Office Drama
Office Drama is a work-culture talk show hosted by Chloe Shih, a former tech product manager turned creator. The show explores the inner drama behind career breakthroughs, featuring conversations with people passionate about their work. It also includes a monthly advice segment called Coworker Confessions, where listeners can anonymously share workplace stories. New episodes are released on Mondays.
Episodes
The Hottest Product Manager in Tech Right Now π₯ OpenAIβs Holly Li Talks About Dots | Office Drama
How do you go from a self-described βnobody PMβ to becoming one of the most talked-about product managers in Silicon Valley?Holly Liβs 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
The Human Cost of Convenience | Ex-VP @Yahoo! Srinija Srinivasan
Weβve 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 Stan
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 π₯Ήβ¨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:β h
The Secret to Being βLikableβ at Work | Principal PM @ Microsoft, Ellie Rui
Thank You to Our Sponsor!βΉ Granola: your AI notepad for meetings β 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 youβd think: hard work doesn't paint the full picture. We get into what actually drives fast career gr
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. π«£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 indust
The Art of Being Tastefully Unhinged | Sr Director of Brand Marketing @Duolingo, Kat Chan
Thank You to Our Sponsors!βΉ Storyblocks: unlimited stock footage, music, and SFX for creators β https://storyblocks.com/officedramaβΉ Quince: high quality essentials, radically low prices β https://quince.com/officedramaβΉ Granola: your AI notepad for meetings β https://granola.ai/officedramaDuolingo has become one of the most recognizable brands on the internet, but what does it *actually*
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. π
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:β Why I felt so behind at the half-year mark of 2026β The motherh
You Should Quit Being a Creator | @Tafokints NASA, Esports, Content, Tech
Thank You to Our Sponsors!βΉ Storyblocks: unlimited stock footage, music, and SFX for creators β 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, Y
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 a
The Truth About My MasterChef Debut | Jaime @iGumdrop (Home Chef, Streamer, 2M+ Creator)
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:β why she almost said no to MasterChefβ what it's like to be
The Life Lesson That Cost Her $1M | jasminericegirl, Head of Creators @Suno β
Rosie Nguyen is the Head of Creators at Suno, the world's leading AI music company. Before that she co-founded Fanhouse, joined Cantina, and went viral more times than I can count. She's bright, passionate, and comes into this episode with so many wild stories and experiences.In this ep, we talk about:β growing up on food stamps and supporting immigrant parentsβ getting demoted at her own
I Quit My Dream Job to Start Over at 32...| @Elevenlabs Head of Partner Marketing, Sophia Noel
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. πββοΈIn this episode, we talk about:β why AI will never replace storyte
I got laid off 2 years ago...Let's talk MONEY. πΈ
It's been ~2 years since I've been laid off from my dream job at @Discord, and the most COMMON question you've asked me is: "Have you matched or beaten your tech salary after becoming a creator?"I never liked this question because it's sincerely not apples to apples. I also dislike it when creators say "I made my corporate salary in 1 brand deal!!" Because there are SO many nuances, cavea
I Quit My Dream Job to Take an "Adult Gap Year" ft. Julia Fei (Sr. Data Scientist at Notion)
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 epi
The βAnti-Hustle High Achieverβ Mindset | Product Design Manager @Discord, Tobi Bisiriyu
My old Discord work bestie just got promoted *twice* in one year and I needed to know how he did it without losing himself in the process. Tobi Bisiriyu is a Product Design Manager at Discord and he's one of those rare people who is genuinely great at his job, actually likes it, and still makes work the least interesting thing about him. He cosplays, he goes to anime conventions, he walks
I Asked My Manager Why I Got Laid Off... | Principal Product Manager @Roblox, Derek Yang
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
Welcome to "Office Drama" (Official Trailer) β¨
Welcome to my new show, Office Drama, where we sit with people obsessed with what they do, learn about the lessons they wish they knew earlier, and reveal the drama within. We interview people across tech, media, and entertainment. We also have a monthly(ish) advice segment called "Coworker Confessions" where you can anonymously submit your work drama, stories, and situations for a second
Bonus Ep: Why Corporate Always Wins (And What To Do About It)
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
The Best of Season 2 | JOMO
today, we're taking you for a ride through season 2! this season had some of our favorite moments ever, some really fun guests, reflective moments, and a whole lot of chaos we didn't see coming.here are all our favorite moments in one place. thank you for being here for all of it, jomies... we love you!β chloe & eric πSee Privacy Policy at https://art19.com/privacy and California Priv
The Best of Season 1 | JOMO
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!β chloe & eric πSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
This is *Actually* the Last Episode.
today, jomo is coming to an end. we get into what jomo has meant to us, why we're closing this chapter, and what's coming next. what a ride it's been! jomies, thank you sincerely for your support through the years... we couldn't have done it without ya! love, chloe & eric πSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not
Confessions of βHighly Successfulβ People (Who Secretly Feel Like Failures)
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 on
How You're Raised Determines Your Success ft. RJ Siu & Jalin Siu
today is all about family. the kind you're born into, the kind you build, and what it actually looks like to grow up, work, and create alongside the people who know you best. we sit down with RJ and Jalin Siu to talk about sibling dynamics, their content journey, creative dreams, and what it takes to turn your family into your team. if you've ever wondered what it would be like to do life
The Subtle Art of Creating Your Own Luck
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
Dating When You're "Too Successful" ft. Kristin Chen (Ex-CPO, Director of Product)
today is all about dating when you're a successful, ambitious woman... and why it's so much harder than it should be.kristin has some of the most insane dating lore we've ever heard. we're talking breakup contracts, rough conversations around net worth, a hawaii date that turned into a job interview, and so much more. it gets crazy. if you're someone who's ambitious and has ever wondered
The Great Millennial Career Crisis is Here. Here's What To Do.
today is all about the "millennial career crisis" β what it is, why so many of us are in it, and what we're actually supposed to do about it.we talked about the "dream" we were sold growing up, the moment you realize the corporate ladder might not be going anywhere good, and how to start building something that actually fits your life instead.if you've ever sat at your desk thinking "wait
Don't Make a "Vision Board". Make THIS Instead in 2026.
today is all about vision boards, life quests, and two very different people trying to figure out what they actually want from the next year (or two). I show up with a full framework,and Eric shows up with his "vibes" and a two-year quest. We are not the same. If you've ever stared down a new year feeling the pressure to have it all figured out, or wondered what it looks like to actually
How Happiness Changes at 30: Comparing With Friends, Career Plot Twists, Dating Again...
this is our first real reflection of the current state of our 30s: friendship, comparison, dating, career.today, we talk about: β’ Why friendships feel deeper (and harder earned) in your 30sβ’ The weird tension between success and comparisonβ’ Being ready to date again + reminiscing on old flames π₯β’ Getting invited into βbig roomsββ¦ and still questioning everythingβ’ Our answers to the questi
The Dark Side of "Making It": Why Success Doesn't Let You Rest
today, we unpack the dark side of ambition - what happens when you tie your self-worth to success, why reaching milestones doesn't always bring relief, and our complicated feelings about burnout when we've technically "made it". If you've ever thought "when I get there, I'll finally be happy," this one's for you. this was a moment when I learned about the term "toxic gratitude" where you
The Modern Career Crisis: Having 1 Job Is No Longer Enough
today is all about unpacking modern career life, side hustles, personal branding, burnout, and why weβre all so tired.is building a personal brand even a real thing? are side hustles empowering - or dystopian - and should you focus more on building something or marketing yourself~we get real about the cost of the grind and how to romanticize your own life despite all the struggle- hope yo
The Career Crisis That Happens In Your 30s ft. @LaurDIY β
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πππ πππππ ποΈππ΅πΉπΌπ² π¦π΅πΆπ΅ β IG: https://www.instagram.com/chloe.shih/tech pm turned creator making videos on career, personal growth, and life in your 20s/30s. ππΏπΆπ° πͺπ²πΆ IG: https://www.instagram.com/erictwayco-founder of Karat Financial, helping creators with finances @trykarat πππΎππΌππ πΈβ instagram β https://www.instagram.com/jomo.podβ spotify β https://open.spotify.com/show/0sJAtVorz8
The Ugly Truth About Leaving Corporate (1 Year Later)
Both Eric and I are collapsing at the same time. π The grass is always seems greener. Leaving corporate and doing your own thing is sincerely not sunshine and rainbows. Today, we talk about our inner rage, burnout, leadership expectations, being chronically let down, and the impossible transition from IC β manager β founder β creator. You're catching me in a deep spiral from work, hiring,
How Modern Dating Works in 2026 ft. iGumdrop
today is all about unpacking modern dating, attraction, identity, and energy ft. our very own professional cutie pie jaime / @igumdrop !! in this episode, we cover:1) Jaime decoding how dating actually works (energy, connection, 7 seduction types, and why creators date differently)2) Chloe trying to give dating advice despite having no current dating experience π« 3) Eric navigating male da
I gained 1M followersβ¦but lost friends
Today, we're unpacking all the angsty stuff about burnout, success, insecurity, and friendship.The entire episode runs on two parallel arcs:1. Chloe hitting 1 million followers and dealing with the fallout2. Eric trying to keep up emotionally, creatively, and personallyWe discuss how friendships evolve when one friend takes off career-wise, how to stay emotionally grounded, and how to sta
A Hater's Guide to Networking
Today is about all networking, introversion, power dynamics, and how relationships actually form in professional spaces - especially when you *hate* networking, but know it matters. Both Eric and I have wildly different personalities navigating the same high-power ecosystems, from Cannes Lions to Vidcon, and we get into what it really feels like to move through rooms full of important peo
My Honest Feelings about Chloeβs Wedding... | Season 2 Premiere
Welcome back to SEASON 2 of the Joy of Missing Out podcast! After a 1 year hiatus, we are finally back. Tysm for your patience. We also did receive plenty of angy comments about why we didn't come back in 2025 π
but just remember, it's just us doing it from my living room o___o (yes, this is Chloe). Podcasting looks so chill, but the production ops is a monster to do right. I also changed
This is the last episode
Try Kittl today! β https://www.kittl.com/create?&utm_medium=collaboration&utm_source=youtube&utm_campaign=chloeshih_22474512833_1
You can use our code JOMOPODYT for 25% off the first month or year of any paid plan (for new users only!)
This is goodbye. For now.
In this episode we answer your burning questions including: why we're stopping JOMO, what our future plans are, an
I was accused of clout chasing
Try Kittl today! β https://www.kittl.com/create?&utm_medium=collaboration&utm_source=youtube&utm_campaign=chloeshih_22474512833_1
You can use our code JOMOPODYT for 25% off the first month or year of any paid plan (for new users only!)
What's the difference between networking and clout chasing? A lot of times you want to meet cool people. But then you get accused of clout cha
I fell in love with my coworker
Going into office can be tiring, but with an office crush it can make you look forward to going to work! With 43% of people married to someone they worked with, your future partner might just be awaiting you there (it's pretty statistically probable!)
Some statistics about workplace romances according to Forbes:
-43% have married someone they worked with
-40% have cheated on their curre
Working with Gen Z is a Nightmare
In a time characterized by the prominence social media, Gen Z have been socialized significantly different from previous generations. This may be the reason for their work ethic that Chloe has struggled to work with during her team building endeavors. On the other hand Eric has had only positive experiences, but is this the exception or the rule?
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I found out I got cheated on...
Cheaters sucks. Finding out you've been cheated on even after it's all over still sucksβ which is exactly what happened to Chloe.
This leads to the conversation of how does one see multiple people? Even if you're single just trying to get to know people it can feel like you're betraying everyone involved. These things can feel even more stressful as we age and relationships get more ser
33 Lessons I Learned at 33
From corporate life in our 20s to working in the creator space, weβve learned a lot from our experiences. This is what we wish weβd known before reaching our 30s.
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ππΏπΆπ° πͺπ²πΆ (β Β @trykaratΒ ) - IG: https://www.instagram.com/erictway
co-founder of Karat Financial, helping creators with finances
ππ΅πΉπΌπ² π¦π΅πΆπ΅ β (Β @chloeshihΒ ) IG: https://www.instagram.com/chloe.shih/
tech product
I met the President
So a lot has happened since we last met... like Eric met THE Biden.
As you can tell it was a crazy week for Eric as he traveled across several states and met lots of people including Fred Liu and the Mr.Beast team. Meanwhile Chloe was having an emotional journey rather than a physical one. There's lots of lessons learned this week, including some great advice from Jimmy and Jaime about
The reality of working with your friends
Nobody likes to be wrong. Feedback is always difficult whether it be on the giving or receiving side. This weekβs episode is a heartfelt one as we share our experiences receiving feedback in our corporate jobs and now giving feedback as the bosses in our creative endeavors.
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Eric Wei (β Β @trykaratΒ β ) - IG: https://www.instagram.com/erictway/
co-founder of Karat Financial
We Ranked Everyone in Tech
Today's episode is going to be a judgy one because we are ranking everyone and every situation you can encounter in the tech world. From the person who never has their camera on to the LinkedIn influencers we've seen our fair share of them. We are joined by Chloe's husbando, Kevin, to add the software engineer POV. In our rankings we are not holding back and giving our brutally honest tho
I'm Single. Again.
so...eric's back on the market. any takers? π jk, but maybe? π
today, eric wanted a lil pow-wow where we talk about our hearts. it's a whole episode around breakups - the good, the bad, and the ugly. and we have our very own recurring guest, kira, back on this special episode!!
also kira is finally back online! you can find her at:
Kira Lee: https://www.instagram.com/michellekiralee/
We KICKED Him Out...
last week's episode was about the *art* of networking - how to get INTO the group. this week is about how you get kicked OUT of one. it's social faux pas, what NOT to do, and what gives us the ick.
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ππΏπΆπ° πͺπ²πΆ (β @trykarat) - IG: https://www.instagram.com/erictway
co-founder of Karat Financial, helping creators with finances
ππ΅πΉπΌπ² π¦π΅πΆπ΅ β (@chloeshih) IG: / https://www.insta
Networking as an Introvert.
βItβs all about who you know.β
Weβre constantly told to go out there and network, to the point where we feel like we canβt miss a single event. And the million dollar question: what if you're an introvert?
From our years in corporate and now the content space, we've been to our fair share of networking events and picked up a few tips along the way. This episode is a dump of the stories, t
My Best Friend was a Narcissist.
Friends - everyone needs them, but why are real ones so hard to find? Spoiler alert: it doesn't get easier once you're an adult. In fact it gets even more complicated once you throw work, spouses, and everyone doing their own thing into the mix. Episode 8 is about the best and worst parts of friendship, from the toxicity and cliques to the people you meet who make all of the drama worthwh
I don't feel enough.
Nothing we do feels like enough. Itβs easy to look at someoneβs accomplishments on paper and think they have it all...but Episode 7 is all about the mental tax that comes with constantly striving for that next accomplishment.
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ππΏπΆπ° πͺπ²πΆ (β Β @trykaratΒ ) - IG: https://www.instagram.com/erictway
co-founder of Karat Financial, helping creators with finances
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YouTube isn't worth it.
Full-time content or back to tech...what about neither? Chloe has been defining her own path, which along the way has led her to sign a huge contract with a Taiwanese ed-tech company and contemplate launching her own TV show. Similarly, Eric's involvement in both business and content has him going from VC pitch meetings to hanging out in the Sway House with some of the world's biggest inf
Torn between tech and content.
βShould I leave my 9-5 to do content?β Weβve all had that thought, and Chloe actually made it happen. But is content really as glamorous as it seems? Chloe and Eric dive into the good, the bad, and the ugly of some of today's most enticing career paths: tech, startups, and content.
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ππΏπΆπ° πͺπ²πΆ (β Β @trykaratΒ ) - IG: https://www.instagram.com/erictway
co-founder of Karat F
Donβt date βsuccessfulβ people.
In Part 2 of our steamiest episode yet - what's it really like to date successful people? Do men like it when women are smarter than them? Should the man in a relationship pay more? Chloe and Eric are joined by a friend to discuss everything related to love and dating in your 30s.
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ππΏπΆπ° πͺπ²πΆ (β @trykarat ) - IG: https://www.instagram.com/erictway
co-fou
Dating rizz in your 30s
Do women really care about height? Should you date friends? How do you know when someone is the *one*? Chloe and Eric are joined by a friend to discuss everything related to love and dating in your 30s. There's much to cover, so much so that the episode is broken into two parts. Stay tuned for Part 2 coming next Tuesday!
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Money in content vs tech #unfiltered
Chloe and Eric both left the corporate world for their own pursuits. But it's hard to ignore the elephant in the room: where does money fit into the equation? The JOMO hosts compare their finances from back when they worked corporate jobs, to today as a full-time creator (Chloe) and startup founder (Eric). This is an honest conversation about how money affects relationships and careers in
The *truth* behind my layoff
When Chloe got laid off this year, she accidentally went viral and reached over 20m+ views online. This spawned a lot of unexpected things - from getting lots of new opportunities to being retweeted into oblivion. It was truly an atypical layoff experience, but was also the catalyst for Chloe and Eric to finally record this pod.
Hope you enjoy the very first episode of JOMO with Chloe an
This is Office Drama
Welcome to Office Drama!ππ΅πΉπΌπ² π¦π΅πΆπ΅ - IG: https://www.instagram.com/chloe.shih/tech product manager making educational videos to elevate your career and life!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
