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
233. The Hot Seat 14.03.2023 16:33
After an aha-moment inducing time in the hot seat, Jen shares the details of her experience with Pete, and together they dig in to what makes the combination of question-asking in a pressurized situation such an effective strategy. Specifically, in this episode Jen and Pete talk about: What does it mean to be in the hot seat? How might putting yourself in the hot seat test your skill sets? What ar...
232. Creativity Noodles 07.03.2023 17:16
After conducting an experiment on Instagram, Jen comes to Pete with many ideas about creativity, and serves up these noodles in this week's episode. Specifically, in this episode Jen and Pete talk about: What is creativity? How can you tell when someone is creative? How might we practice creativity, to cultivate it as a skill? To hear all Episodes and read full transcripts visit The Long and The S...
231. Time Audit 28.02.2023 17:10
Pete has been experimenting with studying how he spends his time, and in sharing this with Jen, together they noodle on productivity, scheduling, to-do lists, white space, thrashing to action, and so much more. Specifically, in this episode Jen and Pete talk about: How might a time audit be executed? What does it mean to faff around? What are tools or strategies one might use to be more productiv...
230. Coaches Need Coaches 21.02.2023 18:23
Being coaches themselves, Pete and Jen dive in to discussion about why even coaches need coaching in order to make progress and get unstuck. Specifically, in this episode Jen and Pete talk about: Why do people at the top of their game, like executive leaders or professional athletes, still need coaches? How might a coach move your work forward in a way that you couldn't achieve on your own? How do...
229. Lowering the Bar 14.02.2023 17:50
This week, Pete brings Jen the following questions: What might happen when you lower the bar for yourself, and when might it be a good idea to do so? Specifically, in this episode Jen and Pete talk about: How might a high expectation of a given situation actually have a negative impact? How do people's definitions of success differ when faced with similar circumstances? What is a practical utopia?...
228. The No Club 07.02.2023 18:18
This week, Jen and Pete noodle on the benefits of having a group of people in your life who can help you decide to say no to things, and they discuss tools for creating a community for that purpose. Specifically, in this episode Jen and Pete talk about: Why might it be difficult to say no to certain opportunities? What is a non-promotable task? How can you create a No Club in your own life? To hea...
227. Hell No? 31.01.2023 15:59
This week, Pete and Jen explore the inverse of a concept they both practice by asking the question, what happens when we open ourselves up to more possibilities, even if those possibilities aren't an immediate hell yes? Specifically, in this episode Jen and Pete talk about: What is the "Hell yes, or no" concept? And what is the inverse of that? Where might the "Hell no, or yes" idea show up in our...
226. The Perception Paradox 24.01.2023 17:26
This week, Pete and Jen discuss the question of, what happens when people experience the exact same thing but perceive it entirely differently? Specifically, in this episode Jen and Pete talk about: How do people's lived experiences influence how they might react to something? How do sonder and empathy relate to the concept of the perception paradox? What are specific examples of when Pete has exp...
225. First Pancakes 17.01.2023 18:12
After being mentioned in a podcast by some of her favorite thought leaders, Jen explains her idea of first pancakes, and she and Pete thrash about the relationship between creativity and courage. Specifically, in this episode Jen and Pete talk about: What is Jen's first pancake idea, and how does it manifest itself in every day life? Why does it take courage to be creative? Why might the mistakes...
224. 2023 - Part 2 10.01.2023 18:22
This week, it is Pete's turn to dive into his process of reflecting on 2022 and preparing for 2023, and Jen helps by peppering in some questions to further illuminate his path of thought. Specifically, in this episode Jen and Pete talk about: How might a past year review help in preparing for a new year? What four questions are important to ask yourself when deciding on a theme for the coming yea...
223. 2023 - Part 1 03.01.2023 21:24
In Part 1 of this series to begin 2023, Jen and Pete talk about how they might reflect on the year past and how they might plan for the future year(s), and discuss possible tactics that help them accomplish those tasks. Specifically, in this episode Jen and Pete talk about: How might a five-year plan influence goal-setting for the current year? How is goal setting related to a recognition of value...
221. Favo(u)rite Things: 2022 27.12.2022 26:13
In their annual tradition, Jen and Pete ping pong back and forth while discussing their very favorite things from the past year, as we say goodbye to 2022. Specifically, in this episode Jen and Pete talk about their favorite: Non-Fiction book. Fiction book. TLATSOI podcast episode. Non-TLATSOI podcast episode. Documentary/Film/TV show. Aha moment. Home-cooked meal. Funny video. To hear all Episode...
221. Freudenfreude 20.12.2022 16:57
This week, Jen introduces Pete to the word "freudenfreude", and together they happily discuss what the term means to them and how it might show up in their lives. Specifically, in this episode Jen and Pete talk about: What does freudenfreude even mean? What are some tactics we can use to cultivate freudenfreude? How does freudenfreude act as motivation for Jen and Pete in their careers and persona...
220. Goldfish 13.12.2022 17:11
This week, Pete asks Jen a very important question: "Am I a goldfish?" Tune in to find out the answer! Specifically, in this episode Jen and Pete talk about: Why is it important to realize the limitations of your own mind and memory? How might we use external processes/items to help ourselves remember things? What tactical tools do Jen and Pete use to help themselves with recall? To hear all Episo...
219. Routine Audit 06.12.2022 16:59
With a sudden change in her morning routine, Jen brings up the tension she has felt around that journey to Pete and together they noodle on how to navigate that kind of change. Specifically, in this episode Jen and Pete talk about: When might a routine audit be a helpful thing to do, and what does that process look like? How might the stories we tell ourselves get in the way of our routines? How h...
218. Reassurance 29.11.2022 18:08
After asking for reassurance after a keynote, Pete had an aha moment about the relationship between reassurance and feedback, and together he and Jen explore a few related rabbit holes. Specifically, in this episode Jen and Pete talk about: In what different real-life scenarios might a person seek reassurance? What is the relationship between reassurance and coaching, evaluation, and appreciation?...
217. Expert Syndrome 22.11.2022 19:00
After experiencing expert syndrome, Jen brings her real-life example to Pete, and together they noodle on what it is and how it might be danced with. Specifically, in this episode Jen and Pete talk about: What even is expert syndrome? What tactics might one use to lessen expert syndrome? Why is leading with humility so important? To hear all Episodes and read full transcripts visit The Long and Th...
216. The Hook 15.11.2022 19:29
After being introduced at a dinner in an un-hooky way, Pete brings Jen the question of how to create a compelling hook, and they noodle on what those hooks might look like for each other. Specifically, in this episode Jen and Pete talk about: What are the steps to creating an interesting hook? Why is an efficient hook important to have? What are the beginnings of Jen's hook? And Pete's? To hear al...
215. Pre-Planned 08.11.2022 18:56
This week, Pete and Jen talk about the differences between being prepared and being pre-planned (yes, 'pre-planned', they love to create new terms and then dissect them). Specifically, in this episode Jen and Pete talk about: What does it mean to be pre-planned? What are tactics to help let go of control, as opposed to sticking to a specific plan? How might we dance with the awkward? To hear all E...
214. Thought Partners 01.11.2022 16:22
As thought partners, Jen and Pete have a conversation about what being a thought partner means and how to find one...very meta, we know. Specifically, in this episode Jen and Pete talk about: What is a thought partner? What are the possible benefits to having a thought partner? How might you find a thought partner through reach outs? To hear all Episodes and read full transcripts visit The Long an...
213. Practice/Project 25.10.2022 17:32
This week, Pete and Jen do a deep dive in to the differences between a practice and a project, and think about what real-world examples might benefit from being called by a certain label. Specifically, in this episode Jen and Pete talk about: What are the parameters of a practice? And what are the parameters of a project? Why might a practice or a project get confused for the other? How could it b...
212. Pre-Parade 18.10.2022 17:13
This week, Pete shares the idea of a pre-parade with Jen, and together they noodle on how they might plan for and celebrate the best possible outcomes before beginning a project. Specifically, in this episode Jen and Pete talk about: What is a pre-parade? How is a pre-parade different than a pre-mortem, and how are they both beneficial? How might a pre-parade instill hope and bravery before the be...
211. Wrapping Up 11.10.2022 18:02
Instead of having a sad goodbye, Pete and Jen reflect on Pete's trip to the US, in terms of what went well, what didn't go well, and what they're going to do about that moving forward. Specifically, in this episode Jen and Pete talk about: What are some strategies to use for reflection? Why might endings feel so significant? What learnings will Jen and Pete take with them in to their future? To he...
210. Opportunity Cost 04.10.2022 16:04
At the end of his trip to the US, Pete noodles with Jen on the opportunity cost of his time away from home, and different ways that they might think about opportunity cost moving forward. Specifically, in this episode Jen and Pete talk about: What even is an opportunity cost? Why is there fear surrounding decision-making? How might a person measure opportunity cost at the start of a project? To he...
209. Act As If 27.09.2022 16:23
After a surprising realization that they hadn't recorded an episode on this topic before, Jen and Pete dive in to what it means to act as if, and how a person might accept the new normal of what stage of career or life they are in. Specifically, in this episode Jen and Pete talk about: How might we put ourselves on the hook in our pursuit of opportunity? Why is imposter syndrome sometimes a good t...
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