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The Long and The Short Of It

The Long and The Short Of It

By: Peter Shepherd & Jen Waldman
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What do two coaches on opposite sides of the world actually talk about when they think out loud together? For eight years and 400-plus episodes, that has been the whole of The Long and The Short Of It: a weekly conversation for thoughtful leaders, coaches, and creatives who would rather be useful than loud. Pete Shepherd is an Australian leadership coach and the former Head Coach of Seth Godin's altMBA, who has worked with leaders at Google, Toyota, Woolworths, Kraft Heinz and the Australian Navy. Jen Waldman runs her own studio in New York and has coached performers across much of Broadway. Every Tuesday they take one small, real moment, a difficult conversation, a 3am worry, a question from a client, and turn it into a question or a reframe you can use today. The show is about leadership, coaching, creativity, fear, feedback, imposter syndrome, habits, and what it actually means to be human at work. Under twenty minutes. No guests. No ads. No script. If a friend sent you here, start anywhere. And come find the Box O' Goodies, our weekly email, at thelongandtheshortpodcast.com.2026 The Long and The Short Of It Art Economics Entertainment & Performing Arts Management Management & Leadership Personal Development Personal Success
Episodes
  • 404. Pete, The Student

    404. Pete, The Student
    Jun 23 2026

    This week, Pete revisits what it's like to be a student, and he and Jen noodle on the mental frameworks this inspires in them.

    Specifically, in this episode Jen and Pete talk about:

    • What is it like to be new in a learning environment?
    • How might we learn from our peers, and their questions and learnings?
    • How might we more often put ourselves into communities that are growth minded?

    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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    15 mins
  • 403. Lessons from Jen's Coaching Retreat

    403. Lessons from Jen's Coaching Retreat
    Jun 16 2026

    Energized from her coaching retreat, Jen shares with Pete five learnings from the three-day discourse between herself, the coaches, and their clients.

    Specifically, in this episode, the learnings that Jen and Pete talk about are:

    • Know what hat you, as the coach, are wearing.
    • Know what hat they, as the client, are wearing.
    • Say less.
    • Sort your thoughts into objective and subjective, before you say them out loud.
    • Doing is much more powerful than talking about doing.

    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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    22 mins
  • 402. Occam's Razor

    402. Occam's Razor
    Jun 9 2026

    This week, Jen and Pete noodle on the idea that sometimes the simplest answer might really be the answer.

    Specifically, in this episode Jen and Pete talk about:

    • What is Occam's Razor?
    • How might we simplify our problem solving?
    • What tactics can we utilize when we are stuck on something?

    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
    17 mins
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