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    Business

    Inside Job

    Serial entrepreneur Matt Sunbulli, founder of First Draft AI and co-founder of Fishbowl, and storyteller Aaron Calafato, creator of 7 Minute Stories and Shortwave Stories, airing on NPR affiliates, unpack the most pressing issues shaping careers, the job market, and workers’ lives in the age of AI. Through real stories, conversations, and data, Inside Job explores what’s changing, what it means for workers, and how to make sense of work when the old rules no longer apply.

    Advertise

    Copyright: © 2023 Lonely Office

    • Apple Podcasts
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    Latest Episodes:
    How Zohran Mamdani’s Win Signals New Rules of Engagement Jul 30, 2025
    Show notes

    When Zohran Mamdani clinched the Democratic nomination for NYC mayor, it blindsided New York’s business elite—not because the signs weren’t there, but because they weren’t listening. His surprise victory signals a shift not just in how people communicate, but in their willingness to engage openly on issues old media once casually dismissed—often on platforms leaders ignore. This episode explores what that means for politics, workplaces, and anyone in power.


    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: Brooks Borden Matt Sunbulli

    Ken Wendt


    Senior Audio Engineer:

    Ken Wendt


    Research:

    Zaid Safe

    Matt Sunbulli

    Aaron Calafato


    Trump's $1K Baby Bonus Explained (And Why Your Office Snacks Are Gone) | TLO Headlines Jul 25, 2025
    Show notes

    This episode kicks off a brand-new TLO Headlines format— weekly breakdowns of work and culture stories worth knowing. This episode, hosts Aaron and Matt cover everything from the $1,000 baby bonus in Trump’s new spending bill, to Stephen Colbert’s late-night exit, to why your free office snacks might be disappearing for good.


    ChatGPT for Jobs? How to Use AI to Guide Your Career Jul 23, 2025
    Show notes

    AI isn’t a shortcut to the corner office. It’s a tool that most are using wrong. We’re joined by Jeremy Schifeling, former LinkedIn insider and author of Career Coach GPT. He breaks down how to actually use AI to guide your career, from standing out to recruiters to writing resumes that don’t sound like a robot. Special Guest: Jeremy Schifeling

    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

    Aaron Calafato


    Senior Audio Engineer:

    Ken Wendt


    Research:

    Zaid Safe

    Matt Sunbulli

    Aaron Calafato


    White Collar Workers Are the New Factory Workers Jul 16, 2025
    Show notes

    Your job used to require judgment, creativity—even coffee breaks. Now? You validate AI output, reject errors, and move digital widgets from column A to B. Welcome to the new white-collar factory floor.

    This week, we’re joined by Emma Burleigh (Success Reporter at Fortune) to unpack what the Secretary of Commerce, Howard Lutnick, meant when he said the future lies in high-paying factory work—and to ask whether AI is quietly turning knowledge workers into glorified quality control clerks. Is this really the career arc we signed up for?


    Special Guest:

    Emma Burleigh (Success Reporter at Fortune)


    Article Referenced:

    U.S. Secretary of Commerce says the ‘new model’ is factory jobs for life—for you, your kids, and your grandkids


    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

    Aaron Calafato


    Senior Audio Engineer:

    Ken Wendt


    Research:

    Zaid Safe

    Matt Sunbulli

    Aaron Calafato


    The Retirement Myth: Does Anyone Really Retire? Jul 09, 2025
    Show notes

    Is retirement itself becoming obsolete for Millennials and Gen Z? And if the ritual dies, does the meaning of our work go with it? Jerry spent 40 years in accounting, dreaming of a gold watch and tearful goodbyes. Instead, his retirement was six people on Zoom—three cameras off and someone accidentally sharing a spreadsheet mid-goodbye. As workplace tenure shortens and careers become a blur of gig-hopping, are retirement parties just a relic of the past?


    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

    Aaron Calafato


    Senior Audio Engineer:

    Ken Wendt


    Research:

    Zaid Safe

    Matt Sunbulli

    Aaron Calafato


    Secretly Working Four Jobs: The Startup Con of Soham Parekh Jul 05, 2025
    Show notes

    Soham Parekh made headlines for juggling four full-time startup jobs at once — without telling anyone. Fraud? Maybe. Genius? Possibly. Turns out, his work was solid, his employers were Y Combinator darlings, and the internet couldn’t decide whether to hate or love him. In this episode, we unpack Soham’s viral saga, question whether “overemployment” is really that bad, and revisit another jaw-dropping story about a paralegal’s double life, exposed during one unforgettable Zoom call.


    Miserable in Tech: The End of Tech Exceptionalism Jul 02, 2025
    Show notes

    Trevor used to work from a beanbag chair in Bali with a meditation stipend and Radical Candor Wednesdays. Now his keystrokes are monitored, and he's doing three jobs after layoffs. This week, Zaheer from Levels. fyi joins us to discuss the death of the tech dream. From 50,000+ layoffs in 2025 to AI anxiety replacing innovation perks, we explore how tech jobs became just like any other job - and why some engineers are whispering about unions.


    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

    Aaron Calafato


    Senior Audio Engineer:

    Ken Wendt


    Research:

    Zaid Safe

    Matt Sunbulli

    Aaron Calafato


    Why Building a Personal Brand Is the Best Career Insurance Jun 25, 2025
    Show notes

    This week, we sit down with the Podcast Princess herself, Hala Taha, to discuss why, in today’s “do more with less” AI economy, your personal brand is your best insurance policy. Hala shares her own journey—from dropping out of college, working for free at Hot 97 for three years of no paycheck, no benefits, even babysitting the host’s kid) to now running YAP Media, a podcasting juggernaut.


    Special Guest:

    Hala Taha


    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

    Aaron Calafato


    Senior Audio Engineer:

    Ken Wendt


    Research:

    Zaid Safe

    Matt Sunbulli

    Aaron Calafato


    Confessions of a Paycheck Phantom Jun 18, 2025
    Show notes

    James Leonidas Klusaritz spent four months as a management consultant doing absolutely nothing before quitting to become a TikTok star. This week he joins us to discuss his viral "Paycheck Phantom" series - exploring how employees get lost in corporate bureaucracy and survive by mastering the art of invisibility. From nap rooms hidden behind filing cabinets to conference room whiteboard theater, we investigate the corporate cockroaches among us and why companies can't seem to catch them.

    Special Guest:

    James Klusaritz: On TikTok, On IG

    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

    Aaron Calafato


    Senior Audio Engineer:

    Ken Wendt


    Research:

    Zaid Safe

    Matt Sunbulli

    Aaron Calafato


    Why HR Needs a Divorce Policy Jun 11, 2025
    Show notes

    Aaron lied in his job interview when asked if he was happily married - weeks later, he was navigating a new job, fatherhood, and divorce simultaneously. This week, we explore why divorce is the only major life event companies don't support, featuring divorce expert Christina Hawke. From co-founders whose splits nearly tank startups to choreographers with 43% divorce rates, we investigate when work destroys marriages and why no one talks about it.

    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

    Aaron Calafato


    Senior Audio Engineer:

    Ken Wendt


    Research:

    Zaid Safe

    Matt Sunbulli

    Aaron Calafato


    Previous 1 3 4 5 6 7 16 Next

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