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PODCAST

The Reboot Diaries

Jessie & Cynthia

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.

comedy personal journals

All Episodes

55:54

Tis the Season (for Mild Panic)

The Reboot Diaries ·

2025/12/17

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

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45:55

Life on the Road (and Occasionally on Fire) with Rob...

The Reboot Diaries ·

2025/12/11

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 a...

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44:45

Life on the Road (and Occasionally on Fire) with Fi...

The Reboot Diaries ·

2025/12/10

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 a...

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60:56

Breaking Up With Social Media (It’s Not Me, It’s You)

The Reboot Diaries ·

2025/12/03

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. Support the show

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50:16

Unemployment, But Make It Art

The Reboot Diaries ·

2025/11/20

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. Support the show

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54:30

Release, Reboot, Repeat

The Reboot Diaries ·

2025/11/12

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. Support the show

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50:22

The Shifting Shape of Friendship

The Reboot Diaries ·

2025/11/05

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. Support the show

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60:09

Holding Yourself Accountable

The Reboot Diaries ·

2025/10/29

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. Support the show

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72:41

Old School Disability: Before Access Was Cool

The Reboot Diaries ·

2025/10/22

In this episode, Jessie shares what it was like growing up with a disability before the ADA — a mix of funny, eye-opening, and “wait, that was legal?” moments from back in the day. Support the show

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60:37

Therapy: Is This Seat Taken?

The Reboot Diaries ·

2025/10/15

This conversation explores therapy and mental health with honesty and curiosity, focusing on what role therapy may or may not take to truly care for your mind. Support the show

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49:29

The Clear Cane Chronicles: Behind the Pages

The Reboot Diaries ·

2025/10/08

In this episode of The Reboot Diaries, Jessie asks Cynthia about her recent Amazon best-seller, The Clear Cane Chronicles. We talk disability, person-centered care, and why sometimes the best way to tackle serious topics is with a lot of laughter. Support the show

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55:40

Homeward Bound (Again)

The Reboot Diaries ·

2025/10/01

We unpack the realities of moving back home, from the funny adjustments to the unexpected lessons about identity, independence, and starting fresh. Support the show

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52:13

Leaps, Bounds, and Occasional Faceplants

The Reboot Diaries ·

2025/09/24

Cynthia and Jessie trade stories about the career (and other) risks we’ve taken—the wins, the wipeouts, and the laughs in between. Support the show

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47:21

Champagne Dreams, Tap Water Budget

The Reboot Diaries ·

2025/09/16

In this episode, we get real about the awkward, frustrating, and sometimes funny process of cutting back after a layoff. From canceling subscriptions and discovering the joys (and limits) of Aldi and Costco, to resisting “treat yourself” habits, we talk about what it actually feels like to transition into spending less while trying to keep your peace of mind—and your snacks. Support the show

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50:43

Life After Layoffs

The Reboot Diaries ·

2025/09/09

In our very first episode of The Reboot Diaries, we dive into why we started this podcast and the big life changes that got us here: layoffs, moves, career pivots, and all the messy in-betweens. We share laughs, lessons, and a reminder that none of us are figuring this out alone.

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15 results

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