

The Lonely Office
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 from anonymous firsthand accounts—job ghosting, the truth behind unlimited PTO, nightmare bosses—and share insider advice on layoffs, severance, negotiations, and career moves. From candidates vaping in interviews to employees fired over free speech, we cover the wild reality of modern jobs. Whether you’re growing your career or simply a jobseeker hunting for an edge, you don’t have to navigate it alone.
TLO 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.
TLO 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.
Episodes
Mentioned books

Jun 5, 2024 • 35min
How to Get Fired and Negotiate Severance
Getting fired can leave you shell-shocked, speechless, and in no place to negotiate. Like' Dylan,' he just got fired over Zoom, and now his severance package consists of a career services subscription to help him "improve his resume."'Dylan's' IRL layoff story got us thinking: are you ready for what's next? This week, we're talking about how to get fired, negotiate a fair severance package, and more.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaEditorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

May 30, 2024 • 35min
Shark Tank's Matt Higgins: Why Job Loyalty Might Be Overrated
Is job loyalty an asset or a liability? Is passion for your work overhyped? This week, inspired by the story of 'Alexandra'—a recent graduate who took a comedian's unconventional advice to heart—we explore the rocky path from graduation to the workforce. Joining us to unpack 'Alexandra's' experience is Matt Higgins, Shark Tank co-host and co-founder and CEO of RSE Ventures. Together, we discuss the importance of resilience, the role of luck, and the strategic moves young professionals can make to navigate their careers more effectively. Special Guest: Matt Higginshttps://rseventures.com/team-members/matt-higgins/Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaEditorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

May 22, 2024 • 39min
I Can’t Get a Job in This Booming Market
Don’t trust the headlines: whether you’re a new graduate or a seasoned professional, the job market feels anything but robust. And like recently-laid-off “Roland,” you find yourself receiving thoughts and prayers in lieu of offers on LinkedIn.Glassdoor's expert on the current two-track labor market, Chief Economist Aaron Terrazas, joins the show to talk about the recession hitting white-collar workers—and how to make the most of it.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaEditorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

May 15, 2024 • 41min
Just Hire Me, or Don’t Already
From the vault of The Lonely Office is one of our greatest hits—a horror story for the remote work era: going through endless rounds of interviews, wondering whether you’ve wasted your time. On this episode, we dive into a real 11-round-interview incident endured by one candidate named “Mike”. We’ll debate the risks and merits of a lengthy interview process, getting caught in the crosshairs of a company’s misaligned objectives, and whether it’s all a sign to get out of the corporate matrix. We’re also joined by special guest Azhar Usman, comedian and writer on the Hulu show, Ramy.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaSpecial GuestAzhar Usmanhttps://azhar.com/Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

May 7, 2024 • 38min
How to Master Your Work Perception and Win Over Your Boss
We’ve all worked with great communicators. On the one hand, they razzle and dazzle during presentations, woo the C-suite, rally the troops. On the other, they can overinflate their own achievements, and take credit where no credit was due. This week, inspired by the story of “Maria,” a flaky strategist who’s earned a reputation as a great actress at her company, we discuss the role of communication in the workplace, who it benefits, and how it might just be the key to future jobs in the age of AI.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaEditorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

May 1, 2024 • 34min
Adult Entertainment Companies Paying White Collar Workers 💰
As the unemployment rate for recent graduates climbs higher than the national average, qualified white-collar workers are turning to unlikely sources for their next job. This week, we discuss a sticky situation involving “Mark,” an Ivy League marketer, and his stint at a Canadian adult entertainment company. What are the moral implications of taking a job in a taboo industry, and how does it impact one’s career? And what exactly is responsible for the dearth of jobs? Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaEditorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Apr 24, 2024 • 44min
Why Is Job Ghosting on the Rise?
Have you ever been ghosted by an interviewer, only to be officially rejected a year later? That’s the story of Karen Young the recruiter. Hers is the inspiration for our episode this week, and in an unprecedented first, she’s also our special guest on the show. We discuss ghosting as an industry-wide plague, how to bring your humanity to these interactions, and the wider cultural phenomena at play.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaSpecial Guests:Karen Younghttps://www.linkedin.com/in/kareneyoung/Editorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Apr 17, 2024 • 33min
Why Boomers & Gen Y-Z Disagree on TikTok Ban
“Harold” is a disillusioned quiet quitter who finds himself impassioned to act after the House passed a bipartisan bill to ban TikTok. Harold represents some of the younger 175 million Americans fighting to keep the app around, whether as a source of information, entertainment or livelihood. On the other side of the generational divide, there are those who perceive TikTok to be, at best, an app drugging America's youth, and at worst, a means of surveillance for foreign adversaries. Why can't we agree on this ban, what might it mean for our freedom of speech, and what regulatory measures can we put in place to avoid it? That’s our conversation this week.Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaEditorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Apr 10, 2024 • 42min
AI is Coming for Creatives
Film, with all of its cinematic magic, was supposed to be creativity’s last line of defense against artificial intelligence. But when OpenAI’s impressive text-to-video generator Sora is taking meetings with Hollywood’s heads of production, what hope does that leave the rest of us? This week, inspired by the real story of “Lee,” a young film editor who sees his future thwarted by Sora, we discuss the impacts of AGI on creativity. Is it killing creatives’ livelihoods, or democratizing access? And will our sense of passion or purpose survive the AI takeover? Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaEditorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli

Apr 3, 2024 • 26min
When HR Firings Are Recorded and Go Viral
Picture this. You’re the fly on the wall in a layoff call. The employee isn’t getting any of the answers they want. The HR representative isn’t allowed to deviate from their rote, clinical script. It’s all very, very awkward. That’s this week’s topic, inspired by the mortifying tale of “Jenna” the HR newbie, and the viral video from TikToker Brittany Pietsch. In this episode, we chat about what employees deserve in this scenario, how employers can do better, and how this process is fundamentally broken. Hosts: Matt Sunbullihttps://www.linkedin.com/in/sunbulli/https://www.threads.net/@mattsunbullihttps://www.firstdraft.vcAaron Calafatohttps://www.7minutestoriespod.com/Leah Ovahttps://www.tiktok.com/@leahovaEditorial:Matt SunbulliBrooks BordenKen WendtAaron CalafatoAudio: Ken WendtJan CruzResearch: Zaid SafeMatt Sunbulli


