimited stock footage, music, and SFX for creators → https://storyblocks.com/officedrama✹ Granola: your AI notepad for meetings → https://granola.ai/officedrama✹ Hostinger: build your website with AI and get 10% off with code OFFICEDRAMA → 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 didn’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 😭 which makes her perspective on money, ambition, and the creator economy so interesting.In this ep, we talk about:→ why Jenny became a creator→ why she still refuses to quit her corporate job→ how she made $100K as a creator with only 60K followers→ what actually makes brands want to work with you→ why women feel guilty for wanting more money→ how creators are making millions from online courses→ whether selling a course is actually a “grift”→ why white women tend to do well as influencers→ how women are making crazy money in 2026→ scarcity, competition, and representation in the Asian creator community→ why women should feel empowered to build wealth→ Find Jenny on Instagram: https://www.instagram.com/mohae.jennypark/→ Find Jenny on TikTok: https://www.tiktok.com/@mohaewithjennypark→ Find Jenny on LinkedIn: https://www.linkedin.com/in/jenniferkimpark/Submit your Coworker Confessions 👇https://bit.ly/coworker-confessionsIf you like what you hear please follow, rate 5 stars on Spotify and Apple Podcasts ⭐️ and leave a comment! 🫶 It's free~𝙎𝙊𝘾𝙄𝘼𝙇𝙎 🌸instagram → https://www.instagram.com/chloe.shihOD instagram → https://www.instagram.com/officedrama.podtiktok → https://www.tiktok.com/@chloeshihthreads → https://www.threads.net/@chloe.shihlinkedin → https://www.linkedin.com/in/chloe-shih/patreon → https://patreon.com/OfficeDrama✹ business inquiries: [email protected]#officedrama #officedramapodcastSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 OpenAI interview process is actually like→ what most candidates get wrong in interviews→ what happened at her live demo during OpenAI Dev Day→ how to become a better presenter on stage→ why AI needs more women, creative people, and people with taste→ what is Dots?→ how Dots differentiates itself in the current “AI assistant race”→ Find Holly on LinkedIn:https://www.linkedin.com/in/hollyli2018Submit your Coworker Confessions 👇https://bit.ly/coworker-confessionsIf you like what you hear please follow, rate 5 stars on Spotify and Apple Podcasts ⭐️ and leave a comment! 🫶 It’s free~𝙎𝙊𝘾𝙄𝘼𝙇𝙎🌸 instagram → https://www.instagram.com/chloe.shihOD instagram → https://www.instagram.com/officedrama.podtiktok → https://www.tiktok.com/@chloeshihthreads → https://www.threads.net/@chloe.shihlinkedin → https://www.linkedin.com/in/chloe-shih/patreon → https://patreon.com/OfficeDrama✹ business inquiries: [email protected]#officedrama #officedramapodcastSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 helping build Yahoo! in the early internet→ what makes the best business partnerships actually work→ why imagination, creativity, and curiosity matter even more in the age of AI→ why art is so hard to make money from→ the human cost of optimizing everything for efficiency→ why convenience might be the wrong North Star for technology→ how we can build technology that makes us more humanSubmit your Coworker Confessions 👇https://bit.ly/coworker-confessionsIf you like what you hear please follow, rate 5 stars on Spotify and Apple Podcasts ⭐️ and leave a comment! 🫶 It's free~𝙎𝙊𝘾𝙄𝘼𝙇𝙎🌸 instagram → https://www.instagram.com/chloe.shihOD instagram → https://www.instagram.com/officedrama.podtiktok → https://www.tiktok.com/@chloeshihthreads → https://www.threads.net/@chloe.shihlinkedin → https://www.linkedin.com/in/chloe-shih/patreon → https://patreon.com/OfficeDrama✹ business inquiries: [email protected] Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 room→ if work feels misaligned you might just need to be repotted 🪴→ how to hold high standards as a leader without traumatizing everyone around you→ when to persist, pivot, or quit (and why quitting is actually the first chapter of her new book)→ 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 every question because she has genuinely lived and reflected on such a variety of experiences in her life. This episode is true hopecore and Deb somehow makes you feel like everything is going to be okay 🥺➔ Deb's Substack:https://debliu.substack.com➔ Deb on LinkedIn:https://www.linkedin.com/in/deborahliu➔ Deb on Instagram:https://www.instagram.com/debliu_Submit your Coworker Confessions 👇https://bit.ly/coworker-confessionsif you enjoyed this episode please follow, rate 5 stars ⭐️ and drop a comment — it helps more people find the show and means everything to us 🥹𝙎𝙊𝘾𝙄𝘼𝙇𝙎🌸 instagram → https://www.instagram.com/chloe.shihOD instagram → https://www.instagram.com/officedrama.podtiktok → https://www.tiktok.com/@chloeshihthreads → https://www.threads.net/@chloe.shihlinkedin → https://www.linkedin.com/in/chloe-shih/patreon → https://patreon.com/OfficeDramaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.