
The Lonely Office
Welcome to The Lonely Office: an award winning podcast about making sense of the increasingly blurry line between work and life, brought to you by Glassdoor. We tackle real workplace stories sourced from anonymous firsthand accounts—like the rise of job ghosting, the truth behind unlimited PTO, and dealing with a nightmare boss. We also share insider advice on layoffs, severance negotiations, and wild work stories, from candidates vaping in interviews to employees fired over free speech. The professional world can be chaotic, but you don’t have to navigate it aloneTLO is hosted by Matt Sunbulli (serial tech entrepreneur, Founder @ Fishbowl and First Draft AI), Aaron Calafato (Storyteller, Narrative Designer & Content Strategist), and Leah Ova (content creator and advertising executive), with special appearances from industry thought leaders and economists.
Latest episodes

Jan 8, 2025 • 28min
The Lonely Office Greatest Hits of 2024
When one job seeker's 145-application odyssey became Glassdoor's most viral post of 2024, it captured the year's challenging job market perfectly. From eight-month job searches to office toe-nail clippers, we're diving into the stories that defined workplace life this past year.Join us for a candid look at 2024's biggest trends, most heated debates, and what they tell us about the future of work in 2025. Plus, our Gen Z researcher finally reveals himself to weigh in on the generational divide that's reshaping offices everywhere.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron!Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Jan 1, 2025 • 31min
TikTok on Trial: When Government and Gen Z Collide
As Congress pushes to ban TikTok, a generational battle is brewing. For Harold, a disillusioned young professional who found solace in endless scrolling, the proposed ban wasn't just about losing an app—it was the last straw in a series of broken promises.From surveillance concerns to freedom of speech, we explore why 150 million Americans are fighting to keep their favorite platform. Is this about protecting privacy, or are we missing the bigger picture about how younger generations consume information?Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron!Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Dec 23, 2024 • 25min
Office Parties Gone Wrong (And How to Survive Them)
Office holiday parties walk a delicate line between celebration and career sabotage. When Morgan abandoned her one-drink rule and mixed up the CEO's birthday with the VP's, she learned that some party memories follow you back to your desk on Monday.From inappropriate revelations to ill-timed layoff announcements, we explore the dos and don'ts of navigating the annual workplace ritual. With 12% of employees admitting to romantic encounters and the average attendee consuming 4.1 drinks, are these celebrations worth the risk?

Dec 18, 2024 • 24min
Side Hustles Are Redefining How We Work
In an era where everyone seems to be monetizing their passion, the line between day job and side hustle grows increasingly blurry. When Chelsea's vintage artifact business collided with her corporate role, she learned the hard way that not all companies embrace the hustle economy.From MMA fighters turned TikTok food critics to corporate employees building startups in secret, we explore how to balance your dreams with your day job. Is the remote work revolution making it easier to pursue your passion, or just easier to get caught?Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron!Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Dec 11, 2024 • 27min
Why Great Companies Self-Destruct
How much do failing companies and countries have in common? In this episode of The Lonely Office, we follow Lianna, a young attorney watching her dream of partnership fade away as her firm’s leadership hoards profits and power.Inspired by the Nobel Prize-winning book Why Nations Fail, we explore how the "extractive policies" that doom nations—concentrating wealth and power in the hands of a few—also plague companies. From Blockbuster's $50M Netflix blunder to today's imploding startups, we examine how resistance to change, decision-making concentrated in the hands of the CEO and close executives, and a lack of organizational justice—such as undeserved promotions—can collectively pave the way for spectacular collapses.Are modern companies built to last, or are they simply extracting value on their way to inevitable failure?Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron!Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Dec 4, 2024 • 25min
Can Your Digital Footprints Haunt Your Job Search?
Your past doesn’t always stay in the past—especially online. In this episode of The Lonely Office, we dive into the surprising ways our digital footprints, from Roblox handles to controversial posts, can resurface in professional settings. Are employers justified in scrutinizing these digital traces during interviews, or has the line between personal history and professional qualifications blurred beyond reason? Tune in as we explore stories of online embarrassments haunting job seekers, the ethics of digital privacy, and what it all means for your next promotion.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron!Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Nov 27, 2024 • 30min
My Boss is Delegating Their Entire Job
Remember when delegation meant sharing the workload, not abandoning ship? When Zoe, the intern, found a critical company audit on her desk, with no boss in sight and only "Ask ChatGPT" as guidance, she knew something was wrong.From absentee managers to entry-level employees running entire departments, we explore why modern delegation has gone off the rails. Is your boss actually leading or just delegating their job away?Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron!Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Nov 20, 2024 • 22min
Sorry Boss, I Don't Want That Promotion
Remember when getting a promotion was a good thing? This week, Ellie was offered a better title and salary, she did the unthinkable—she turned it down. And she’s not the only one. 30% of today’s workers quit within a month of promotion.From endless Zoom calls to "forced fun" events, we explore why more professionals are saying "No, thanks!" to moving up. Is the traditional career ladder broken, or are we finally asking for what we're worth?Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron!Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Nov 13, 2024 • 23min
Your Coworker is a Secret Influencer. Now What?
This week, we start with the story of a Citigroup analyst, who unexpectedly found himself internet-famous, blending work and social media in ways he hadn’t foreseen.Join us as we dive into the world of low-key influencers—employees hiding behind cubicles by day and thriving online by night. How does this new professional reality affect our workplaces? And what happens when your side hustle becomes the main event?Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Nov 6, 2024 • 27min
When Does Adulting Really Start?
We all remember our first adulting moment. For some, it was their first paycheck; for others, it was moving to the big city. For Amani, it was getting kicked off the family phone plan.When does adulthood start? Do you have to stop chasing your dreams to pay the bills? This week, we discussed moving out, paying rent, and everything #Adulting.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron CalafatoListen to Aaron's 7 Minute Stories Leah OvaFollow Leah on TikTok Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli