Joy of Missing Out (JOMO)

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.

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.

Thank You to Our Sponsor!✹ Granola: your AI notepad for meetings → 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 you’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:→ how she got promoted every single year for six years→ what a great manager actually does for your career→ what separates junior, senior, and principal PMs→ whether AI will actually replace PMs→ why new grads should pick startups over big tech right now→ and how to be likeable at work!→ Find Ellie on LinkedIn: https://www.linkedin.com/in/ellierui/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.shih/OD instagram → https://www.instagram.com/officedrama.pod/tiktok → 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.

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. Before helping turn Duo into the internet’s favorite unhinged owl, she worked at Red Bull, Tesla and Facebook, alongside some of the biggest names in tech like Elon Musk and Mark Zuckerberg.And despite all of that, Kat has almost no digital footprint. She rarely does interviews, which made this a very rare chance to unpack how she actually thinks about creativity, taste, ambition, and building brands people genuinely care about.In this ep, we talk about:→ how Duolingo built a brand that moves at internet speed→ why most companies can’t simply copy the Duolingo playbook→ what “good taste” actually means and whether you can learn it→ how Kat hires and identifies exceptional creative talent→ where AI can make creatives better... and where it makes us dangerously average→ what working at Tesla and Facebook taught her about prestige, burnout, and choosing the right environment→ and the question I can’t stop thinking about before becoming a mom: can you actually have it all?This episode is a masterclass in taste, creative leadership, internet culture, and building an ambitious career without letting ambition consume you.→ Find Kat on Linkedin:https://www.linkedin.com/in/yotsechan/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~Apple Podcasts: https://podcasts.apple.com/us/podcast/the-art-of-being-tastefully-unhinged-sr-director/id1752596006?i=1000785565362Spotify: https://open.spotify.com/episode/05BVa2zx0dWMAWCgFTtHwl?si=5LL91A13T262DbQW6zPsAg𝙎𝙊𝘾𝙄𝘼𝙇𝙎 🌸instagram → https://www.instagram.com/chloe.shih/OD instagram → https://www.instagram.com/officedrama.pod/tiktok → 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.

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 honest take on who should actually pursue it might save you five years of your life.In this ep, we talk about:→ how he coached a Melee god while working full time at NASA JPL→ the ultimatum from his wife that finally made him quit and move to Esports→ why 90% of streamers won't make it, and why minimum wage might be the better option→ betting on yourself at 37: relearning how to code from scratch in the AI era→ and how becoming a dad made him reevaluate the value of his timeThis episode is for anyone who's ever been told to follow their passion and quietly wondered if that advice is a trap. Tafo is proof that the real flex isn't dying on one hill but maybe knowing when to walk away towards the next one.→ Find Tafo:https://www.instagram.com/tafokintshttps://www.linkedin.com/in/daniellee912https://x.com/tafokintsSubmit 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.shih/OD instagram → https://www.instagram.com/officedrama.pod/tiktok → 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.

Over the past decade, Jaime (@iGumdrop) has built a 2M+ following, founded her own successful clothing brand, dropped out of college to pursue streaming, and now she's on the cast of Season 16 of MasterChef!In this week's episode of Office Drama, we get into the version of the story you don't see on TV.In this ep, we talk about:→ why she almost said no to MasterChef→ what it's like to be on the cast of MasterChef→ the insane reality TV background check nobody warns you about→ what Gordon Ramsay is ACTUALLY like in person→ the roti canai controversy→ the truth about agents, managers, and the people you work with as a creator→ why "the interview never matters" and what she actually hires on→ how she skipped the 5-year plan and went straight to a deathbed planThis episode is for anyone who's ever been underestimated, boxed into one version of themselves, or scared to take the leap because they might look like a fool. Jaime is one of the most earnest, chaotic, hilarious people I know, and watching her bet on herself, publicly, after ten years of quietly putting in the work is exactly the kind of story I started this show to tell.→ Find Jaime:https://www.youtube.com/@igumdrophttps://www.twitch.tv/igumdrophttps://www.instagram.com/igumdrop/https://www.tiktok.com/@igumdropA huge thank you to the MasterChef production team for letting us share these stories!#MasterChef #MasterChefGlobalGauntlet@MasterChefonFOX @FOXTV @FoodClubFOXSubmit your Coworker Confessions 👇https://bit.ly/coworker-confessionsThank You to Our Sponsors!✹ Storyblocks: unlimited stock footage, music, and SFX for creators → storyblocks.com/officedrama✹ Quince: luxury-quality essentials without the markup → quince.com/officedramaIf 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.shih/OD instagram → https://www.instagram.com/officedrama.pod/tiktok → 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.

Sophia is one of my best friends, the officiant of my wedding, and one of the most cracked marketers I know. She's led campaigns at Airbnb, Databricks, and ElevenLabs. She won Best Dance Film at the LA Film Awards. She's also going through her biggest plot twist yet: leaving tech to pursue her art. Full time. For good. 🙂‍↕️In this episode, we talk about:→ why AI will never replace storytelling, taste, and human connection→ her honest take on the job market, what 20-somethings are getting wrong, and what a great interview actually looks like→ how she faced being belittled in by an interim CMO who said they need someone "more senior" when she led the campaign all alongThis one is for anyone who has done everything right and still felt like they were playing it too safe. Sophia is the most elegant proof I know that the pivot you're scared of might be the one you were always supposed to make.→ Find Sophia: https://www.instagram.com/sophianoel_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.shih/OD instagram → https://www.instagram.com/officedrama.pod/tiktok → 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.

I've seen a pattern of senior ICs deciding to quit to bet on themselves, but we rarely get to see what it took to get there.Julia Fei, Sr. Data Scientist at Notion (and my dear creator friend), just made her decision to leave her dream job to pursue something she's always been curious about. But it was a calculated, deliberate decision that she spent years preparing for.In this week's episode of Office Drama, we reveal the inner drama of Julia's thought process and the conversations she's had navigating the transition.In this ep, we talk about:→ why Julia quit Notion when she genuinely loved her team, her manager, and her job→ how to know if you're actually growing or just getting comfortable→ why "stability" is a scam→ the double life of being a creator in tech→ how to build a financial runway for the leap before you're ready to take it→ and how to know when it's finally time to take a risk on yourselfThis episode is for anyone who has done everything right and still felt like they were playing it too safe. Julia is one of the most calculated, self-aware people I know and watching her finally bet on herself after years of preparation is exactly the kind of story I started this show to tell.→ Find Julia:https://www.linkedin.com/in/juliafei/https://www.youtube.com/@juliafeihttps://www.instagram.com/julia.fei/https://www.tiktok.com/@julia.feiSubmit 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~Special shoutout to Drama Llama Emily Huang for supporting Office Drama on Patreon! 🦙𝙎𝙊𝘾𝙄𝘼𝙇𝙎 🌸instagram → https://www.instagram.com/chloe.shih/OD instagram → https://www.instagram.com/officedrama.pod/tiktok → https://www.tiktok.com/@chloeshihthreads → https://www.threads.net/@chloe.shihlinkedin → https://www.linkedin.com/in/chloe-shih/patreon→ https://patreon.com/OfficeDrama?utm_medium=unknown&utm_source=join_link&utm_campaign=creatorshare_fan&utm_content=copyLink✹ 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.

It's been about 2 years and 3 mo since I was infamously laid off from my dream product manager job at Discord. And today, I finally sit with my old manager to talk about life after layoffs. Derek Yang is now a Principal Product Manager at Roblox, and before that he was at YouTube, Twitch, Yik Yak, Facebook, and Discord where he was also my last ever corporate manager. In this ep, we talk about: → What it actually means to "make it" in tech (spoiler: he still doesn't think he has)→ the performance review that humbled him and forever changed → how he approaches his career→ why working hard is not enough and what actually gets you recognized→ what he gave up becoming a new dad→ and why sustainability is his whole era right nowThis episode is for anyone who has ever put their whole heart into their work and still felt like it wasn't enough. Derek is one of the most thoughtful people I know and I learned something new about him even after years of friendship.→ Find Derek on LinkedIn:https://www.linkedin.com/in/dereklyangSubmit your Coworker Confessions 👇https://bit.ly/coworker-confessionsIf you like what you hear please follow, rate 5 stars ⭐️ and leave a comment! 🫶business inquiries: [email protected]𝙎𝙊𝘾𝙄𝘼𝙇𝙎 🌸instagram → https://www.instagram.com/chloe.shih/tiktok → https://www.tiktok.com/@chloeshihthreads → https://www.threads.net/@chloe.shihlinkedin → https://www.linkedin.com/in/chloe-shih/See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

hii jomies!this is our ill-fated "fail episode." last year eric and i spent literally five hours on a sunday trying to film an episode about work resentment and burnout and every single take just sucked. we tried THREE times and failed every single time.but we had some really good nuggets in there so we chopped it up and pulled out the best parts for you guys. it's kind of a hodgepodge of segments but honestly some of my fave convos came out of it! we talk about someone reaching out to me asking for advice on whistleblowing, dealing with power tripping managers, the weird guilt of going independent, and why we push ourselves so damn hard when we could actually just chill.this episode is proof that not every recording session is a banger and sometimes you just gotta take the L and move on. but also!! the conversations were still valuable and i didn't want them to just... rot. thank u for listening and for being part of this community, it means everything to uslove,chlo & ericSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

today, we're taking you back to season 1, where it all started!season 1 gave us SO much. here are all our favorite moments in one place. thank you for being there from the beginning jomies, we love you!– chloe & eric 💌See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

today is all about failure. what it actually means, how to handle it, and why your relationship with it will determine how far you go.we get into the difference between failing in your 20s vs. your 30s, what it means to keep swinging for the home run every single time, and why AI is making hard work feel suddenly very fragile.if you catch L's and never know what to do with them... this one's for you.love, chloe & eric 💌p.s. we're so sorry about the wide cam being out of focus this episode!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

today is all about how to manufacture luck in your career and why it's less about chance and more about the moves you make *before* the moment arrives. we get into the five key ingredients to luck, the behaviors that kill it, and how to stay motivated when you're doing everything right and nothing seems to be working yet. if you feel like things aren't always going your way... this one's for you. love, chloe & eric 💌See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.