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

109. Favo(u)rite Things: Quarantine Edition 27.10.2020

This week, Jen and Pete unpack their favorite things since quarantine began.  Specifically, in this episode Jen and Pete talk about their favorite: Fiction book. Non-fiction book. Binge. Documentary. Question. Podcast episode. Unnecessary purchase. Video. To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/ . You can subs...

108. Mrs. Metcalfe 20.10.2020

Pete tells Jen a story from grade two, and the two unpack the possibilities of a story told with empathy, with the goal of enrolling someone in change.  Specifically, in this episode Jen and Pete talk about: How might a story be a powerful way to create change? In what ways might one create agency and enrollment through storytelling? How might empathy be used to build a bridge from real to ideal?...

107. Cross the Bridge 13.10.2020

Jen and Pete noodle on the meaning and pitfalls of the popular phrase: "Just cross that bridge when you get to it."  Specifically, in this episode Jen and Pete talk about: What does "cross that bridge when you get to it" even mean? Might this phrase be used to in order to hide, or avoid emotional labor? How might one prepare for a bridge (or obstacle) before coming to it?  To hear all Episodes and...

106. Shipping 06.10.2020

This week, Jen and Pete dive into a topic that they were both surprised has never been the sole focus of an episode: shipping. Specifically, in this episode Jen and Pete talk about: What does it mean to ship a project? Does the fear of shipping actually indicate a fear of other people's opinions? How might one gauge how many projects to work on/ship at once? What does FOPOOMO (an acronym Pete crea...

105. Time Capsules 29.09.2020

This week, Jen and Pete noodle on the different forms that time capsules can take, and what their purpose might be. Specifically, in this episode Jen and Pete talk about: What even is a time capsule? For what purpose might a time capsule be used? How might a time capsule be an important source of reflection, history, and growth? To hear all Episodes and read full transcripts visit The Long and The...

104. Public Speaking 22.09.2020

Jen and Pete noodle on what they call FOPS: Fear Of Public Speaking. Specifically, in this episode Jen and Pete talk about: Why might someone fear public speaking? What are some processes and practices to help work through that fear? Why is the first moment of a speech or keynote so important? How might one stop fearing other people's opinions of themselves? To hear all Episodes and read full tran...

Bonus Episode - Big Ideas Lab 18.09.2020

In this special bonus episode, Jen and Pete walk through their upcoming Big Ideas Lab, answering the usual questions of who it's for, why it exists, and how it works. Specifically, in this episode Jen and Pete talk about: What is the Big Ideas Lab, and who is it for? For previous participants, what was the Big Ideas Lab like? What possible outcomes might result for having participated in the Big I...

103. New Routines 15.09.2020

A recent aha moment from Jen inspires this week's topic of what routines might look like and what purpose they might serve in the new normal of the COVID world. Specifically, in this episode Jen and Pete talk about: What might one do if a routine is no longer working for them? How might switching things up from normal routine be useful? What is the difference between a practice and a routine? What...

102. Changemakers 08.09.2020

Pete and Jen noodle on their listeners, and the obstacles that may stand in their way in this episode about changemakers. Specifically, in this episode Jen and Pete talk about: How might one hone a skill set in order to effectively create change? How might imposter syndrome affect making change? Is creating change a skill that can be taught? What might a changemaker need in order to share their ch...

101. Raise the Bar 01.09.2020

Following their hundredth episode, Jen and Pete discuss how they might raise the bar moving forward (and what that even means). Specifically, in this episode Jen and Pete talk about: What might it mean to raise the bar? Is there a difference between raising the bar and leveling up? What does raise the bar mean for Jen and Pete right now? To hear all Episodes and read full transcripts visit The Lon...

100. Episode 100 25.08.2020

Celebrating their 100th episode, Jen and Pete answer questions presented to them by the listeners of this podcast. Specifically, in this episode Jen and Pete talk about: Is social media a field of possibilities, or a wretched hive of villainy? Are the four tendencies based around a fixed mindset? What's the difference between stealing like an artist and actually stealing? Does reaching a major mil...

99. Milestones 18.08.2020

With next week's 100th episode in mind, Jen and Pete noodle on milestones, and the significance of celebrating them. Specifically, in this episode Jen and Pete talk about: What might constitute a milestone, and why? How might one celebrate a milestone? What is the significance of recognizing a milestone and then moving forward? To hear all Episodes and read full transcripts visit The Long and The...

98. Unscripted 11.08.2020

Keeping in mind last week's theme of process, Jen and Pete dive in to their own process for this podcast, and noodle on the unscripted nature of their recorded conversations.  Specifically, in this episode Jen and Pete talk about: What is the relationship between unscripted conversation and improv? How might one approach more tasks with an open, unscripted mindset? Why and how did Jen and Pete com...

97. Process 04.08.2020

This week, Jen and Pete thrash on a topic that has been mentioned in many previous episodes of this podcast: process. Specifically, in this episode Jen and Pete talk about: How might having a repeatable process be similar to having discipline? What might it mean to be able to share your process with others? What are some examples of processes that Jen and Pete often utilize? To hear all Episodes a...

96. New Dreams 28.07.2020

How might dreams change over time, and what might it be like to let old dreams go? Jen and Pete noodle on these questions in this week's episode. Specifically, in this episode Jen and Pete talk about: What is the relationship between sunk costs and old dreams? Why might it be difficult to move on from a past goal or dream? How might the the circumstance of a global pandemic cause dreams to change?...

95. Inspiration 21.07.2020

Jen and Pete talk all things inspiration, and ask the question: is inspiration really necessary to do creative work? Specifically, in this episode Jen and Pete talk about: What does the word "inspiration" really mean? Why might inspiration be so tricky to come by? Once inspiration strikes, what are some ways one might utilize that? How might one develop a creative practice that does not depend on...

94. Learning Fatigue 14.07.2020

Peter and Jen examine how learning curves can cause learning fatigue, and discuss possible practices for interacting with it, when that fatigue comes along. Specifically, in this episode Jen and Pete talk about: What might cause learning fatigue? What are some possible responses to that fatigue? How might one have learning thrust upon them? In what ways might stopping and just taking a breath help...

93. Possibility 07.07.2020

Jen and Pete unpack a topic that they have both recently given workshops on: possibility.  Specifically, in this episode Jen and Pete talk about: How might possibility be like a muscle that needs to be exercised? In what ways might one tactically lean into possibility? What is the opposite of possibility? What is the relationship between possibility and reality? To hear all Episodes and read full...

92. Principles 30.06.2020

Pete and Jen thrash about having a list of principles, and what it means to make decisions with more intention. Specifically, in this episode Jen and Pete talk about: How might having a list of principles help with decision-making? What are the steps of decision-making? How is accepting reality a part of applying principles? How might one create a set of rules for what to say yes to and what to sa...

91. Future Self 23.06.2020

Jen and Pete noodle on the future self, and how thinking about both the future and past self might be beneficial for the present. Specifically, in this episode Jen and Pete talk about: How does the future self relate to the present self? What are some exercises one might do to think about the future and past self? How might thinking about the future self help with the dip? Why might it be importan...

90. The Gift of Feedback 16.06.2020

Pete and Jen noodle on the ways one might receive feedback, whether asked for or not.   Specifically, in this episode, Jen and Pete talk about: In what scenarios might feedback be asked for and/or required? What kinds of feedback might be the most helpful towards progress? In what ways might feedback be categorized?   To hear all Episodes and read full transcripts visit The Long and The Short Of I...

89. Decide 09.06.2020

Jen and Pete take on the idea of deciding, and noodle on the processes one might take if they are stuck in the process of making a decision.   Specifically, in this episode Jen and Pete talk about: Is there an importance to naming a decision? What is the looming change that you are willfully ignoring? How might (or might not) a decision affect an outcome? What might be some processes to approach m...

88. Champions 02.06.2020

Pete and Jen noodle on the similarities and differences between mentors, coaches, and champions. Specifically, in this episode Jen and Pete talk about: How does connection make a difference between a mentor and a champion? Can someone be a mentor, a coach, and a champion for someone else? What might a mentor-mentor, or champion-champion relationship look like? To hear all Episodes and read full tr...

87. Legacy 26.05.2020

Inspired by an interview with Derek Sivers, Pete and Jen thrash about what it means to leave a legacy, and how certain actions might affect what we leave behind. Specifically, in this episode Jen and Pete talk about: How is a legacy shaped? In what ways might one bring their personality to everything they do? What are some exercises for better getting to know oneself? How might one intentionally c...

86. Zoom Life 19.05.2020

Jen Waldman and Pete "Breakout" Shepherd noodle on the ways to create and facilitate effective Zoom calls. Specifically, in this episode Jen and Pete talk about: What are some ideal structures through which to facilitate a Zoom call? In what ways do the number of participants on a Zoom call affect its structure? What is the role of the facilitator in a Zoom meeting? How might one create the cultur...

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