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
Podcast website
Latest episode
Jul 7, 2026
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Episodes
85. Pivot with Purpose 12.05.2020 20:42
In this episode, Jen and Pete noodle on a word that has been thrown around a lot during the pandemic: pivot. Specifically, in this episode Jen and Pete talk about: How might one apply their skills in new areas during times of immense change? What do we want our values to look like in this new world? How does leadership play a part in pivoting? What might it look like to pivot with purpose? To hear...
84. Constraints 2.0 05.05.2020 17:54
Still noodling from last week's pre-pandemic episode, Pete and Jen thrash about how their views on constraints might have changed due to the global epidemic. Specifically, in this episode Jen and Pete talk about: In a global pandemic, in what ways might constraints change? How does the story we tell ourselves about constraints affect our mindset? How might creativity be sparked through constraints...
83. Constraints 28.04.2020 23:18
In this pre-pandemic episode, Peter riffs on working remotely as he and Jen noodle on the power of constraints. Specifically, in this episode Jen and Pete talk about: In what ways might constraints be useful? What if constraints are assets? Is there freedom within constraints? How might one use a constraint in order to get something done? To hear all Episodes and read full transcripts visit The Lo...
82. Lessons Learned 21.04.2020 19:54
Jen and Pete play a game of virtual ping-pong, noodling on what they’ve learned thus far in the quarantine. Specifically, in this episode Jen and Pete talk about: What do we actually need? How is the judgement of others, and oneself, particularly evident during this time? What is comparative suffering, and how does it manifest itself? Is most hierarchy bullshit? To hear all Episodes and read full...
81. Showing Up 14.04.2020 17:53
Jen and Pete discuss different ways one might show up, during the time of this pandemic, and beyond. Specifically, in this episode Jen and Pete talk about: How is the way one might show up related to their specific skill set? In what ways do consistency and discipline correlate with showing up? What does integrity have to do with showing up? As a leader, how might one help others to show up? To h...
80. Thick Skin 07.04.2020 19:09
In this episode, Pete and Jen discuss the pitfalls of, and how one might interact with the classic saying: "You've just got to get a thicker skin." Specifically, in this episode Jen and Pete talk about: What might someone actually mean when they suggest to someone to get a thicker skin? How might one categorize different pieces of feedback? What are some productive ways of handling and using feed...
79. Your Business & Our New Normal 31.03.2020 18:53
Pete and Jen discuss how the path to optimism is through realism, and urge listeners to accept the new normal and adapt their businesses to address new problems. Specifically, in this episode Jen and Pete talk about: How might one adapt their business to adjust to the new normal? What are the traps in moving an in-person business online? Where is a good place to start, in moving to a new online p...
78. Learning 24.03.2020 20:14
Pete and Jen discuss the processes of learning and organizing information, and also introduce a brand new program for The Long and The Short Of It community. Specifically, in this episode Jen and Pete talk about: How might one take what they learn and turn it in to action? Why is intentional consumption so important? How might routines and/or constraints help with implementing action after learnin...
77. Choosing Optimism 17.03.2020 21:02
In this episode, Pete and Jen discuss the uncertainty in today's world, and how to choose optimism instead of fear. Specifically, in this episode Jen and Pete talk about: How does having a specific "why" help in times of existential flexibility? Who else might you be able to serve with your specific skill set? What does leadership look like in times of crises? What is the first step in choosing op...
76. Social Media Revisited 10.03.2020 23:13
In this episode, Pete asks Jen about her recent social media usage, and the two discuss having a specific ethos in the world of social media. Specifically, in this episode Jen and Pete talk about: How can social media be used for good? What is the relationship between social media and marketing? How is having a specific ethos useful in terms of using social media? In what way can social media be u...
75. Skill 03.03.2020 21:10
In this episode, Jen and Pete discuss three magic words: change requires skill. Specifically, in this episode Jen and Pete talk about: How and why does change require skill? What are some ways in which to develop the skills required to make change? Is it possible for a skill to become a habit? How can skills be developed as postures and attitudes? To hear all Episodes and read full transcripts vis...
74. Proactive/Reactive 25.02.2020 19:31
In this episode, Jen and Pete discuss the difference between being proactive and being reactive, and give real-life examples of both behaviors. Specifically, in this episode Jen and Pete talk about: What is the difference between proactive and reactive? Are there specific times to fluctuate between proactivity and reactivity? How can proactivity and reactivity be measured by behavior and action? W...
73. Thank You Notes 18.02.2020 18:28
In this episode, Pete and Jen dig in to both sides of sending and receiving a thank you note. Specifically, in this episode Jen and Pete talk about: Why is specificity important in a thank you note? How can thank you notes help us learn about ourselves? Why might sending a thank you note be disempowering? How can we send a thank you note while both being empowered and sharing gratitude? To hear al...
72. Virtues 11.02.2020 19:27
In this episode, Jen and Pete explore the contrasts between eulogy virtues versus resume virtues. Specifically, in this episode Jen and Pete talk about: What is the difference between resume and eulogy virtues? Why is the way that we describe ourselves so important? What does it look like to rely on eulogy virtues? How is virtue similar to legacy? To hear all Episodes and read full transcripts vis...
71. Working for Free 04.02.2020 20:24
In this episode, Pete and Jen go back and forth discussing the idea of working for free. Specifically, in this episode Jen and Pete talk about: Is it even possible to work for free? Who decides what payment is, when it's not monetary? What does working for free mean in relation to building community? Does progress move at the speed of trust? To hear all Episodes and read full transcripts visit The...
70. Regrets 28.01.2020 21:50
In this episode, Jen and Pete have many lightbulb moments while discussing the topic of regret. Specifically, in this episode Jen and Pete talk about: How is regret a choice? What is counterfactual thinking? How is the word "should" linked to regret? In what way can we use regret to fuel future-forward thinking? To hear all Episodes and read full transcripts visit The Long and The Short Of It web...
69. Community 21.01.2020 22:02
In this episode, Jen and Pete discuss the traits of strong communities, and possible steps to take in order to build them. Specifically, in this episode Jen and Pete talk about: What is the difference between a network and a community? Is there an importance in co-creating a communal safe space? How can communities be built around similar beliefs? To hear all Episodes and read full transcripts v...
68. Groups 14.01.2020 19:55
Jen and Pete discuss the pros and cons of social media, and make an invitation to join their online network. Specifically, in this episode Jen and Pete talk about: What are some strategies for being intentional with social media? How can social media help to build a community? What will The Long and The Short Of It Facebook group look like? And how can you join? To hear all Episodes and read full...
67. 2020 07.01.2020 22:59
In this episode, Jen and Pete discuss their different approaches to the start of the new year. Specifically, in this episode Jen and Pete talk about: How can reflecting on the previous year help move you in to the next? What does it mean to have a word or action as a theme for the new year? What are some strategies for planning for the next twelve months? To hear all Episodes and read full transc...
66. Aha Moments 31.12.2019 22:30
In this episode, Jen and Pete recall their favorite aha moments of 2019. Specifically, in this episode Jen and Pete talk about: What makes for a great aha moment? Can aha moments be uncomfortable? How can an aha moment change how you show up in your life? To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/ . You can subs...
65. Live Q&A Part 2 24.12.2019 26:42
In Part 2 of the Live Q&A, Jen and Pete tackle topics ranging from the story of money to preparing for a marathon (metaphorically). Specifically, in this episode Jen and Pete talk about: What are some tactics to move through a large task? How can we unattach ourselves from an outcome? Why is money a story? What is the difference between being the best and being the preferred choice? To hear all Ep...
64. Live Q&A Part 1 17.12.2019 20:53
In this episode, Jen and Pete field questions in front of a live audience, and range from topics of goal setting to dealing with fear. Specifically, in this episode Jen and Pete talk about: What is the best way to begin the journey towards reaching a goal? Are you inventing work to avoid the important? When is the best time to develop strategies for the Dip? What elements make up a successful rea...
63. Leadership 10.12.2019 18:11
In this episode, Jen and Pete draw inspiration from Jen's daughter, and discuss what leadership is, and what it takes in order to lead. Specifically, in this episode Jen and Pete talk about: What skills are needed in order to lead? Why are some that lead by example so successful? How is a leader able to influence groups of people? What are the best ways to lead? To hear all Episodes and read fu...
62. Gratitude 03.12.2019 20:08
In this episode, Jen and Pete break down what's at the core of Thanksgiving: gratitude. Specifically, in this episode Jen and Pete talk about: What does practicing gratitude look like? How does gratitude change when we make it communal? What is the relationship between gratitude and contribution? How can gratitude be multiplied? To hear all Episodes and read full transcripts visit The Long and The...
61. Nudge Forward 26.11.2019 18:25
Pete brings up a new idea of nudging something forward, and he and Jen discuss the important effects of taking small steps towards a goal. Specifically, in this episode Jen and Pete talk about: What could be the result of getting 1% better at something every day? How can we use the idea of compound interest to improve our life over time? Does change happen slowly? Why is practicing so important?...
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