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

183. The Groan Zone 29.03.2022

Inspired by a question posed by a client, Pete brings Jen the question of how one might venture in to the "groan zone", what that even means, and what strategies we might use within it. Specifically, in this episode Jen and Pete talk about: What is the groan zone? What benefits might there be to stretching beyond your comfort zone? When might it be a good thing to be uncomfortable?  To hear all Ep...

182. What Comes Next? 22.03.2022

After initially cringing at the question, Pete works with Jen to unpack strategies for deciding what comes next, and develops a new mindset towards approaching those plans. Specifically, in this episode Jen and Pete talk about: What is the gift and the curse of having a growth mindset? What is a BHAG? And what is COR? How might we approach planning with abundance in mind, as opposed to scarcity? T...

181. Things That Don't Scale 15.03.2022

This week, Jen and Pete dive in to how to create a practice of doing things don't scale, and the strategies and benefits of doing so. Specifically, in this episode Jen and Pete talk about: What does it mean to do something that doesn't scale? How do non-scalable practices effect the client's experience? Why does adding a personal touch matter, and how might one achieve that? To hear all Episodes a...

180. Balance 08.03.2022

On their fourth try recording a podcast on this topic, Jen and Pete discuss balance, and how it appears in and affects their day-to-day life. Specifically, in this episode Jen and Pete talk about: How might a person find the right work-life balance? Why is it important to evaluate your resources? What if you only tried to accomplish in a day what you could recover from that same day? To hear all E...

179. The Reading is the Work 01.03.2022

Inspired by a recent coaching session, Jen and Pete noodle on how reading, and any other creative activity, is a valuable use of time. Specifically, in this episode Jen and Pete talk about: Why might just the act of reading be enough, and valuable? Why is it so difficult to allow oneself the space to spend one's time freely? How might creative endeavors influence the rest of one's life? To hear al...

178. The Rules 22.02.2022

Inspired by the mindset class at her studio, Jen asks Pete the question, "Who wrote the rules," and together they noodle on the rules we set for ourselves, and where they come from. Specifically, in this episode Jen and Pete talk about: Why do certain rules exist, and who do they serve? What do rules mean to certain types of people? How do values and rules relate to each other? To hear all Episode...

177. Swim Squad 15.02.2022

Having recently joined a swim squad, Pete shares what he's learned from swimming in a community, and he and Jen unpack the importance of group learning. Specifically, in this episode Jen and Pete talk about: How is learning in a group different from learning individually? How might working in a community help push your individual work and ideas forward? Can a community be made up of just two peopl...

176. Hybrid 08.02.2022

Jen, surprised by the hybrid environment that her studio is becoming, asks Pete for his advice on what it takes to build a hybrid work place. Specifically, in this episode Jen and Pete talk about: How might one build a successful hybrid environment? What are the leadership skills that it takes to do so? Who might the hybrid environment be more difficult for, the in-person person or the remote pers...

175. Mood Follows Action 01.02.2022

Inspired by a podcast interview, Pete shares with Jen that mood follows action, and they noodle on how that shows up in their lives, and how that action might be taken. Specifically, in this episode Jen and Pete talk about: How might mood be impacted by action? Is inaction an active choice? What are some strategies to start taking action, even when you don't want to? To hear all Episodes and read...

174. Timelines 25.01.2022

Inspired by the wisdom of a client, Jen shares the idea with Pete that timelines and deadlines are not the same thing, and they unpack the differences and similarities between the two. Specifically, in this episode Jen and Pete talk about: How are timelines and deadlines different from one another? How might one stick to a deadline they set for themselves? If timelines are something we can't contr...

173. Who Not How 18.01.2022

Pete found himself being called out this week, and he and Jen share their thoughts and reactions to the ideas in the book Who Not How, which inspired this week's episode. Specifically, in this episode Jen and Pete talk about: Why is it important to add people to your team and to work with people that have different strengths? Why might someone want to keep all the tasks of a project to themselves?...

172. Teachers Teaching Teachers 11.01.2022

Inspired by a visit from a former teacher of hers, Jen shares her learnings with Pete and together they unpack the cyclical journey of teaching and leading. Specifically, in this episode Jen and Pete talk about: Why is it important to lean in to teachable moments? What might be the goals of a good teacher and/or leader? How does a student eventually become the teacher? To hear all Episodes and rea...

171. 2022 04.01.2022

As a start to 2022, Pete and Jen outline their processes for reflecting on the past year and planning for the year ahead. Specifically, in this episode Jen and Pete talk about: What are some strategies to actively reflect on 2021? How might we collect data from the past year and apply our learning to the year moving forward? What is Jen's word or phrase that she will live by for the coming year? A...

170. Favo(u)rite Things: 2021 28.12.2021

This week, riffing on a popular theme, Jen and Pete unpack their favorite things of 2021. Specifically, in this episode Jen and Pete talk about their favorite: Fiction book. Non-fiction book. Documentary/Film/TV show. TLATSOI podcast episode. Habit. Person of 2021. To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/ . Yo...

169. Internal Google Translator 21.12.2021

Jen has a mindset tool that she often uses (one of many), and this week she clues Pete in to the way she translates between positive and negative thought and language. Specifically, in this episode Jen and Pete talk about: What is the Internal Google Translator, and what is it's purpose? Are there times when it might be helpful to translate from the positive to the negative? How might one learn an...

168. Measurement 14.12.2021

This week, Jen and Pete noodle on this question: What does it look like to get intentional about the way we measure things? Specifically, in this episode Jen and Pete talk about: How might success be measured? What are processes by which to experiment with measurement, to find out what works? How might measurement differ for a person within different scenarios? To hear all Episodes and read full t...

167. Emotional Muscle Memory 07.12.2021

Jen made a surprising discovery upon her return to teaching in-person classes, and she shares with Pete the unexpected change she has witnessed in many of her clients. Specifically, in this episode Jen and Pete talk about: Why might people be different coming out of the pandemic, and how might that difference manifest itself? What are ways in which we can release the habits and the stories we tell...

166. In Plain Sight 30.11.2021

Pete has had a problem with his foot, and shares with Jen that the solution he found was more obvious than he had imagined, which leads them both to wonder, what else might be hiding in plain sight? Specifically, in this episode Jen and Pete talk about: How might we more quickly realize the solution to our problem? What is first principle thinking, and how might we implement it? Why is a gratitude...

165. Pay Attention 23.11.2021

Jen remembers her former mentor, Martin Charnin, and tells Pete about what she learned from Martin about the art of paying attention. Specifically, in this episode Jen and Pete talk about: What are strategies one can use to pay attention in a more full way? What is the difference between soft focus and sharp focus? How might a person leave room for serendipity? To hear all Episodes and read full t...

164. Share the Stoke 16.11.2021

Pete brings Jen a new phrase this week, and they noodle together on the concept of what it means to share the stoke. Specifically, in this episode Jen and Pete talk about: Why might it be important to share the things you are excited by with someone else? How might we share excitement with other people, about what they are doing? Is happiness only real when shared? To hear all Episodes and read fu...

163. So Much To Do 09.11.2021

With their workloads ramping up over the past few weeks, Jen and Pete noodle on what to do and what questions to ask when there is so much to do. Specifically, in this episode Jen and Pete talk about: How might one manage their to-do lists? What questions can you ask yourself to realize and manage your priorities? What will the consequences be if something on the to-do list doesn't get done? To he...

162. Imperfection 02.11.2021

Pete and Jen noodle on the idea that it is our imperfections that connect us, and how sharing those imperfections may be an empathy tool. Specifically, in this episode Jen and Pete talk about: Why (and when) is it important to share your imperfections? How might sharing an imperfection move a conversation forward, or create connection? Why is perfectionism hard to relate to, and imperfection easie...

161. Competition 26.10.2021

Jen and Pete noodle on the difference between competition and competitiveness, opening up a discussion around how to be competitive without bringing other people down.  Specifically, in this episode Jen and Pete talk about: How can you be competitive without being an asshole? What steps might you take to improve your work within your industry? Why is important to separate work and/or process from...

160. Billionaires and Abs 19.10.2021

Pete's been noodling on a quote from Derek Sivers, and asks for Jen's help with unpacking it: "If more information was the answer, we'd all be billionaires with perfect abs." Specifically, in this episode Jen and Pete talk about: What can you learn by revisiting books that you found meaningful in the past? Why is it important to take what you read and listen to, and turn that in to action? What mi...

159. FOTU 12.10.2021

After having made big decisions in her life recently, Jen noodles on a subject that Pete then creates a helpful acronym for: fear of the unknown. Specifically, in this episode Jen and Pete talk about: How might someone approach making a big decision? What questions could they ask themselves or others? Why might it be scary to take risks? And how might you take risks, despite that fear? What can ha...

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