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The Long and The Short Of It

The Long and The Short Of It

Written by: Peter Shepherd & Jen Waldman
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What do leaders, coaches, and creatives actually talk about when they think out loud together? Every Tuesday for eight years, that's been the question driving The Long and The Short Of It. Pete Shepherd (Australian leadership coach, former Head Coach of Seth Godin's altMBA, has worked with leaders at Google, Toyota, Woolworths, and the Australian Navy) and Jen Waldman (founder of NYC's Jen Waldman Studio, with clients in nearly every Broadway musical of the last two decades) take a small specific story from the week and turn it into a question or framework you can use today. Under 20 minutes. No guests, no scripts, no ads. Just two friends on opposite sides of the world thinking out loud about leadership, coaching, fear, feedback, imposter syndrome, creativity, and what it actually means to be human at work. 400 episodes. Subscribe to the Box O' Goodies weekly email at thelongandtheshortpodcast.com.2026 The Long and The Short Of It Art Economics Entertainment & Performing Arts Management Management & Leadership Self-Help Success
Episodes
  • 400. Episode 400

    400. Episode 400
    May 26 2026

    This week, Pete and Jen are celebrating four hundred weeks of podcasting (with no breaks!). To honor the occasion, they answer questions that were sent in by you, the listeners.

    Specifically, in this episode Jen and Pete talk about:

    • How have Pete and Jen sustained their momentum of recording, over four hundred episodes?
    • What episodes are in The Long and The Short Of It's cutting room floor?
    • What episode might Pete and Jen want to revisit, with new information or context?
    • What three leaders from their industry might Pete and Jen want to invite for dinner?
    • Should we spend less time training leaders, so there is more time to train followers?
    • What is a favorite lesson or transformation that Pete and Jen have had, over these years of podcasting?

    More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.

    Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.

    Reach us: hello@thelongandtheshortpodcast.com

    Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
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    20 mins
  • 399. How Do I Start?

    399. How Do I Start?
    May 19 2026

    Almost four hundred episodes later, Jen and Pete throw it back, in a way, to Episode 1, asking: How do I start?

    Specifically, in this episode Jen and Pete talk about:

    • Why can starting something become scary or overwhelming?
    • What are many different tools and frameworks through which to experiment with starting?
    • How are endings and beginnings related?

    More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.

    Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.

    Reach us: hello@thelongandtheshortpodcast.com

    Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
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    19 mins
  • Bonus Episode: We Need Your Questions

    Bonus Episode: We Need Your Questions
    May 14 2026

    In anticipation of Episode 400 of The Long and The Short Of It, Jen and Pete are asking for questions from you, our listeners, to answer in an Ask Us Anything episode.

    Do you have a question that you'd like Jen and Pete to ponder, to noodle on, to think out loud about on Episode 400? Head on over to thelongandtheshortpodcast.com/400, and submit your question.

    To hear all episodes and read full transcripts, visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/.

    You can subscribe to our Box O’ Goodies here (https://thelongandtheshortpodcast.com/) and receive a weekly email full of book and podcast recommendations, quotes, videos, and other interesting things that Jen and Pete are noodling on.

    To get in touch, send an email to: hello@thelongandtheshortpodcast.com.

    Learn more about Pete's work here (https://humanperiscope.com/) and Jen's work here (https://jenwaldman.com/).

    More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.

    Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.

    Reach us: hello@thelongandtheshortpodcast.com

    Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
    Show More Show Less
    1 min
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