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The Long and The Short Of It: Daily Summaries Delivered
by Peter Shepherd & Jen Waldman
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.
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- Yesterday17 min
409. Unpacking
After a recent episode on packing, Jen and Pete spend this week mulling over the idea of its opposite: unpacking. Specifically, in this episode Jen and Pete talk about: What are some tactics we might use to make it easier to manage change? How might we assess what everyone on our team needs before making a plan? What surprises might we find when we take a different path than planned? 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.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com
- 1 weeks ago18 min
408. Strategy
After thinking over and over about the concept of strategy, Pete turns to Jen to help him unravel what strategy actually is and how it can be best utilized by individuals and companies. Specifically, in this episode Jen and Pete talk about: What even is strategy? How might we move from our goals to a clear strategy? What are some tactics to stay focused on the things we actually have control over? 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.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com
- 2 weeks ago18 min
407. Packing
As Jen prepares for her summer travel, she and Pete noodle on the activity of packing, and the sometimes difficult decisions of what to bring and what to leave behind. Specifically, in this episode Jen and Pete talk about: Why is making decisions so hard? How might the usage of constraints and rules be beneficial when making choices? What are some tactics to deliberately carry less around with us? 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.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com
- 3 weeks ago18 min
406. Perfectionism Trap
This week, Pete shares with Jen a perfectionism trap within an AI model, and together they noodle on how to get their work unstuck and shipped. Specifically, in this episode Jen and Pete talk about: What tools might we use to gauge when our work is good enough? What are the signs and symptoms of looking for perfection? How might we use AI to ship our work more frequently? 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.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com
- 4 weeks ago19 min
405. Creative Process
This week, Jen and Pete noodle on the creative process, and how we might build and iterate on our ideas. Specifically, in this episode Jen and Pete talk about: How does Jen think about the creative process? And Pete? What is the Ship of Theseus? What are some tactics and questions we can use to build and expand on existing ideas and frameworks? 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.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com
- Jun 23, 202615 min
404. Pete, The Student
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.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com
- Jun 16, 202621 min
403. Lessons from Jen's Coaching Retreat
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.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com
- Jun 9, 202617 min
402. Occam's Razor
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.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com
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About The Long and The Short Of It
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.
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