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The Lonely Office

The Lonely Office

Author: Glassdoor

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Welcome to The Lonely Office: a podcast about the increasingly blurry line between work and life, brought to you by Glassdoor. We discuss topics based on real stories sourced firsthand from anonymous conversations: like the rise of job ghosting, why unlimited PTO is a scam, and how to handle a nightmare boss. We also provide insider advice on navigating layoffs while negotiating severance, and cover outrageous work stories like candidates vaping during interviewees or employees getting fired for free speech at work. You don’t need to brave the professional world alone, so join us and listen in.

It’s hosted by Matt Sunbulli (serial tech entrepreneur, Founder @ Fishbowl and First Draft AI), Aaron Calafato (podcaster, 7 Minute Stories), and Leah Ova (content creator and advertising executive), with special appearances from comedians, industry thought leaders and economists.

88 Episodes
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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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron! Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron! Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
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?
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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron! Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron! Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron! Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron! Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Before you start a podcast, talk to Aaron! Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
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 Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
On this episode of The Lonely Office, we dive into the latest economic insights with Glassdoor’s lead economist, Daniel Zhao, as he unpacks the complexities behind two major job market reports—the JOLTS report and the Employment Situation report. With factors like hurricane impacts and the Boeing strike shaping this month's data, we break down what these reports reveal about job openings, hiring rates, and why so many employees feel “stuck” in their roles. Join us for a candid look at the evolving job market and the pressing questions around work-life balance, job security, and career satisfaction. Special Guest: Daniel Zhao https://www.linkedin.com/in/dbzhao/ Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories
As the sparkling promise of a college education turned into the shadow of crushing student debt, many are signing up to be mechanics, technicians, and electricians—and desk workers are yearning to make the switch. Are the tides finally turning on the trades? Or is it a case of romanticizing the other, and wanting what you can’t have? This week, we talk the pros and cons of blue collar jobs, living to work vs. working to live, and the quest for meaning within it all.  Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
In the sports world, contracts go far beyond the numbers. From deferred payments to ‘love of the game’ clauses, there’s a lot we can learn from athletes like Shohei Ohtani and Michael Jordan. Can you negotiate like the pros? And how much leverage do you really have? We’ve got answers, advice, and tips to help you get paid. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
In this episode of The Lonely Office, we dive into the world of startups and the hard truths behind venture capital. Peter Walker, Head of Insights at Carta, joins us to break down the numbers, offering key advice on when to take that leap into entrepreneurship—or when to hold back. Special Guest: Pete Walker Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories
In the age of algorithms, getting noticed by employers can feel like trying to go viral. When did applying for jobs morph into a social media contest? Sometimes, the best way to outsmart the system is to circumvent it altogether. In this episode, we share stories and research on some age-old tactics that can help land you a job. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
401ks were meant to be our generation’s retirement plan, but now they’re becoming many workers’ only means of survival. With Social Security drying up and a chaotic job market, our financial future hangs in the balance. Are we really spending too much money on coffee? Or are we innocent victims of a broken system? Today, we’re talking retirement, 401ks, and all about the moolah. Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Listen to Aaron's 7 Minute Stories Leah Ova Follow Leah on TikTok Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
Amazon’s company-wide return-to-office mandate sent shockwaves through the tech world. And 72% of employees said they were ‘reconsidering their future’ with the company.  Is Amazon’s decision a mass layoff in disguise? Will more companies follow suit? Stanford economist Nick Bloom joins us to find the truth behind the headlines. Special Guest: Nick Bloom Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato Subscribe to Aaron's 7 Minute Stories Podcast
In this episode of The Lonely Office, we bring chief correspondent Aki Ito on to discuss the heated debate over LinkedIn's "open to work" banner. The "Open to Work" badge makes some job seekers feel embarrassed. But can it actually land you a job? Special Guest: Aki Ito, Chief Correspondent at Business Insider https://www.linkedin.com/in/itoaki Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutestoriespod.com/
Nowadays, resumes must beat applicant tracking systems and "wow" hiring managers. From TikTok handles to colorful redesigns to mindfulness sections, Gen Z is trying everything to get a return phone call. What are resumes even good for anymore? And should you tailor yours to the machines or humans? We chat with comedian Azhar Usman about the new generation of resume builders. 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.tiktok.com/@leahova Special Guest: Azhar Usman https://azhar.com/ Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli
In this episode of The Lonely Office, we dive into the disconnect between economic data and the job seeker’s reality, exploring why many still feel gaslit despite reports of a "booming economy." Joined by economist Guy Berger, we break down the real challenges of the job market, highlighting the frustration of job seekers navigating slow hiring and overstated job openings in today’s labor landscape. Special Guest: Dr. Guy Berger, Director of Economic Research @ Burning Glass Institute https://www.linkedin.com/in/guyberger Hosts: Matt Sunbulli https://www.linkedin.com/in/sunbulli/ https://www.threads.net/@mattsunbulli https://www.firstdraft.vc Aaron Calafato https://www.7minutestoriespod.com/
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