Why Online Job Applications Feel Broken

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 Markin, 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 explore what sports pain teaches us about work, how AI is reshaping careers, and why authenticity feels harder inside big organizations.

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/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠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 Senior Audio Engineer: ⁠⁠⁠⁠⁠⁠⁠⁠⁠Ken Wendt ⁠⁠⁠⁠⁠⁠⁠⁠⁠ Research: Matt Sunbulli Zaid Safe Aaron Calafato

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

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, avoiding “spray and pray” burnout, and building a job search that actually works when competition is at its highest. *Follow Bryan's A Life After Layoff Channel on YouTube

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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠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 Senior Audio Engineer: ⁠⁠⁠⁠⁠⁠⁠⁠Ken Wendt ⁠⁠⁠⁠⁠⁠⁠⁠ Research: Matt Sunbulli Zaid Safe Aaron Calafato

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.

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 frameworks, and a little more agency for navigating work when certainty is gone. This is a great episode to recap 2025 and get ready for 2026! *Guests Featured Alison Fragale — Organizational Psychologist, Author & Professor of Management Daryl Fairweather — Chief Economist, Redfin Jeremy Schifeling — Founder and CEO, The Job Insiders Madeline Mann — Career Coach and Founder, Self Made Millennial Nick Bloom — Professor of Economics, Stanford University Phyl Terry — CEO and Co-Founder, Never Search Alone 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 Senior Audio Engineer: ⁠⁠⁠⁠⁠⁠⁠⁠Ken Wendt ⁠⁠⁠⁠⁠⁠⁠⁠ Research: Matt Sunbulli Zaid Safe Aaron Calafato

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 expectations and switching industries later in your career, this conversation delivers practical, grounded guidance for anyone aiming for their next big step.

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/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠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 Senior Audio Engineer: ⁠⁠⁠⁠⁠⁠⁠⁠Ken Wendt ⁠⁠⁠⁠⁠⁠⁠⁠ Research: Matt Sunbulli Zaid Safe Aaron Calafato

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 running someone else’s race. 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 Senior Audio Engineer: ⁠⁠⁠⁠⁠⁠⁠Ken Wendt ⁠⁠⁠⁠⁠⁠⁠ Research: Matt Sunbulli Zaid Safe Aaron Calafato