The Lonely Office

The Lonely Office

Welcome to The Lonely Office, an 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.

Episodes

February 12, 2026 26 mins
Interviews are not just about what you know. They are about how you think on your feet, respond under pressure, and show up with confidence when you do not have a perfect script. In this episode of Ask a Recruiter, Leah Ova sits down with improv coach and communication expert Holly Mandel to explore how improv techniques like “yes, and,” presence, and active listening can transform your job interview performance. Holly Mandel is t...
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Are you embarrassed to work for your company? In this episode of The Lonely Office, we revisit a story about loud quitting, corporate misalignment, and the tension between survival and integrity in today’s workplace. As ESG debates, layoffs, and corporate reputation shape the 2026 work landscape, we explore how employees decide where their moral line is — and what it means when a job starts to feel like a liability. Hosts: Ma...
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January 31, 2026 25 mins
Why does workplace satire hit so hard? And why does corporate language feel… strangely terrifying? In this episode of The Lonely Office, we talk with Henry Marken, Director of Social Media/Content Creator at Wunderfan and viral creator known for blending sports fandom, comedy, and office culture. We unpack how corporate culture trains people to wear masks, and why comedy becomes a kind of survival mechanism. Along the way, we ex...
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January 27, 2026 26 mins
Why does applying online feel so frustrating even when the data says it works? The TLO team team talk with career strategist Madeline Mann again. This time about why most applications get buried, how referrals and sourcing really drive hiring, and what job seekers can do to cut the line and get noticed. Special Guest: Madeline Mann Hosts: Matt Sunbulli ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/sunbulli/⁠...
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In this episode of Ask a Recruiter, Leah Ova sits down with executive recruiter Deepali Vyas to unpack what really happens behind closed doors after an interview ends. From why highly qualified candidates get rejected to how power dynamics, executive presence, and unspoken bias influence hiring decisions, this conversation reveals the real factors that determine who gets the offer—and who doesn’t. Connect with Deepali
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January job searches are colliding with historic burnout. In this Ask a Recruiter episode of The Lonely Office, Leah Ova is joined by Bryan Creely, founder of Life After Layoff, to break down what’s really happening in the 2026 job market and how candidates can regain momentum. Drawing on Glassdoor data showing 77% of job seekers feel pessimistic heading into the new year, Bryan shares practical strategies for standing out, avoidin...
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Jared's answering Slack messages from a cabana in Tulum, mouse jiggler running, calendar blocked just enough to avoid suspicion. This episode of The Lonely Office explores the rise of “quiet vacationing,” why nearly half of workers admit to doing it, and what it reveals about trust, PTO, and modern workplace culture. Is this a clever workaround—or a sign something deeper is broken at work? Hosts: Matt Sunbulli ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...
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Breaking into the job market has changed — but so have the ways candidates can stand out. In this Ask a Recruiter bonus episode, Emily Durham talks with TLO's Leah Ova about practical strategies Gen Z job seekers can use to improve their chances, from getting applications opened to building real connections and showing confidence in interviews. A clear, encouraging guide for navigating entry-level hiring right now.
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In this Best of 2025 special, The Lonely Office revisits the conversations that helped job seekers make sense of a new normal—where old career rules broke down and new ones quietly took shape. From power versus status, to remote work as negotiation, to AI’s real impact on hiring, these moments cut through the hype and name what’s actually happening beneath the headlines. Not shortcuts or silver bullets—just sharper language, better...
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In this special TLO Ask a Recruiter episode, Leah Ova dives into the realities of senior-level hiring with Amy Lentz, Chief People Officer at Toms and the HR strategist behind Hack Your HR. Amy breaks down why the path to director, VP, and C-suite roles feels so different and how seasoned candidates can successfully position themselves for leadership roles. From networking that actually moves the needle to navigating salary expecta...
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Job seekers today are told to “network harder,” but what happens when networking fails to nepo hires? Also is networking just nepotism with better branding? In this episode, we break down why the line between the two and why in the current job market that line is blurrier than ever. Hosts: Matt Sunbulli ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/sunbulli/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠htt...
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A young attorney finds herself trapped in a workplace where the expectations keep shifting and the finish line keeps moving. Her story mirrors what so many job seekers are facing in 2025: disappearing opportunities, unclear roles, and leadership that prioritizes itself over its people. In this episode, Matt, Aaron, and Leah break down how to recognize these red flags early and how to safeguard your career before you get stuck runni...
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Layoffs are rising, AI is being blamed, but the data doesn’t agree. Challenger reports the highest October cuts since 2003 with AI as the #2 reason, while Yale’s 33-month BLS analysis finds no real disruption in high-AI-exposure jobs. We break down the confusion, the “AI layoff boomerang,” and why companies still struggle to get actual ROI from AI. Hosts: Matt Sunbulli ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/sunb...
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A new trend is spreading through Silicon Valley’s AI startups as job seekers are being sold “hard mode” as a badge of honor. What began as a protest against overwork in China has quietly become a recruitment pitch in America, with some companies normalizing 80-hour weeks as proof of passion and purpose. In this episode, Aaron, Matt, and Leah unpack the rise of the 9-9-6 culture, the strange mix of ideology and ambition driving it, ...
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November 5, 2025 26 mins
Job searches are dragging on longer than ever with endless applications, ghosted interviews. Maybe it’s time to stop waiting for someone to hire you… and start hiring yourself. This week, TLO cohost and serial entrepreneur Matt Sunbulli shares the mindset and the literal script for turning frustration into a startup idea. We talk about why job hunts have become endurance tests, the rise of accidental entrepreneurs, and what it rea...
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In a recent memo AT&T's CEO declared the company had “shifted away” from employment elements rooted in loyalty. Chief Correspondent at Business Insider, Aki Ito, breaks down how the employment contract has collapsed and what “strategic loyalty” looks like when the relationship becomes purely transactional. *Read Aki Ito's article about The Future of Loyalty Hosts: Matt Sunbulli ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.co...
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Everyone’s using AI. in therapy, at work, even at the doctor’s office. Yet, we still avoid talking about it. AI has become the invisible collaborator behind so much of modern life, but it remains taboo to mention at work and in most public settings. In this episode, we explore the culture lag between private use and public admission and ask: when will saying “I used AI for that” sound as normal as “I used Google”? Hosts: Matt ...
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What happens when AI makes average work cheap? How do you stay valuable when AI commoditizes the very skills that once made you special? We explore how comparative advantage, a 200-year-old economic idea, explains today’s career dilemma: when to double down on your craft, when to pivot, and how to uncover the strengths machines still can’t copy. Plus, why narrowing your focus might be the most empowering move in an age obsessed wit...
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Managers are juggling 20–30 reports, one-on-ones are drive-bys, and "office hours" are replacing mentorship. We unpack whether AI is the accelerant: which tasks it's automating (performance reviews, expense approvals), why public markets love lean orgs, and how to stay visible when your boss is underwater. Playbooks for managing up, narrating your wins, and getting coached in a flat org. Hosts: Matt Sunbulli ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...
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Job search support groups are transforming career hunting from a solo struggle into a multiplayer team effort. Phyl Terry, founder of Never Search Alone, joins us to talk about why even Harvard MBAs are joining support groups to crack today's brutal job market, how job search councils work, and the what's ahead for job seekers as AI rewires the market. Special Guest: Phyl Terry Hosts: Matt Sunbulli ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠http...
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