Peter Shepherd & Jen Waldman

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. E...

Author

Peter Shepherd & Jen Waldman

Category

Education

Latest episode

Jul 7, 2026

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Episodes

60. Out Of Your Head 19.11.2019

Jen and Pete noodle on the phrase "Get out of your head", and suggest some more helpful alternatives.  Specifically in this episode, Jen and Pete talk about: What do people mean when they say, "Get out of your head"? What are the four stages of learning? How can a person think in a more actionable, how-based way? To hear all Episodes and read full transcripts visit The Long and The Short Of It web...

59. Coaching and Teaching 12.11.2019

In this episode, Jen and Pete dive in to the differences between coaching and teaching, and the different uses for both.  Specifically, in this episode Jen and Pete talk about: How do coaching and teaching relate to one another? Are coaching and teaching postures always independent of the other? What are the responsibilities of the person being taught or coached? Why is it important to be able to...

58. Tension 05.11.2019

In this episode, Pete and Jen investigate ways of creating generous tension, both for ourselves and for others.  Specifically, in this episode Jen and Pete talk about: What are some strategies for navigating tension? How can we create tension for ourselves and others? Are there benefits to journeying through tension? How can silence be powerful? Why is tension so important, anyways? To hear all Ep...

57. Unstuck 29.10.2019

In this episode, Pete and Jen thrash about the state of "being stuck", and you might find their final conclusions surprising.    Specifically, in this episode Jen and Pete talk about: Are there specific tools to help shake things up, when feeling stuck? Who might it be helpful to turn to when feeling stuck? What happens in the state of "unstuck"? Is feeling stuck a choice? To hear all Episodes and...

56. Brainstorming 22.10.2019

In this episode, Pete and Jen (in the same room) dive in to the processes of successful brainstorming strategies.  Specifically, in this episode Jen and Pete talk about: How can a group be successfully led through a brainstorming session? What are some questions to ask while brainstorming? What happens when you allow silence into a time of brainstorming? Does discussing the negative actually help...

55. Thrash to Action 15.10.2019

In this episode, Pete and Jen investigate the path from thrashing to taking action.    Specifically, in this episode Jen and Pete talk about: What does the path from thrash to action look like? Are there specific steps that can be followed to move from thrashing to action? What is the best way to start a project? Is it necessary to plan, to move from thrash to action? To hear all Episodes and read...

54. Patience 08.10.2019

In this episode, Pete and Jen dive into the difference between patience and waiting. Specifically, in this episode Jen and Pete talk about: How can waiting remain an active state? What does it mean to practice patience? How is patience hiding? What are some different strategies to practice patience? To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://...

53. Imposter Two-Step 01.10.2019

Pete discusses the topic of his recent TEDx Talk, and he and Jen dive into scenarios and solutions for when the inner imposter feeling comes up.  Specifically, in this episode Jen and Pete talk about: When the feeling of being an imposter comes up, what can we say back? What are the different ways Imposter Syndrome shows up? Is Imposter Syndrome actually something we should seek out? To hear all E...

52. Integrity Tests 24.09.2019

Jen (nicknamed "Queen Integrity" by Pete), delves into recent situations where her integrity has been tested, and Pete and Jen reveal tools for sticking to integrity.   Specifically, in this episode Jen and Pete talk about: What is integrity? How can certain situations test integrity? What can be done when it is tempting to step out of integrity? What's on the other side of sticking to integrity t...

51. Spruiking 17.09.2019

Pete and Jen recount the story of discovering a new word, and discuss how it has helped the way they communicate in their lives. Specifically, in this episode Jen and Pete talk about: What does spruiking even mean? How can we double-down on someone else's idea? What are the best tools to use for getting an idea across to someone else? How does communication change when you lead with an idea? -- To...

50. Important/Urgent 10.09.2019

Pete and Jen discuss strategies for staying focused on what's important and what's urgent. Specifically, in this episode Jen and Pete talk about: What are the best ways of working on what's important and urgent? Is there a way to create more time for things that are important and urgent? How can we eliminate the non-important and non-urgent? Is being in a constant state of "busy" actuall...

49. Capacity vs. Tolerance 03.09.2019

Pete and Jen play a game of inspirational ping-pong in this episode focused on capacity vs. tolerance. Specifically, in this episode Jen and Pete talk about: What is the difference between capacity and tolerance? Is capacity always higher than tolerance? How can we increase our tolerance for the things that make us better? What happens when "I can't" becomes "I can"? Is it poss...

48. The Fear Onion 27.08.2019

Jen rescues the Fear Onion from the cutting-room floor, and Pete makes an assertion about what is at the root of all fear. Specifically, in this episode Jen and Pete talk about: What is the Fear Onion? How can self-knowledge be used to let go of fear? What is at the core of the Fear Onion? What are the benefits to talking about fear? -- To hear all Episodes and read full transcripts visit The Long...

47. The Dip 20.08.2019

Jen and Pete discuss their own experiences in The Dip, and identify strategies for getting through it. Specifically, in this episode, Jen and Pete talk about: What is The Dip? How do we make the choice about when to quit? What are the best tools to use to get through The Dip? What is the difference between the dip and fatigue? What's on the other side of The Dip? -- To hear all Episodes and read f...

46. Risks 13.08.2019

Jen coins a new term regarding taking risks, and Pete encourages Jen to use the new phrase in her own life. Specifically, in this episode, Jen and Pete talk about: What risks are worth taking? How can we measure the cost of risks? What happens when we take multiple risks at once? What is the source of fear when it comes to taking risks? How can we grow outside of our comfort zone? -- To hear all E...

45. Stories 06.08.2019

Pete and Jen unpack the ways in which the everyday stories we tell shape the broader Story/narrative we create. Specifically, in this episode Jen and Pete talk about: Noggin rattling The everyday stories we can tell ourselves and others The Trader Joe's effect Telling stories in a resume and/or job interview Having a backpack full of stories -- To hear all Episodes and read full transcripts visit...

44. Running 30.07.2019

Jen's back running and shares her latest learnings with Pete, and how they apply to life. Specifically, in this episode Jen and Pete talk about: Responding to negative self-talk Shifting goals and celebrating success Knowing when to seek external help and support -- To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/. --...

43. Planning 23.07.2019

Pete and Jen share their differences in the way they think about planning. Specifically, in this episode Jen and Pete talk about: Their disagreement on approaching planning How our tendencies impact our approaches to planning Effective collaboration Empathy explosions -- To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com...

42. Facilitation 16.07.2019

Jen and Pete get practical and tactical, sharing a handful of ideas on facilitation. Specifically, we talk about: Question bursting Activities for cultivating empathy Ideas on practicing assertions The dance of great facilitators Setting expectations in your workshops Pecha Kucha -- To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://thelongandtheshor...

41. The Arena 09.07.2019

Jen asks Pete to step into The Arena for some thrashing. Specifically, in this episode Jen and Pete talk about: What is The Arena? Who are the people in The Arena? How can we best use this metaphor to move our work forward? How might we empathise with the various roles in and around The Arena? -- Hear all Episodes and read full transcripts at The Long and The Short Of It website: https://thelongan...

40. Hiding 02.07.2019

Pete confesses to Jen he's been hiding. Specifically, in this episode Jen and Pete talk about: Pete's latest hiding spot The Long and The Short Of It Instagram experiment How to think about and review experiments and hiding spots The hard part of social media Our new newsletter/box of goodies -- Hear all Episodes and read full transcripts at The Long and The Short Of It website: https://thelongand...

39. Perfectionism 25.06.2019

Pete asks Jen if she identifies as a perfectionist and her answer might surprise you. Specifically, in this episode Jen and Pete talk about: What does it mean to be a perfectionist? How might we think about perfectionism? What's the difference between high quality work and perfect work? Is perfectionism hiding? Are we all perfectionists on some level? -- To hear all Episodes and read full transcri...

38. Priorities 18.06.2019

Jen and Pete explore the idea of priorities (in no particular order). Specifically, in this episode Jen and Pete talk about: The Pareto Principle (80/20 principle) Intelligent Change and the Productivity Planner How to think about priorities Why it's important to prioritise The distinction between prioritising and eliminating Stephen Covey's 7 Habits of Highly Effective People Derek Sivers' "...

37. 5x Thinking 11.06.2019

Jen reads out a message Pete sent her sparking a conversation on thinking 5x and 10x. Specifically, in this episode Jen and Pete talk about: What it means to think 5x or 10x Why it's important to think 5x or 10x How can we apply 5x or 10x thinking to our work -- To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/. -- You...

36. Feedback 04.06.2019

Pete and Jen decide it's time to do a full episode on giving and receiving feedback. Specifically, in this episode Jen and Pete talk about: Three types of feedback: coaching, evaluation and appreciation Who to ask for feedback How to process and filter feedback Resources for giving and receiving feedback, including Thanks for the Feedback , Difficult Conversations , Getting to Yes (With Yourself)...

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