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comedy

The Reboot Diaries

Hosted by Jessie & Cynthia · comedy · EN-US

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About this Podcast:

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.

Pitch Analysis

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Contact path

Public web form

Booking probability

29%

Guest openness

Selective

80/100
Required Score

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Questions about The Reboot Diaries

What is The Reboot Diaries 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.

Who hosts The Reboot Diaries?

The Reboot Diaries is hosted by Jessie & Cynthia. The show has published 38 episodes to date.

What has The Reboot Diaries covered recently?

Recent episodes include "Any Job or the Right Job? Part 2" (17 June 2026, 68 minutes), "Any Job or the Right Job? Part 1" (10 June 2026, 45 minutes), and "It's just a sweet, sweet fantasy" (3 June 2026, 58 minutes).

How often does The Reboot Diaries publish?

The Reboot Diaries publishes roughly weekly, with episodes averaging 56 minutes across 38 episodes.

How hard is it to get booked on The Reboot Diaries?

Booking probability for The Reboot Diaries is 29%, and the host is rated Selective on guests. The Reboot Diaries requires a Pod Score of 80 or higher. The Reboot Diaries's contact route on record: public web form.

About the host

Jessie & Cynthia hosts The Reboot Diaries, a comedy podcast with 38 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #23

    Any Job or the Right Job? Part 2

    Jun 17, 20261h 8mS2

    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

  • Episode #22

    Any Job or the Right Job? Part 1

    Jun 10, 202645 minS2

    <p>Send us Fan Mail</p><p>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.</p><p>Support the show</p>

  • Episode #21

    It's just a sweet, sweet fantasy

    Jun 3, 202658 minS2

    <p>Send us Fan Mail</p><p>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...

  • The Reboot Diaries

    Between Predictability and Possibility

    May 27, 20261 hourS0

    <p>Send us Fan Mail</p><p>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...

  • The Reboot Diaries

    Healthy-ish on a Budget

    May 21, 20261h 6mS0

    <p>Send us Fan Mail</p><p>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...

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  • Episode #18

    Main Character Energy… or Main Character Pressure?

    May 6, 202627 minS2

    <p>Send us Fan Mail</p><p>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...

  • Episode #17

    Who Are You Without the Applause?

    Apr 29, 202658 minS2

    <p>Send us Fan Mail</p><p><b>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...

  • The Reboot Diaries

    Productivity: Why Cynthia Won't Take a Vacation

    Apr 22, 202659 minS0

    <p>Send us Fan Mail</p><p>Cynthia and Jessie unpack the difference between being busy and actually feeling fulfilled, and question why productivity so often feels tied to our worth.</p><p>Support the show</p>

  • Episode #15

    How Much Should People Change for Each Other?

    Apr 15, 202647 minS2

    <p>Send us Fan Mail</p><p>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...

  • Episode #14

    Being the ‘Strong One’

    Apr 8, 202655 minS2

    <p>Send us Fan Mail</p><p>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...

  • Episode #13

    Rebooting in the Age of AI

    Apr 2, 202657 minS2

    <p>Send us Fan Mail</p><p>A conversation about whether artificial intelligence is truly improving our lives, or simply reshaping how we work, think, and reinvent ourselves.</p><p>Support the show</p>

  • Episode #12

    Boundaries Are the New Bubble Bath

    Mar 25, 20261h 2mS2

    <p>Send us Fan Mail</p><p>A layered discussion about whether self-care is about comfort, courage, or something much bigger.</p><p>Support the show</p>

  • Episode #11

    Comparison Is a Thief… But Also Data?

    Mar 18, 20261h 11mS2

    <p>Send us Fan Mail</p><p>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.</p><p>Support the show</p>

  • Episode #10

    Is This Responsible… or Just What We Were Told?

    Mar 11, 20261h 5mS2

    <p>Send us Fan Mail</p><p>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...

  • Episode #9

    Entrepreneur: A Title or a Trigger?

    Mar 4, 20261h 1mS2

    <p>Send us Fan Mail</p><p>A conversation about why the word “entrepreneur” feels empowering to some, intimidating to others, and deeply tied to identity.</p><p>Support the show</p>

  • Episode #8

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

    Feb 25, 20261h 7mS2

    <p>Send us Fan Mail</p><p>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.</p><p>Support the show</p>

  • Episode #7

    Checking In on Our 2026 Selves

    Feb 18, 202654 minS2

    <p>Send us Fan Mail</p><p>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...

  • Episode #6

    Love Is Real, Valentine’s Day Is Optional

    Feb 11, 202628 minS2

    <p>Send us Fan Mail</p><p>An honest conversation about Valentine’s Day, life transitions, and the joy of not caring that much anymore.</p><p>Support the show</p>

  • Episode #5

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

    Feb 4, 202657 minS2

    <p>Send us Fan Mail</p><p>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...

  • Episode #4

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

    Jan 28, 202659 minS2

    <p>Send us Fan Mail</p><p>We dig into the myths and realities of aging, including the parts no one warned us about and the parts we wish they had.</p><p>Support the show</p>

Recent guests

Recent guests on The Reboot Diaries. Study who booked and why before you pitch.

Best industries to pitch The Reboot Diaries for

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