The Lonely Office - podcast cover

The Lonely Office

Glassdoor
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 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.

Episodes

Should I Work for an ‘Evil’ Corporation?

Do you ever put your morals on pause for a job? How have workers’ considerations of 'evil' companies evolved with the rise of frameworks like ESG? From the excesses of Wall Street companies in the 90s to Tech companies pillaging our privacy for gold in the 2000s—in this episode, we're debating the age-old battle of morals vs. money. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutestoriesp...

Jul 31, 202423 minSeason 1Ep. 55

Job Bytes: “AI Relief Fund”, UBI, and Hushed Hybrid

TLO cohosts dive into the largest UBI study ever conducted, backed by OpenAI's Sam Altman, exploring its potential as a disaster relief fund for those displaced by AI. The hosts also tackle the evolving workplace dynamics, discussing the rise of 'hushed hybrids,' where employees navigate the balance between office mandates and remote work. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutes...

Jul 26, 20249 minSeason 1Ep. 54

When Dream Job Meets Nightmare Boss

You did it. You landed your dream job. When all of a sudden, the boss who hired you does a complete 180. This week, ‘Kenya’s’ attentive, supportive boss from her interview has turned into a toxic, micromanaging nightmare. What do you do when reality is much, much worse than the expectation? And how do you sniff out a ‘bad boss’ in the interview process? Comedian Chanel Ali joins us to talk about surviving bad bosses. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads....

Jul 24, 202434 minSeason 1Ep. 53

Returning to Work Post-National Crisis

In the wake of last week's shocking assassination attempt on former President Donald Trump and the ensuing chaos, the nation is grappling with unprecedented uncertainty. How do employees and employers cope with such turmoil? Join the TLO crew as we explore the impact on the workplace and discuss strategies for finding stability and productivity in these challenging times. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aa...

Jul 23, 20249 minSeason 1Ep. 52

Job Survival Guide: My Boss is Holding Me Back

Sometimes you’ve got a game-changing idea, but your boss says no. This week, ‘Dylan’ ignored direction from his boss and now has the CEO’s attention. Should you always listen to your boss? Is it worth going over their head? We’ve got advice for everyone whose boss is holding them back. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutestoriespod.com/ https://www.aaroncalafato.com/ Leah Ova ...

Jul 17, 202434 minSeason 1Ep. 51

Job Search Cringe: Surviving LinkedIn

Scrolling through preachy lectures on LinkedIn can leave us all squirming in our seats. This week, a wholesome moment between ‘David’ and his family quickly turns into a cringey, performative post. What’s spurring this invasion of cringe on professional networking sites? And who is liking these posts? We dive into the answers on this week’s episode. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://ww...

Jul 10, 202429 minSeason 1Ep. 50

Free Speech Can Get You Fired

At-will employment makes posting about your political beliefs a risky game. This week, ‘Brandon’s’ controversial social media posts led to an HR meeting and ended up getting him fired. Is it legal? Are your posts covered under the First Amendment? Labor and employment lawyer Chris Collins joins us to talk about free speech and employee protections. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www...

Jul 03, 202449 minSeason 1Ep. 49

Politics Invading Your Job?

Politics has infiltrated the workplace, from performative CEOs to anonymous town hall comment sections. This week, 'Tabitha' is divorcing her work husband after a controversial political post on LinkedIn. Tune in for a talk about politics. Does it belong in the workplace? Should it impact your career choices? And more. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutestoriespod.com/ Leah O...

Jun 26, 202422 minSeason 1Ep. 48

Income Anxiety Affecting Millionaires and the White Collar Class

Do you compare your income to others? At what point does seeing where you stand turn into an anxiety-filled obsession? This week, ‘John’ is feeling major income anxiety and wondering if all his hard work was worth it. Join us for a chat about salary transparency, what it is, why it’s important, and how it can quickly turn ugly. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutestoriespod.co...

Jun 19, 202427 minSeason 1Ep. 47

Should Job Candidates Be Paid for Interview Projects?

From endless rounds to take-home projects, interview horror stories are everywhere. This week ‘Jordan’s’ hard work on an interview project didn’t net her the job, but it did show up on the company’s website months later. Should you say no to take-home interview projects? Should you get paid if you say yes? Join us for advice on how to protect yourself and increase transparency during the interview process. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsu...

Jun 12, 202436 minSeason 1Ep. 46

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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbull...

Jun 05, 202435 minSeason 1Ep. 45

Why Job Loyalty Might Be Overrated with Shark Tank's Matt Higgins

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 t...

May 30, 202435 minSeason 1Ep. 44

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 Sunbulli https://www.linkedin.com/in/sunbulli/ htt...

May 22, 202439 minSeason 1Ep. 43

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’r...

May 15, 202441 minSeason 1Ep. 42

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 A...

May 07, 202438 minSeason 1Ep. 41

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 Sunbulli https:/...

May 01, 202434 minSeason 1Ep. 40

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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli h...

Apr 24, 202444 minSeason 1Ep. 39

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 ...

Apr 17, 202433 minSeason 1Ep. 38

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 ...

Apr 10, 202442 minSeason 1Ep. 37

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...

Apr 03, 202426 minSeason 1Ep. 36

The Great $53 Trillion Transfer to Gen X-Z

Here’s a staggering stat: through 2045, the wealth to be inherited by Generations X-Z is estimated to be 53 trillion dollars, an unprecedented sum in modern times. In this episode we cover the story of “Rich,” a 30 year-old screenwriter who, after receiving a financial windfall left by an uncle, finds himself losing his sense of purpose and creative motivation. Rich’s example and others' have us thinking about this Great Wealth Transfer: Can you inherit financial freedom and still retain your wi...

Mar 27, 202437 minSeason 1Ep. 35

Is Unlimited PTO a Scam?

Unlimited vacation is often lauded as a workplace perk, but who does it actually benefit? On this episode, we reflect on our previous experiences with this “generous” perk, and whether it served us. We also discuss why employers might be incentivized to adopt unlimited PTO policies—and why employees might be getting the short end of the stick. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7min...

Mar 20, 202435 minSeason 1Ep. 34

Oops! Caught my Company Paying my Junior more than Me

You just found out that the new, fresh-out-of-college hire at work… makes the same salary you do. What would you do next? That’s the true story from “Lorrie” that inspired this conversation around salary transparency and fair pay. This week, we share some of our own experiences with speaking up (or not) for ourselves, ideas on what companies could do to promote salary transparency, and some tactical recommendations for next steps, if you find yourself in a similar position as Lorrie. Hosts: Matt...

Mar 12, 202428 minSeason 1Ep. 33

Two Full-Time Jobs at the Same Time

This week, truth is stranger than fiction. We’re discussing real anonymous stories from professional double-timers: two jobs, two time zones, and even two identities. It has us wondering: Socially, how did we get here? And legally, what are some complexities one should watch out for, if inspired to do the same? Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutestoriespod.com/ Leah Ova https...

Mar 05, 202425 minSeason 1Ep. 32

Revenge of the Blue Collar

This week, we’re inspired by the real revenge story of an electrician named Jerry. With massive government funding of new industries in clean energy and semiconductors, Jerry represents a new cohort of trade workers finding success in today’s job market, despite the social stigma surrounding blue-collar jobs. From the astronomical costs of higher education today to economic factors that create demand for skilled trades, we chat about the conditions that make this redemption arc possible—and what...

Feb 27, 202427 minSeason 1Ep. 31

How Do I Recover from a Big Mistake at Work?

So you messed up at work. How do you move forward? This week, we’re inspired by a real workplace snafu, shared with us by “Zach.” From accidental all-staffs to awkward client commentary, we share some of our own professional mistakes on this episode—and our seasoned tactics on how to move past them. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutestoriespod.com/ Leah Ova https://www.tikto...

Feb 20, 202426 minSeason 1Ep. 30

Welcome to The Lonely Office

If you’ve ever wondered “What should I do if I get laid off?” or “Is it still taboo to talk about politics at work?”—this is a show for you. Welcome to The Lonely Office: a podcast about the increasingly blurry line between work and life, brought to you by Glassdoor. The stories that inspire our discussions are sourced firsthand from the anonymous conversations happening on the Glassdoor app. It’s hosted by Matt Sunbulli (serial tech entrepreneur and co-founder of Fishbowl), Aaron Calafato (podc...

Feb 20, 20242 min

What Can Professional Athletes Teach Us about Negotiation?

From baseball player Shohei Ohtani’s highly unusual (and highly lucrative) contract to Michael Jordan’s “Love of the game” clause, uncommon terms of agreement might be more common than you think. On this episode, we discuss the creativity of contract negotiations—and our tips for getting more out of your next professional engagement.

Feb 07, 202428 minSeason 1Ep. 29

Is My Boss Holding Me Back?

In this episode we follow the real-life anonymous work story of "Dylan". What do you do when your Boss is impeding your advancement at work? How do you get ahead if you’re constantly told to stay in your lane—and to only do what is asked of you? Do you fold, or do you adopt the age-old wisdom: “Don't ask for permission, ask for forgiveness later”? We discussing Dylan's story this week, as we share ideas on how to approach similar workplace conundrums.

Jan 26, 202436 minSeason 1Ep. 28

What's it Take to Quit the Corporate Slog and Launch that Business Idea?

“Emma’s” IRL identity crisis brings up a couple of important questions: what does it take to quit the corporate slog and start a new business of your own? Is there a certain philosophy that successful entrepreneurs adopt? What are the relationship and financial ramifications of launching your own startup? Is your idea better suited for bootstrapping or fundraising? Listen in to this end of the year episode of The Lonely Office to draw some inspiration towards quitting your job and tracking out y...

Dec 26, 202340 minSeason 1Ep. 27
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