The Lonely Office

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/

With more CEOs going on record about their return to office mandates, it has us wondering: was the golden promise of working from home too good to be true? On this episode, we discuss the hidden market players who want you back in office and how companies like JM Smuckers are rolling out their hybrid work policy. (Re-air) 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 https://www.tiktok.com/@leahova

Workers are taking less and less PTO, yet working more and more when they do. This week, Malcolm’s ‘staycation’ turns into an anxiety-filled week of self-reflection that leads to him reconsidering his career. Why aren’t we using our full PTO allowance? Are we at fault, or is it the company? And is our mental health deteriorating as a result? Comedian Chanel Ali joins us to talk about vacation. 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 https://www.tiktok.com/@leahova Special Guest: Chanel Ali https://www.chanelali.com/ Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli

Could it be that choosing degrees in the humanities is actually a smart, tactical move for the future? As tech job markets tighten, we explore how skills rooted in creativity and human insight are becoming more valuable—and share key strategies for standing out in this evolving landscape. 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/

Job hopping can be great for your wallet, but is it detrimental to your career? This week, Ferris’ job hopping led to pay bumps and new positions until layoffs stopped him in his tracks. Is it the key to making more money? Or does job loyalty pay off in the long run? Comedian Azhar Usman joins us to talk about the new social contract between workers and companies. 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 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 reaction pod of TLO, we dive back into the controversial world of workplace surveillance with special guest Cody Rogers, Chief Product Officer at Hubstaff. Are these tools about transparency and efficiency, or are they enabling a culture of micromanagement? Join us as we explore the fine line between monitoring and trust. 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 https://www.tiktok.com/@leahova Guest: Cody Rogers, Chief Product Officer at Hubstaff

On today's TLO Reaction Pod, Matt & Aaron dive into the stark realities of job hunting in an unpredictable economy—where even the most prepared knowledge workers might be forced to dip into their 401(k)s just to stay afloat. With layoffs climbing and job openings dwindling, the remote worker could be facing the same fate as the Rust Belt worker of the past.  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/

Starting your own business is something many dream about, but few actually do. This week, ‘Emma’ is torn between taking a job promotion or pursuing her passion. Is there ever a right time to make the leap? Do you really have to say ‘goodbye’ to your social life? We take you through the hard truths of forming that first LLC. 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 https://www.tiktok.com/@leahova Editorial: Matt Sunbulli Brooks Borden Ken Wendt Aaron Calafato Opening Story Performed by: Aaron Calafato Adapted by: Matt Sunbulli & Aaron Calafato Audio: Ken Wendt Jan Cruz Research: Zaid Safe Matt Sunbulli