• Tis the Season (for Mild Panic)
    Dec 17 2025

    A festive exploration of how to survive the holidays without throwing tinsel at anyone.

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    56 mins
  • Life on the Road (and Occasionally on Fire) with Rob and Fi (part 2)
    Dec 11 2025

    Two years, countless miles, and one RV fire later, Rob and Fi join The Reboot Diaries to share the real costs, surprises, and perspective shifts that come with rebooting life on the road. Pat 2 of a special 2-part episode!

    Follow along Fi and Rob's various adventures through there links:

    Meet with Fi to get advice if you’re thinking about hitting the road and want advice. Schedule time here: https://tidycal.com/ffkahani/connection

    Follow them on instagram to hear more about their travels and find out when their digital book is released! @wondrlustr

    Listen to this episode of Fi’s podcast, The Sound of Listening, where they talk more about difficulties on the road: https://open.substack.com/pub/thesoundoflistening/p/ep-11-digital-nomad-fails-from-a?r=29lhq&utm_campaign=post&utm_medium=web&showWelcomeOnShare=false

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    46 mins
  • Life on the Road (and Occasionally on Fire) with Fi and Rob (part 1)
    Dec 10 2025

    Two years, countless miles, and one RV fire later, Rob and Fi join The Reboot Diaries to share the real costs, surprises, and perspective shifts that come with rebooting life on the road. Pat 1 of a special 2-part episode!

    Follow along Fi and Rob's various adventures through there links:

    Meet with Fi to get advice if you’re thinking about hitting the road and want advice. Schedule time here: https://tidycal.com/ffkahani/connection

    Follow them on instagram to hear more about their travels and find out when their digital book is released! @wondrlustr

    Listen to this episode of Fi’s podcast, The Sound of Listening, where they talk more about difficulties on the road: https://open.substack.com/pub/thesoundoflistening/p/ep-11-digital-nomad-fails-from-a?r=29lhq&utm_campaign=post&utm_medium=web&showWelcomeOnShare=false

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    45 mins
  • Breaking Up With Social Media (It’s Not Me, It’s You)
    Dec 3 2025

    Summary: A conversation about breaking old digital habits, this episode explores what shifts in your life, mood, and identity when you log off, unfollow, and reboot your online world, with a few playful detours into the quirks of our scrolling selves.

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    1 hr and 1 min
  • Unemployment, But Make It Art
    Nov 20 2025

    Jessie welcomes special guest Jarod to discuss navigating a layoff, turning uncertainty into creativity, and what happens when you come home and tell your wife you were laid off and are now making a music album.

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    50 mins
  • Release, Reboot, Repeat
    Nov 12 2025

    Sometimes growth looks less like adding and more like subtracting. In this episode, we talk about the art of letting go of the beliefs, patterns, and possessions that weigh us down, and the freedom (and occasional chaos) that comes after you finally drop the baggage.

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    55 mins
  • The Shifting Shape of Friendship
    Nov 5 2025

    In this episode of The Reboot Diaries, we talk about how friendships shift and change over the years, what makes that tough, and why it can also be exactly what we need.

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    50 mins
  • Holding Yourself Accountable
    Oct 29 2025

    In this episode of The Reboot Diaries, we tackle the art (and agony) of holding ourselves accountable, from meeting creative deadlines to forcing ourselves through dreaded to-dos, and the tricks, bribes, and laughs that help us get it done.

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    1 hr