

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 28, 2025 • 3min
The Hypocrite Workaholic: TLO Stories “Heard at Work”
A workaholic dad catches his daughter scrolling at midnight—then realizes he’s the real problem. A short story about screen time, guilt, and modern parenting.
Written by:
Matt Sunbulli
Aaron Calafato
Narrated by:
Aaron Calafato
Hosts:
Leah Ova
Matt Sunbulli
Aaron Calafato
Sound Design:
Isaac Gehring
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt

Jun 25, 2025 • 26min
Why Building a Personal Brand Is the Best Career Insurance
This week, we sit down with the Podcast Princess herself, Hala Taha, to discuss why, in today’s “do more with less” AI economy, your personal brand is your best insurance policy. Hala shares her own journey—from dropping out of college, working for free at Hot 97 for three years of no paycheck, no benefits, even babysitting the host’s kid) to now running YAP Media, a podcasting juggernaut.
Special Guest:
Hala Taha
Hosts:
Matt Sunbulli
https://www.linkedin.com/in/sunbulli/
https://www.firstdraft.vc
Aaron Calafato
Listen to Aaron's 7 Minute Stories Podcast
Leah Ova
Follow Leah on TikTok
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt
Aaron Calafato
Senior Audio Engineer:
Ken Wendt
Research:
Zaid Safe
Matt Sunbulli
Aaron Calafato

Jun 18, 2025 • 23min
Confessions of a Paycheck Phantom
James Leonidas Klusaritz spent four months as a management consultant doing absolutely nothing before quitting to become a TikTok star. This week he joins us to discuss his viral "Paycheck Phantom" series - exploring how employees get lost in corporate bureaucracy and survive by mastering the art of invisibility. From nap rooms hidden behind filing cabinets to conference room whiteboard theater, we investigate the corporate cockroaches among us and why companies can't seem to catch them.
Special Guest:
James Klusaritz: On TikTok, On IG
Hosts:
Matt Sunbulli
https://www.linkedin.com/in/sunbulli/
https://www.firstdraft.vc
Aaron Calafato
Listen to Aaron's 7 Minute Stories Podcast
Leah Ova
Follow Leah on TikTok
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt
Aaron Calafato
Senior Audio Engineer:
Ken Wendt
Research:
Zaid Safe
Matt Sunbulli
Aaron Calafato

Jun 11, 2025 • 26min
Why HR Needs a Divorce Policy
Aaron lied in his job interview when asked if he was happily married - weeks later, he was navigating a new job, fatherhood, and divorce simultaneously. This week, we explore why divorce is the only major life event companies don't support, featuring divorce expert Christina Hawke. From co-founders whose splits nearly tank startups to choreographers with 43% divorce rates, we investigate when work destroys marriages and why no one talks about it.
Hosts:
Matt Sunbulli
https://www.linkedin.com/in/sunbulli/
https://www.firstdraft.vc
Aaron Calafato
Listen to Aaron's 7 Minute Stories Podcast
Leah Ova
Follow Leah on TikTok
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt
Aaron Calafato
Senior Audio Engineer:
Ken Wendt
Research:
Zaid Safe
Matt Sunbulli
Aaron Calafato

Jun 7, 2025 • 3min
TLO Stories “Heard at Work”: Company Selling PTO?!
Introducing a new short story series in your TLO feed. TLO: Heard at Work delivers short, punchy stories with immersive soundscapes that drop you into the messy moments where work and life collide.
When a struggling employee at a major credit card company faces a brutal performance review, he makes an unexpected move—gifting PTO days to his boss. Was it a bold act of workplace generosity or clever corporate bribery? In this short story from TLO: Heard at Work, we explore the fine line between redemption and manipulation in today’s office culture.
Written by:
Matt Sunbulli
Aaron Calafato
Narrated by:
Aaron Calafato
Hosts:
Leah Ova
Matt Sunbulli
Aaron Calafato
Sound Design:
Isaac Gehring
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt

Jun 4, 2025 • 26min
Ok, Boomer, Time's Up: Retirement Is Calling
This week, we explore the tensions around aging in the workplace: from Warren Buffett finally stepping down at 94 to younger employees frustrated by older workers who can't afford retirement. When Gary fake-retires as a prank, colleagues suddenly realize he's been playing the long game. But at what point does experience turn from wisdom into a roadblock?
Hosts:
Matt Sunbulli
https://www.linkedin.com/in/sunbulli/
https://www.firstdraft.vc
Aaron Calafato
Listen to Aaron's 7 Minute Stories Podcast
Leah Ova
Follow Leah on TikTok
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt
Aaron Calafato
Senior Audio Engineer:
Ken Wendt
Research:
Zaid Safe
Matt Sunbulli
Aaron Calafato

May 28, 2025 • 36min
Mouse Jigglers vs. Corporate Spying Tools
This week, we investigate the rise of employee monitoring software through Manny's story - a Big Four accountant whose daily productivity walks were derailed by tracking tools meant to "prevent burnout." From mouse jigglers to heart rate monitors, we explore how surveillance software doubled during the pandemic and why companies are spending resources to monitor if employees are wasting resources.
Hosts:
Matt Sunbulli
https://www.linkedin.com/in/sunbulli/
https://www.firstdraft.vc
Aaron Calafato
Listen to Aaron's 7 Minute Stories Podcast
Leah Ova
Follow Leah on TikTok
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt
Aaron Calafato
Senior Audio Engineer:
Ken Wendt
Research:
Zaid Safe
Matt Sunbulli
Aaron Calafato

9 snips
May 21, 2025 • 24min
Job Chaos Fatigue? Adam Grant Explains Who’s Really to Blame for Burnout
Join Adam Grant, an organizational psychologist and Glassdoor's Chief Worklife Expert, as he tackles the fatigue caused by constant change in today's workforce. He shares strategies for building resilience, such as mental time travel, and discusses the importance of empathy born from hardship. Grant analyzes the impact of economic turbulence on millennials and emphasizes the need for supportive workplace environments. The conversation also dives into navigating employee loyalty amidst shifting work dynamics, encouraging a community-focused approach.

May 14, 2025 • 27min
10 Work Personalities AI Can’t Replace Soon Enough
This week we count down the 10 workplace personalities ready for AI replacement first. From the Faux CTO who draws cloud diagrams but never writes code to the Google Drive Gatekeeper who hasn't shown their face in two years, which corporate characters most deserve automation? And which one might you secretly be yourself? With AI project managers already in development, the office archetypes on our hit list should be watching their backs.
Hosts:
Matt Sunbulli
https://www.linkedin.com/in/sunbulli/
https://www.firstdraft.vc
Aaron Calafato
Listen to Aaron's 7 Minute Stories Podcast
Leah Ova
Follow Leah on TikTok
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt
Aaron Calafato
Senior Audio Engineer:
Ken Wendt
Research:
Zaid Safe
Matt Sunbulli
Aaron Calafato

May 7, 2025 • 28min
Digital Nomad Visas Are Booming. What They're Not Telling You.
With nearly 18 million Americans now identifying as digital nomads, is working from exotic locations truly the dream job? This week we investigate what happens when Addie meets a potential romance in Iceland, only to find herself uploading massive files from a freezing rental car to meet a deadline. From loneliness topping the list of nomad complaints to 14% of employees going global without telling their bosses, we explore whether the freedom to work from 60+ countries with special visas is worth the isolation, tax complications, and unpredictable wifi.
Hosts:
Matt Sunbulli
https://www.linkedin.com/in/sunbulli/
https://www.firstdraft.vc
Aaron Calafato
Listen to Aaron's 7 Minute Stories Podcast
Leah Ova
Follow Leah on TikTok
Editorial:
Matt Sunbulli
Brooks Borden
Ken Wendt
Aaron Calafato
Senior Audio Engineer:
Ken Wendt
Research:
Zaid Safe
Matt Sunbulli
Aaron Calafato


