The Reboot Diaries

Jessie & Cynthia
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The Reboot Diaries is all about navigating life’s relaunches with honesty and humor. We share our own stories and lessons learned to remind you that you’re not alone, there’s nothing “wrong” with you, and that every transition can be reframed as part of the journey. Approachable, authentic, and a little funny, it’s support for anyone hitting reset.

  1. 3D AGO

    Ego vs. Pride: A Cage Match No One Asked For

    Send a text We talk ego vs. pride, why one is loud when we’re insecure, the other is steady when we’re grounded, and how both show up when we’re rebooting our lives. Support the show

    1h 7m

  2. FEB 18

    Checking In on Our 2026 Selves

    Send a text In this follow-up to The Soft Launch of Our 2026 Self, we check back in on the goals we set, how they’re actually showing up in real life, and what’s already shifted. Less about resolutions and more about noticing patterns, adjusting expectations, and staying in conversation with the version of ourselves we’re becoming. Support the show

    54 min

  3. FEB 11

    Love Is Real, Valentine’s Day Is Optional

    Send a text An honest conversation about Valentine’s Day, life transitions, and the joy of not caring that much anymore. Support the show

    28 min

  4. FEB 4

    Going All-in on the Reboot: Writing on the Road (an Interview with Liz Fraser)

    Send a text In this episode, Jessie interviews Liz Fraser, a writer who made a major life shift: choosing uncertainty and living without a permanent home base in order to follow a creative calling. For the past two years, she’s been writing novels while constantly moving, building a life that supports the work instead of squeezing the work into the margins. We talk about highs, lows, and transitioning into this new life. Support the show

    57 min

  5. JAN 28

    Older, Bolder, Still Forgetting Why We Walked Into the Room

    Send a text We dig into the myths and realities of aging, including the parts no one warned us about and the parts we wish they had. Support the show

    59 min

  6. JAN 20

    Positivity, But Make It Honest

    Send a text A conversation about what staying positive actually looks like when life is messy, moods are wobbly, and forced cheer is off the table. We explore honest optimism, small bright spots, and the practical habits that help us keep going without pretending everything is fine. Support the show

    1h 3m

  7. JAN 14

    The Introvert vs. The Network

    Send a text Two very different comfort levels unpack how networking can be both a drain and a powerful catalyst. Support the show

    51 min

  8. JAN 6

    The Soft-Launch of Our 2026 Selves

    Send a text A conversation about beginning the new year with honesty: letting go of outdated goals, choosing what matters now, and designing a year that actually fits your life. Support the show

    1 hr
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About

The Reboot Diaries is all about navigating life’s relaunches with honesty and humor. We share our own stories and lessons learned to remind you that you’re not alone, there’s nothing “wrong” with you, and that every transition can be reframed as part of the journey. Approachable, authentic, and a little funny, it’s support for anyone hitting reset.

Information

  • Creator
    Jessie & Cynthia
  • Years Active
    2025 - 2026
  • Episodes
    23
  • Rating
    Clean
  • Copyright
    © 2026 The Reboot Diaries
  • Show Website
    The Reboot Diaries