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
258. Chapters 05.09.2023 18:50
This week, Pete and Jen ping pong back and forth about the idea of how chapters and seasons can play a role in our days, weeks, and years. Specifically, in this episode Jen and Pete talk about: When might leaning into the idea of life chapters be most useful? What is the difference between a chapter and a season? How might we leverage whatever chapter of life we are in currently? To hear all episo...
257. Missionvisionvalues 29.08.2023 18:16
This week, Jen and Pete debunk, demystify, and pick apart the phrase "missionvisionvalues". Specifically, in this episode Jen and Pete talk about: What does each component of the phrase (mission, vision, and values) mean on its own? If you're working on a team, do you have to agree on what these words mean? How might one of the three words be prioritized based on a specific context? To hear all ep...
256. Children's Books 22.08.2023 18:13
With the arrival of Pete's son Ollie, Pete has been reading lots of children's books of late, and this week, he and Jen noodle on who children's books are actually for and how we might think about having multiple audiences in the projects that we create. Specifically, in this episode Jen and Pete talk about: Who are children's books actually for, the child or the parent, or could it be both? What...
255. Pacing 15.08.2023 18:17
In this year's annual running episode, Jen brings Pete a new metaphor for life that she has found through her habit of running, and together they noodle on how else the idea of pacing might show up in our daily lives. Specifically, in this episode Jen and Pete talk about: How might beginning a habit at a slower pace help to establish the habit itself? What is the relationship between pacing and ef...
254. Baby Brain 08.08.2023 17:14
In what is likely a surprise announcement for our listeners, Pete and his wife recently had a baby, and this week, Pete and Jen noodle on ways to overcome the dreaded baby brain. Specifically, in this episode Jen and Pete talk about: What is baby brain, and its symptoms? Why is it important to write things down for yourself? What specific methods does Jen use to keep her thoughts and tasks organiz...
253. More Humanity 01.08.2023 18:34
In this ever-increasing digital age, Jen and Pete noodle on how we might add more humanity back in to our daily lives. Specifically, in this episode Jen and Pete talk about: Why is a focus on humanity so important? What factors might lead to a lessening in encountering humanity in our every day lives/routines? What frameworks or tools might we utilize to increase our mindfulness around a habit of...
252. Like-Hearted 25.07.2023 16:30
In this week's episode, Jen and Pete do a deep dive on the differences between being like-minded versus being like-hearted with someone. Specifically, in this episode Jen and Pete talk about: What does it mean to be like-hearted with someone? How might requiring like-mindedness cut you off from the possibility of empathy? Why is it important to be surrounded by people who are like-hearted yet diff...
251. Monologue Meetings 18.07.2023 18:21
After an encounter at a coffee shop, Pete finally decides to record an episode with Jen about something that drives him crazy: monologue meetings. Specifically, in this episode Jen and Pete talk about: What is a monologue meeting? Why might a person engaging in a difficult conversation fall in to the trap of monologuing, versus conversing? What are some practical strategies we might use to avoid l...
250. Just Trust Me 11.07.2023 16:43
In the latest segment of things that drive Jen crazy, Jen brings to Pete her distrust of the statement, "Just trust me," and together they think about alternative phrases and strategies that we might use instead. Specifically, in this episode Jen and Pete talk about: Why does the phrase, "Just trust me," drive Jen and Pete crazy in the first place? How can we do better than just telling someone to...
249. 80% 04.07.2023 16:41
This week, Pete asks this question to Jen: What if we were to fail 80% of the time? Specifically, in this episode Jen and Pete talk about: How might failure actually lead to success? How do stakes play in to successes and failures? What do risk and failure look like for Pete? And for Jen? To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://thelongandt...
248. Behavior Contagion 27.06.2023 15:31
This week's episode is actually twenty years in the making, and Jen shares with Pete the idea she's been noodling on for two decades but to which she has only recently put a name: behavior contagion. Specifically, in this episode Jen and Pete talk about: What is behavior contagion, and how does it show up in daily life? What might be some negative aspects to behavior contagion? How might we harnes...
247. Humility in Action 20.06.2023 15:37
Inspired by a recent event she attended, Jen brings Pete the idea of how humility might be shown through action and how we might experiment with bringing more humility into every aspect of life, including within leadership. Specifically, in this episode Jen and Pete talk about: How might having and displaying humility inspire collaboration? Why might admitting you don't know something be an impact...
246. Containers 13.06.2023 16:29
Inspired by Brené Brown, Pete shares with Jen the idea that in order to build skills there have to be intentional containers in place, and together they discuss how containers might be built and utilized by leaders and creatives. Specifically, in this episode Jen and Pete talk about: How might leaders create containers and hold that space within their organization? How might the idea of semiotics...
245. Perspective 06.06.2023 15:38
This week, Jen and Pete build on the saying that, "Context is everything," by doing a deep dive in to perspective giving and perspective taking. Specifically, in this episode Jen and Pete talk about: What is the relationship between context and perspective? How might leaders utilize the shift between giving and taking perspectives? What are some real-life examples of giving and taking perspective...
244. Reframe 30.05.2023 17:11
This week, Pete and Jen dive in to a topic that they have spoken about in almost every episode of this podcast: reframing. (How has there not been an episode on this yet?!) Specifically, in this episode Jen and Pete talk about: What even is a reframe, and how can they be created? What factors might you consider, when looking at an initial frame? What are some examples of reframes that Pete and Jen...
243. W.A.I.T. 23.05.2023 17:25
This week, Jen introduces Pete to one of his favorite things (a new acronym), and together they discuss the importance of holding space and sitting in silence while considering the question, "Why am I talking?" Specifically, in this episode Jen and Pete talk about: What does W.A.I.T mean, and how could it be used from a leadership perspective? How might W.A.I.T. differ in reflection and in real ti...
242. Second Time Syndrome 16.05.2023 20:35
This week, Jen and Pete ping pong back and forth about why the second time trying something might feel easier and more free, and together they come up with ways to address this in the first go round. Specifically, in this episode Jen and Pete talk about: What even is second time syndrome? How might second time syndrome show up in both the acting and corporate world? What are some hacks for improvi...
241. Gravitas 09.05.2023 16:48
After "gravitas" was brought up in many of Pete's recent workshops, he and Jen dig in to the meaning of the word and how it might be applied to leadership. Specifically, in this episode Jen and Pete talk about: What does gravitas even mean, and is it something to aim for? If you are feeling stuck, what are some tools for getting unstuck? What are some qualities, in addition to gravitas, that might...
240. Broken Habits 02.05.2023 17:15
Pete and Jen share a few of their habits that have been broken, and together they discuss how to get back on track. Specifically, in this episode Jen and Pete talk about: What might cause a habit to become broken in the first place? Why can the act of starting be so difficult sometimes? How might lessening the scope of your habit or goal help resurrect a broken habit? To hear all Episodes and read...
239. Explorement 24.04.2023 16:34
As is one of Jen and Pete's favorite pastimes, this week they make up a word and ponder the question, what might it mean to explorement? Specifically, in this episode Jen and Pete talk about: Can explorementing make smaller tasks more engaging and enjoyable? How might the addition of made-up words bring some levity to any given situation? What are some ways that Jen and Pete explorement in their e...
238. Pass the Baton 18.04.2023 16:39
Inspired by an event at which Barack Obama spoke, Pete brings Jen an idea that he talked about onstage, which is that leadership is like a relay race. Specifically, in this episode Jen and Pete talk about: How might being a leader require passing the baton to those you are leading or coaching? What are some ways you can prepare for taking on a new position or challenge, when taking over from someo...
237. Polish 11.04.2023 13:09
Using a phrase Jen often uses as a jumping off point, she and Pete dive in to the different ways a person might polish something they're working on, and how to be okay with the first try not being perfect (or even good). Specifically, in this episode Jen and Pete talk about: Why is the sharing of your work so important? How might you know when to polish something and when to flush something? What...
236. Collaboration vs. Competition 04.04.2023 18:25
Pete and Jen investigate the different mindsets of collaboration and competition, and noodle on when each framework will be most effective and useful. Specifically, in this episode Jen and Pete talk about: When do different scenarios of collaboration and competition show up in Jen and Pete's lives? What might happen when a company moves from a competitive to a collaborative model? How might you sw...
235. Obvious To Me 28.03.2023 16:49
This week, Jen and Pete dive in to the idea that what is obvious to me might be mind-blowing to you. Specifically, in this episode Jen and Pete talk about: Why is it so important for you to share your ideas, even if you think they've been said before? Why is clear communication so vital, when everyone is coming from different life experience? How might you collect data on the things you believe or...
234. Difficult Conversations 21.03.2023 18:28
Acknowledging that difficult conversations can be quite awkward and uncomfortable, Pete and Jen offer up and noodle on some frameworks for navigating them. Specifically, in this episode Jen and Pete talk about: Why might difficult conversations feel intimidating or scary, even? How might you prepare to have a difficult conversation with someone? What kinds of questions and postures will be benefic...
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