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
307. The Thing You Cannot Say 13.08.2024 18:15
How might Pete and Jen (and the listeners) say the things they think they cannot say? That is the topic that Pete and Jen dig in to this week. Specifically, in this episode Jen and Pete talk about: How can you apply the idea of saying what you think you cannot say in the corporate and theatrical fields? How does this kind of communication actually create efficiencies? How does this show up in Pete...
306. The Pirouette Process 06.08.2024 18:25
Jen has (once again) coined a new term, and she and Pete noodle on the process of learning how to pirouette, and how that might be applied in many different contexts. Specifically, in this episode Jen and Pete talk about: Why might learning a new skill be more manageable one small step at a time? How might foundational tools, like empathy, be built and learned? How might coaches think about breaki...
305. Time Management 30.07.2024 18:23
This week, Jen surprises Pete with a topic they have (shockingly) never recorded an episode about: time management. Specifically, in this episode Jen and Pete talk about: How does Jen think about time-management? How does Pete think about self-management? What does Jen's Google Calendar look like? And Pete's? To hear all episodes and read full transcripts, visit The Long and The Short Of It websit...
304. Appreciation 23.07.2024 17:31
This week, Jen and Pete noodle on an important (but sometimes under-utilized) facet of feedback: appreciation. Specifically, in this episode Jen and Pete talk about: What are the three kinds of feedback? And how does appreciation fit in to that mix? How might you ask for what you need from a coach? How might we utilize self-appreciation? To hear all episodes and read full transcripts, visit The Lo...
303. Bare Minimum 16.07.2024 17:01
Inspired by a sentiment from Jen's daughter, Pete and Jen explore a network of ideas around the question: What is the bare minimum? Specifically, in this episode Jen and Pete talk about: How might we use the bare minimum as a tool of definition? What is a cheeky goal? Is discovering the bare minimum useful in all contexts? To hear all episodes and read full transcripts, visit The Long and The Shor...
302. Maintaining Momentum 09.07.2024 17:30
This week, Pete asks Jen to noodle on how they might help their clients maintain the momentum of their coachings or workshops even after they have left the room. Specifically, in this episode Jen and Pete talk about: How might you encourage clients to reach out to you outside of the coaching time? How are stories a motivating factor, as far as illuminating how to action an idea? How might a coach...
301. Smoke, Mirrors, Action! 02.07.2024 17:25
After a workshop Jen ran with leaders and coaches, she and Pete thrash about two ideas: A great audition is nothing more than smoke and mirrors, and keep it actionable. Specifically, in this episode Jen and Pete talk about: What is the difference between an audition and acting, or an interview and the job? How might we push aside theory in favor of action? What are the other eight ideas that Jen b...
300. Episode 300 25.06.2024 36:25
To celebrate Episode, 300, Jen and Pete host a live recording of The Long and The Short Of It, and noodle on questions presented to them by the listeners. Specifically, in this episode Jen and Pete talk about: When do Jen and Pete record each episode before the ship date? What is the most impactful thing that Jen and Pete have learned from each other? What's the most surprising theater concept tha...
299. The Whole Story 18.06.2024 17:50
This week, Jen and Pete ask and noodle on this question: What might happen when you tell someone, who already knows the whole story, the whole story as if they had never heard it before? Specifically, in this episode Jen and Pete talk about: How does telling the whole story show up on a professional level? And on a personal level? What are some strategies through which to fully illustrate the whol...
298. Flying Time 11.06.2024 18:58
This week, Jen and Pete noodle on the flying time of a project, and the relationship between flying time and elapsed time. Specifically, in this episode Jen and Pete talk about: What is the definition of flying time? Why might a walk or taking time to read a book factor in to the elapsed time of your work? Why are deadlines and working collaboratively so beneficial? To hear all episodes and read f...
An invitation for our listeners 10.06.2024 2:05
Please join Pete and Jen for a live recording session of the Long and The Short Of It, celebrating our 300th episode. It will be an Ask Us Anything episode, so please also send in your questions! This event will take place on Monday, June 17th at 6pm Eastern Time, which is Tuesday, June 18th at 8am Australian Eastern Time. To register for this event and/or to submit a question that may be featured...
297. Unreasonable Hospitality 04.06.2024 17:33
Inspired by the book Unreasonable Hospitality, Pete and Jen noodle on where they can add a bit more unreasonability into their work and every day lives. Specifically, in this episode Jen and Pete talk about: How might someone practice being unreasonable? Why is it important to think beyond scale? What are some strategies we can employ to introduce more unreasonability into our lives, and the lives...
296. The Cringe Test 28.05.2024 18:13
This week, Jen and Pete take (and sort of fail) the cringe test, regarding the work they have put out in to the world, and noodle on how to be more accepting of their former selves. Specifically, in this episode Jen and Pete talk about: What is a cringe test? How can we learn from the things we now cringe at? How might we frame our past actions in the context we were living in at the time? To hear...
295. Y2K Mindset 21.05.2024 17:12
Inspired by the year 2,000, Jen and Pete noodle on the anticipation and building up to a big event, and how we might utilize that planning period in our every day life. Specifically, in this episode Jen and Pete talk about: What are some tools to utilize if there is something coming up that makes you nervous? Within a large event or difficult discussion, where is there room for positive anticipati...
294. Bothering Me? 14.05.2024 17:35
Inspired by advice from a pediatrician, Pete and Jen noodle on questions that inspire a different perspective when it comes to leadership. Specifically, in this episode Jen and Pete talk about: Is this certain issue bothering me, or is it bothering my client or direct report? How might we think about leadership in terms of the needs of the person or people we are leading? What are some tactics we...
293. Assume Genius 07.05.2024 17:42
This week, Jen and Pete appreciate the idea of looking for the genius in the every person they interact with, from clients to friends to strangers. Specifically, in this episode Jen and Pete talk about: What does it mean to assume genius in someone else? Why is it important to have belief in someone, even if they might not have it of themselves? What are the other coaching tenants of Jen? And of P...
292. Don't Start With Logistics 30.04.2024 18:51
Inspired by a book by Priya Parker, Pete and Jen noodle on the idea of how to begin the leading of a gathering, and how that beginning might affect the rest of the experience. Specifically, in this episode Jen and Pete talk about: Why might it be best not to start a funeral with logistics? Why is context imporant, when thinking about a beginning? What are some specific tactics and tools for beginn...
291. The Five Points of Contact 23.04.2024 20:40
Inspired by a new aha moment, Jen and Pete noodle on how there might be five points of contact in many different social interactions, and how we might prepare for these exchanges. Specifically, in this episode Jen and Pete talk about: What are the five points of contact in an audition? How might the five points of contact apply to many different social interactions? Why is silence such an importa...
290. On Your Feet 16.04.2024 17:41
Inspired by a song by Gloria Estefan, Jen and Pete noodle on the idea of getting up on your feet early in the creative process. Specifically, in this episode Jen and Pete talk about: What are the benefits to getting up on your feet early in the creation of a workshop or keynote? Why is context important when getting a new idea up on its feet in front of an audience? In what way does getting up on...
289. Muddy Puddles 09.04.2024 18:31
Inspired by an idea from James Clear, Pete and Jen noodle on the categorization of a problem as either a muddy puddle or a leaky ceiling. Specifically, in this episode Jen and Pete talk about: What is the difference between a problem that is a muddy puddle and a problem that is a leaky ceiling? How might someone determine how to categorize challenges in this way? What is the looming change you mig...
288. Procrastination 03.04.2024 17:56
This week, Jen and Pete think about procrastination and ask the question: Is this form of procrastination actually helping the work? Specifically, in this episode Jen and Pete talk about: When might procrastination actually be useful? What is the relationship between curiosity, process, white space, and procrastination? What negative stories do we tell ourselves about procrastination, and can we l...
287. Feedback in Three Acts 26.03.2024 18:22
After both having done workshops on feedback, Jen and Pete thrash about the relationship between feedback and dramatic structure. Specifically, in this episode Jen and Pete talk about: How might feedback follow a three act structure, both in giving and in receiving? When giving feedback, how might we consider the context and circumstances in which it is being delivered? How might feedback loop? To...
286. Ride the Wave 19.03.2024 17:06
After a week of riding his own wave, Pete brings Jen the story of his experience and they thrash about it together. Specifically, in this episode Jen and Pete talk about: What does it mean to ride the wave, metaphorically? How might we gather momentum to form a wave of our own? What might we do when we are preparing for the wave to come? To hear all episodes and read full transcripts, visit The Lo...
285. Gumption Tools 12.03.2024 18:31
This week, Jen and Pete share the tools that their clients and they themselves use in order to muster up some gumption. Specifically, in this episode Jen and Pete talk about: What are some tactics we could use to help when we are feeling vulnerable or nervous? Why might these tactics be successful, and when is it best to use them? How often do Pete and Jen sing uncomfortable phrases back and forth...
284. H.A.L.T. 05.03.2024 18:00
This week, Pete and Jen's love of acronyms brings them to a discussion of Shane Parrish's acronym of H.A.L.T. Specifically, in this episode Jen and Pete talk about: What does H.A.L.T. stand for? How might H.A.L.T. act as a checklist in the decision making process? What might we gain by checking in with ourselves and others before making a decision? To hear all episodes and read full transcripts, v...
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