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  • How to Leave Something, Even If You Still Sorta Like It

    How to Leave Something, Even If You Still Sorta Like It
    Feb 19 2026
    You’re ready to move on from something— but you’re struggling to leave. You keep asking yourself, “Is this worth staying for?” Today, Jason will help you answer that question. And he starts with his own version of this problem. Are you ready to meet Drunk Party Jason?
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    11 Min.
  • “I Think My Colleague Hates Me. Help!”

    “I Think My Colleague Hates Me. Help!”
    Feb 17 2026
    Do you have a sneaking suspicion your coworker is mad at you? At best, this feeling can darken your day. At worst, this feeling can turn your workplace into a toxic environment. Jason and Nicole tell you how to handle this hunch, using a very personal example: a time Nicole thought Jason hated her! Originally aired in 2024
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    28 Min.
  • The Best Thing to Do When You’re Upset

    The Best Thing to Do When You’re Upset
    Feb 12 2026
    Someone upset you and you wanna respond immediately. But Jason's learned that your short-term impulses rarely serve your long-term needs. Today he shares a framework that's helped him navigate moments of stress more effectively and shows you why the most satisfying response is rarely the smartest one.
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    9 Min.
  • “I'm Getting Overcharged. Help!"

    “I'm Getting Overcharged. Help!"
    Feb 10 2026
    What happens when you hire someone, and they charge way more than you expected? That happened to our caller, Kassi Underwood, whose babysitter handed her a steep bill. (So steep, a screenshot of it went viral on LinkedIn!) Jason and Nicole give advice on how to course-correct, and how to prevent making this big mistake in the first place. Originally aired in 2024
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    32 Min.
  • How To Ask For What You Want

    How To Ask For What You Want
    Feb 5 2026
    We’ve all held back from asking for what we wanted and ended up feeling hurt. But what you might not realize is that it's also hurting your potential partnerships. To ask Jason and Nicole for help on the show, just fill out this form!
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    9 Min.
  • "Should I Tell My Coworker She Hurt My Feelings? Help!"

    "Should I Tell My Coworker She Hurt My Feelings? Help!"
    Feb 3 2026
    Nicole recently almost did a deal with one of her friends... until that friend pulled out of the deal. Now, Nicole has an emotional email sitting in her drafts: should she send it? Today, Jason shares the thought exercise he applies before sending any email he's not sure about.
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    28 Min.
  • How To Know What’s Worth Your Time

    How To Know What’s Worth Your Time
    Jan 29 2026
    Got a question for Jason and Nicole? Fill out this form, and they might answer it on air. If you’re the kind of person who says yes to everything and is now exhausted because of it, this episode is for you. Jason breaks down a simple, practical way to decide what’s actually worth your time, and what you need to let go of so you can make room for growth elsewhere.
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    12 Min.
  • "I Have Too Many Ideas and Analysis Paralysis. Help!"

    "I Have Too Many Ideas and Analysis Paralysis. Help!"
    Jan 27 2026
    Listener Melissa calls the Help Line today because she's experiencing some analysis paralysis (haven't we all). Jason gives her a formula to help her determine which parts of her work she should change; plus, he shares how to failure-proof her pivot by making it into an experiment.
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    35 Min.