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
133. Accomplishments 13.04.2021 16:17
Jen noodles on the subject of accomplishments one year after bringing her business online, and Pete reveals a process for reflecting on past achievements. Specifically, in this episode Jen and Pete talk about: How are individual and collaborative accomplishments different, and similar? What might accomplishments for? What new Pete-inspired reflection practice will Jen be picking up very soon? To...
132. How 06.04.2021 13:43
Pete and Jen thrash about how they do things, and how those "how's" contribute to their overall happiness and purpose. Specifically, in this episode Jen and Pete talk about: Why is it important to think about how we are achieving our why? Why might building a team be beneficial to how you develop and create work? How might specifically crafting your "how's" help you to be happier in what you're do...
131. Holding Patterns 30.03.2021 15:07
Pete is currently stuck in a holding pattern, and using many metaphors he and Jen thrash about the journey of having projects in midair. Specifically, in this episode Jen and Pete talk about: What is a holding pattern, and when does it occur? Why is there tension when a project is on its way? How are freelancers and self-employed people particularly effected by holding patterns? To hear all Episod...
130. Letting Go 23.03.2021 19:22
In this throwback episode, Jen and Pete noodle on letting go, both materially and emotionally. Specifically, in this episode Jen and Pete talk about: Why does the process of letting go require such emotional labor? What are some processes by which one might let go of physical or emotional belongings? When deciding whether to let something go, ask: do you love it? Do you need it? Do you use it? To...
129. What's Next? 16.03.2021 16:52
Jen and Pete noodle on what's next, as businesses start to reopen and "hybrid" work environments begin to form. Specifically, in this episode Jen and Pete talk about: How might businesses reopen effectively, in a post-pandemic world? What aspects of business environments are being discussed now that weren't being discussed twelve months ago? Are the decisions that we're making right now going to s...
128. Trust Your Self 09.03.2021 15:47
Pete and Jen thrash about trusting your self, and the reasons behind why that trust may be difficult to cultivate. Specifically, in this episode Jen and Pete talk about: Why might it be difficult or scary to trust your self? Could a hesitation to trust your self actually be a fear of success? How might trusting your self lead to raising the bar? To hear all Episodes and read full transcripts visit...
127. Comparison 02.03.2021 18:58
Jen and Pete unpack the differences between comparison and stealing like an artist. Specifically, in this episode Jen and Pete talk about: How might comparison be useful on the pathway to stealing like an artist? What does it mean to steal like an artist? What might be gained by comparing yourself to another person, with a specific goal for that comparison in mind? To hear all Episodes and read f...
126. Pricing 23.02.2021 18:36
Jen and Pete have a conversation about pricing, and about how when freelancers charge for their work, it is actually generous to the client. Specifically, in this episode Jen and Pete talk about: What are clients actually paying for (besides the service) from a freelancer or business? How might it be generous for freelancers to assign appropriate costs for their work? How do Jen and Pete feel when...
125. Writing Practice 16.02.2021 21:13
Jen and Pete are both writing books, and in this episode they talk about their routines and practices that they're using in order to achieve their literary goals. Specifically, in this episode Jen and Pete talk about: Why is the framing of writing a book as a practice so important? What different approaches might there be to get started on a writing practice? What is Jen's writing routine? ...and...
124. Context 09.02.2021 17:07
Jen and Pete noodle on the question: How do we create art that doesn't need context? Specifically, in this episode Jen and Pete talk about: Why is giving context important? In what situations might it be tempting to give too much context? How might given context shape the viewing of a piece of art? To hear all Episodes and read full transcripts visit The Long and The Short Of It website: https://t...
123. The Freelancer Cycle 02.02.2021 20:12
Building off their interview with Seth Godin, Pete and Jen thrash about the nature and cycles of freelancing. Specifically, in this episode Jen and Pete talk about: What are the similarities and differences between freelancing and entrepreneurship? How might freelancers cycle through their work? What do you, listeners, want Jen and Pete to unpack about freelancing? (Email your questions to hello@...
122. Who You Know 26.01.2021 16:33
Pete thrashes about a book he just finished reading, and he and Jen noodle on the importance of who you know. Specifically, in this episode Jen and Pete talk about: Why might it be important to always be expanding your network? What are the differences and similarities between a network and a community? How might putting someone on a pedestal interfere with forming a relationship with that person?...
121. Post Seth Mind Melt 19.01.2021 17:53
This week, Pete and Jen dissect and discuss their favorite moments of last week's interview with Seth Godin. Specifically, in this episode Jen and Pete talk about: What content was really sticky for Pete and Jen from last week's episode? How might we listen to and learn from changemakers and leaders we admire? What lessons and learnings might be gained from reconvening after an experience to furth...
120. Seth Godin 12.01.2021 45:13
In an exciting expansion for The Long and The Short of It, Pete and Jen host their first-ever guest, Seth Godin, and noodle with him on his new book, The Practice. Specifically, in this episode Jen and Pete and Seth talk about: In what ways do practices show up in Seth's life? What are the differences between freelancers and entrepreneurs? How do integrity and authenticity differ from each other?...
119. 2021 05.01.2021 21:00
Jen and Pete discuss their processes for reflecting on the previous year, and looking to the year ahead. Specifically, in this episode Jen and Pete talk about: What are some different ways of reflecting on 2020? Is looking at 2020 even a worthwhile endeavor? What words and mantras are Pete and Jen going in to 2021 with? To hear all Episodes and read full transcripts visit The Long and The Short...
Bonus Episode - Work With Us 31.12.2020 5:23
In this special bonus episode, Jen and Pete dive in to the exciting special offerings and workshops that are coming up with each of them in 2021. To view further workshop details: Box O' Goodies/Learning Labs: https://thelongandtheshortpodcast.com Big Ideas Lab: https://thelongandtheshortpodcast.com/bigideaslab The Reveal Lab: https://humanperiscope.com/reveal JWS Online: https://courses.jenwaldma...
118. Aha Moments 29.12.2020 18:58
A whole year in the making, Jen and Pete ping-pong their aha moments of the decade that was 2020. Specifically, in this episode Jen and Pete talk about: What is the difference between suggested reality and actual reality? How might innovation and community be linked? What is the importance of introducing calm to one's daily routine? Are all skills transferrable? Bonus question: What is the past t...
117. Environments 22.12.2020 17:36
Jen and Pete discuss the importance of environment, both in the real and digital worlds. Specifically, in this episode Jen and Pete talk about: Why might physical and digital environments be important? How might one shape a physical and digital environment? What are the possible benefits for creating a productive environment for yourself? To hear all Episodes and read full transcripts visit The L...
116. 100 Days of Swimming 15.12.2020 17:20
Jen interviews Pete about a recent milestone that he's reached: one hundred days of swimming in the ocean. Specifically, in this episode Jen and Pete talk about: What was the hardest part of Pete's one hundred day journey? How does the dip come in to play when on the way to accomplishing a milestone, and how might one get through that dip? Will the swimming continue? To hear all Episodes and read...
115. The Five P's 08.12.2020 17:58
Jen and Peter dive into the meaning of five words that start with the letter "P", and their possible hierarchies: purpose, plan, projects, priorities, and passion. Specifically, in this episode Jen and Pete talk about: What are Jen and Pete's order of hierarchy for the five P-words? Is part of a plan that you need to have a purpose, a passion, a project, and a priority? Why might people become dis...
114. Self Gratitude 01.12.2020 17:35
As the end of the year approaches, Pete and Jen noodle on gratitude and how one might approach the relationship between gratitude and self worth. Specifically, in this episode Jen and Pete talk about: What is a possible definition for "self gratitude"? How might accepting a compliment be an act of gratitude? Can gratitude be activated? If so, how? To hear all Episodes and read full transcripts vis...
113. Repairing Trust 24.11.2020 17:35
Peter and Jen build off of last week's topic of trust, to talk about what happens when trust is broken, and how one might begin to rebuild trust after losing it. Specifically, in this episode Jen and Pete talk about: What are the elements that make up a good apology? What steps can might be taken in order to avoid a breach in trust? When have Jen and Pete come up against this kind of situation in...
112. Trust 17.11.2020 18:18
Jen and Pete noodle on and thrash about a word that they've thrown around a lot in previous episodes: trust. Specifically, in this episode Jen and Pete talk about: How might trust be built? In what ways does trust improve the efficiency of a team or collaboration? How does Jen begin to build and sustain trust with someone? And Pete To hear all Episodes and read full transcripts visit The Long and...
111. Collaboration 10.11.2020 18:15
In this meta episode, Jen and Pete noodle on their own collaborations, in thinking about the relationship between collaboration and confrontation. Specifically, in this episode Jen and Pete talk about: What does "collaboration" even mean? Why is it so important to have different perspectives within a team? What are some of the benefits of specific feedback? Jen and Pete seem to agree on most thing...
110. Superpowers 03.11.2020 18:29
Pete and Jen noodle on their own "superpowers", what might be the opposite to that superpower, and how those two ends of the spectrum may work together. Specifically, in this episode Jen and Pete talk about: What are Jen and Pete's superpowers? How might those superpowers show up in day to day life? Why might it be important to think about the opposite of every superpower? How might one think abo...
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