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
357. Overappreciation 29.07.2025 18:53
This week, Jen and Pete focus on appreciation being an added bonus, and not an intention, in creating a project or developing an idea. Specifically, in this episode Jen and Pete talk about: How might we think about appreciation, in relationship to our work? In what ways might we unintentionally be working for an outcome of appreciation? How might we shift our thinking towards solving problems and...
356. Back on Track 22.07.2025 18:59
This week, Jen and Pete noodle on the notion of habits, and why some might be easier to reignite than others. Specifically, in this episode Jen and Pete talk about: What happens when we let a habit get off track? How does our environment effect our habits? How might we keep our habits by reducing their scope? To hear all episodes and read full transcripts, visit The Long and The Short Of It websit...
355. What the FOOC? 15.07.2025 21:27
In exploring the relationship between goal setting and practicality, Jen and Pete noodle on all things related to opportunity cost and rule development. Specifically, in this episode Jen and Pete talk about: What is opportunity cost, and what might the fears be that surround that? How might we set a minimum engagement fee for ourselves? What are some strategies we can use to be more practical, whe...
354. Land Snorkeling 08.07.2025 17:55
This week, Jen tells Pete all about her new hobby, and together they dive in to the positive aspects of snorkeling on land. Specifically, in this episode Jen and Pete talk about: What lessons from snorkeling in the sea can be brought to land? What are some areas we may take for granted in our lives? How might we renew our curiosity and observance of our surroundings? To hear all episodes and read...
353. Q&As 01.07.2025 17:50
This week, Pete and Jen noodle on the practice of question and answer sessions, including their importance and the possible fears surrounding the unknown. Specifically, in this episode Jen and Pete talk about: What are some tactics and tips to host a successful question and answer session? How might we answer a question that we may not know the answer to? How might hearing questions from your audi...
352. Geniuses Are Humans 24.06.2025 17:17
This week, Jen and Pete reflect on how grateful they are for their clients, and what they can do when a genius is standing in front of them, ready to be coached. Specifically, in this episode Jen and Pete talk about: Why might a person who is excellent at their craft crave further guidance from a coach? What are some tactics and strategies for coaching a genius? How might ego stand in the way of c...
351. Enough 17.06.2025 19:16
This week, Pete and Jen explore the idea of what is "enough", and how we might think about who that enough is for. Specifically, in this episode Jen and Pete talk about: How does the definition of what is enough change based on context? Why might there be societal pressure to do more than enough? How might we allow ourselves to examine what is enough, at bare minimum? To hear all episodes and read...
350. Less Is More 10.06.2025 20:24
Inspired by one of Stephen Sondheim's core beliefs, Jen and Pete noodle on the idea that less is more, and how that might move them closer to clarity. Specifically, in this episode Jen and Pete talk about: Why might it be better to give two options to someone, as opposed to seven? Why is clarity so important? What is a "to don't" list? To hear all episodes and read full transcripts, visit The Long...
349. Turn the Tassel 03.06.2025 18:15
This week, Jen and Pete noodle on the idea of turning the tassel on habits that are ready to be let go. Specifically, in this episode Jen and Pete talk about: How might we think about the way our habits have served us? Why is it important to offer alternative to current habits we would like to let go of? How can we get more comfortable with the practice of examining and changing our habits? To hea...
348. Six Strokes 27.05.2025 17:40
In this mic drop filled episode, Pete introduces Jen to an idea that he learned from his swimming coach, and they dive in to thinking about effort, attention, and process. Specifically, in this episode Jen and Pete talk about: Why might we equate huffing and puffing with success or hard work? What tactics might we use to become more efficient? How might we let go of an old process or mental model...
347. Industry Standard 20.05.2025 18:08
This week, Jen and Pete noodle on the idea of industry standards, and if / when they should be followed. Specifically, in this episode Jen and Pete talk about: What is an example of an industry standard that should be followed? And what is one that should not? How might we think about the context of an industry standard? Why might following an industry standard actually be a form of hiding? To hea...
346. Uncertainty 13.05.2025 18:03
This week, Jen and Pete noodle (with some uncertainty) on the relationship between leadership and uncertainty. Specifically, in this episode Jen and Pete talk about: Why is context important, when thinking about the balance between leadership and uncertainty? How might leadership exist in the context of innovation? How might we think about the things that we can control within leadership, like how...
345. Am I Ready? 06.05.2025 18:21
This week, Jen and Pete dive in to the topic of readiness, and how the definition of being ready may change depending on context. Specifically, in this episode Jen and Pete talk about: What may get in the way of feeling ready to jump into a project? Who else, besides ourselves, might we be relying on in order to feel ready? What are some tools and strategies we can use to feel more prepared and le...
344. Humans and AI 29.04.2025 17:20
This week, Pete brings a raw noodle to the table, in order to talk to Jen about the similarities between coaching people and creating inputs for AI. Specifically, in this episode Jen and Pete talk about: How do both leadership and interacting with AI require curiosity? Why is it important to understand that AI platforms can be flawed? How does empathy inform our interactions with both humans and A...
343. Dance Like Somebody's Watching 22.04.2025 16:49
This week, Jen and Pete noodle on the notion of an ever-changing "who's it for", and the many different elements that go into thinking about your audience. (Hello, listeners!) Specifically, in this episode Jen and Pete talk about: Why might the audience and/or intended purpose of a project change over time? How can being in an audience encourage a beginner's mindset, in addition to a growth mindse...
342. Oversaturated 15.04.2025 17:53
This week, Pete brings a dilemma to Jen, that he is feeling oversaturated in terms of leadership content, and together, they work to find solutions. (And some of them may surprise you!) Specifically, in this episode Jen and Pete talk about: What does it mean to feel oversaturated, and what might cause that feeling? Why is it important to learn empathy through many different pathways? Why might we...
341. Victim vs. Player 08.04.2025 17:21
Borrowing a framework from Claire Hughes Johnson, Pete and Jen toss around the differences between being a victim and a player (and noodle on the words within the phrase itself, of course). Specifically, in this episode Jen and Pete talk about: How might we take more ownership of our work and our responsibilities? Why is it important to think about your team, when working towards a collective goal...
340. Empty Can 01.04.2025 19:39
This week, Jen and Pete thrash about the mystery of their empty can of episodes, and noodle on habits, rules, and constraints. Specifically, in this episode Jen and Pete talk about: Why are streaks important, when sustaining a habit or practice? How might we reduce the scope of our habits, when necessary, in order to maintain them? Why is recording this podcast an important habit for both Jen and...
339. The Nedlog Rule 25.03.2025 16:42
In this week's episode, Jen and Pete ask the question: What if you treated yourself the way you treat others? Specifically, in this episode Jen and Pete talk about: What is the golden rule? Why might we be more generous or empathetic towards others, and not ourselves? How might we take ourselves a little less seriously? To hear all episodes and read full transcripts, visit The Long and The Short O...
338. Mic Check 18.03.2025 15:56
This week, Jen and Pete noodle on what the hidden meaning might be behind different ways of approaching the seemingly simple task of a mic check. Specifically, in this episode Jen and Pete talk about: What kind of a mic checker is Jen? And Pete? How might we better prepare ourselves for foreseeable surprises? What are some new frames of thinking about the importance of context, and the importance...
337. Gorgeous Pythons 11.03.2025 19:18
Inspired by her teammates, Jen shares with Pete many of the lessons she has learned from the combination of group fitness training and community building. Specifically, in this episode Jen and Pete talk about: What are some tools and strategies to building a strong, spirited, and supportive team? How might you identify your teammate's strengths, and then amplify them? Why is it important to introd...
336. Solvitur Ambulando 04.03.2025 19:30
Dusting off an old Latin phrase, "It is solved by walking," Pete and Jen noodle on the many benefits of a regular walking and movement practice in our every day lives. Specifically, in this episode Jen and Pete talk about: How might walking jumpstart creativity or a positive mood? In what ways might we build a walking or movement practice? Why might going on a walk with another person be beneficia...
335. AI 25.02.2025 21:53
With many varying use cases, Jen and Pete dive in to the different ways they leverage AI in their day-to-day lives...and some of the answers are very surprising. Specifically, in this episode Jen and Pete talk about: How might we use AI to stay accountable? In what ways might we ask AI questions or prompts, and how can we continue to learn about the language we use with it? By using AI, which is n...
334. Push-Ups 18.02.2025 18:56
In a surprising topic, Jen and Pete dive in to the process of learning how to do a push up...or the learning that can come from the learning of how to do a push up. Specifically, in this episode Jen and Pete talk about: What might we actually be closer to mastering than we think? Why is it important to analyze the assets, boundaries, and narratives within our lives? How might we push past our own...
333. Life Lessons from Cate 11.02.2025 17:44
The inspiration for this week's episode comes from Cate, Jen's daughter, and together, Jen and Pete noodle on a thought-proving statement of hers: The person you want to be is waiting for you on the other side of your fear. Specifically, in this episode Jen and Pete talk about: When might feeling like an imposter be valid, and why? Why is it important to seek out firsts? What are some tools we can...
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