Hosted by Jessie & Cynthia · 🇺🇸 US · EN-US · 38 episodes
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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.
Jessie & Cynthia hosts The Reboot Diaries, a comedy show with 38 episodes published.
Send us Fan Mail When money, identity, and career goals collide, how do you decide whether to take the first offer or keep searching for something better? Part 2 of our season finale. Support the show
Send us Fan Mail When money, identity, and career goals collide, how do you decide whether to take the first offer or keep searching for something better? Part 1 of our season finale. Support the show
Send us Fan Mail Is there harm in holding onto a fantasy life? How much of our dissatisfaction comes from comparing real life to the imaginary version we thought we’d have by now? Cynthia and Jessie talk about shifting p
Send us Fan Mail In this episode of Reboot Diaries, we explore the constant pull between stability and freedom, and what happens when the life that keeps us secure starts competing with the life that makes us feel alive.
Send us Fan Mail What happens when taking care of your health becomes a financial calculation? This episode explores the trade-offs, stress, and creative workarounds that come with navigating life without employer-sponso
Send us Fan Mail In this episode, we unpack the subtle (and sometimes exhausting) pressure to be “interesting,” and question whether we’re actually living our lives or quietly curating them for an audience. Support the s
Send us Fan Mail In this episode, we unpack the subtle ways validation shapes our decisions, relationships, and sense of self. We explore what it means to build real self-trust and how life shifts when you stop waiting f
Send us Fan Mail Cynthia and Jessie unpack the difference between being busy and actually feeling fulfilled, and question why productivity so often feels tied to our worth. Support the show
Send us Fan Mail This episode explores the tension between being accepted as you are and being asked to grow within a relationship. It digs into when change is a sign of love and investment, and when it starts to feel li
Send us Fan Mail Cynthia and Jessie talk about the invisible weight of 'being strong' and how that role can quietly shape relationships, identity, and emotional well-being...whether we intend it to or not. Support the sh
Send us Fan Mail A conversation about whether artificial intelligence is truly improving our lives, or simply reshaping how we work, think, and reinvent ourselves. Support the show
Send us Fan Mail A layered discussion about whether self-care is about comfort, courage, or something much bigger. Support the show
Send us Fan Mail Comparison can steal our joy. But if we look closely, it might also reveal what we value, what we want, and where we’re ready to grow. Support the show
Send us Fan Mail In this episode of Reboot Diaries, we unpack the life rules we inherited, from college degrees to union jobs, and ask whether chasing stability still makes sense in a shifting economy, especially when th
Send us Fan Mail A conversation about why the word “entrepreneur” feels empowering to some, intimidating to others, and deeply tied to identity. Support the show
Send us Fan Mail 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
Send us Fan Mail 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 abou
Send us Fan Mail An honest conversation about Valentine’s Day, life transitions, and the joy of not caring that much anymore. Support the show
Send us Fan Mail 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
Send us Fan Mail 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
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To pitch The Reboot Diaries, visit https://therebootdiaries.buzzsprout.com for contact information, then craft a tight one-paragraph hook that ties your expertise to a gap in their recent comedy coverage.
The Reboot Diaries is hosted by Jessie & Cynthia. The show is categorised under comedy (society) and has published 38 episodes.
The Reboot Diaries has published 38 episodes.
The Reboot Diaries regularly covers comedy, society, culture. It sits in the comedy category, with a society focus.
The Reboot Diaries is accessible for guests with genuine comedy expertise. A personalised, episode-aware pitch will still outperform a generic one every time.
The Reboot Diaries hasn't explicitly signalled guest openness in recent episodes. That doesn't rule out pitching. your hook just needs to be especially compelling and relevant to their recent content.
Episodes of The Reboot Diaries average 56 minutes. a focused format where a clear narrative arc and tight preparation matter most.
Our data rates The Reboot Diaries's guest bar at 80/100 (Premium tier). Established thought leaders with verified media credentials. Sign in to PitchCentric to see how your own Pod Score compares against this show.
Methodology. Booking Probability™ blends Listen Score, 30-day Virality, open-to-guests detection, and Apple ratings. Data refreshed every 60 minutes. Listen Score and Booking Probability are calculated by PitchCentric. Last enriched 3 days ago.
