The Long and The Short Of It

Hosted by Peter Shepherd & Jen Waldman

Business Management Education Arts

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Episodes

407

Latest episode

Jun 2026

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About the show

What do leaders, coaches, and creatives actually talk about when they think out loud together? Every Tuesday for eight years, that's been the question driving The Long and The Short Of It. Pete Shepherd (Australian leadership coach, former Head Coach of Seth Godin's altMBA, has worked with leaders at Google, Toyota, Woolworths, and the Australian Navy) and Jen Waldman (founder of NYC's Jen Waldman Studio, with clients in nearly every Broadway musical of the last two decades) take a small specific story from the week and turn it into a question or framework you can use today. Under 20 minutes. No guests, no scripts, no ads. Just two friends on opposite sides of the world thinking out loud about leadership, coaching, fear, feedback, imposter syndrome, creativity, and what it actually means to be human at work. 400 episodes. Subscribe to the Box O' Goodies weekly email at thelongandtheshortpodcast.com.

Listen to episodes

60 recent

June 16, 202621 min

403. Lessons from Jen's Coaching Retreat

Energized from her coaching retreat, Jen shares with Pete five learnings from the three-day discourse between herself, the coaches, and their clients. Specifically, in this episode, the learnings that Jen and Pete talk about are: Know what hat you, as the coach, are wearing. Know what hat they, as the client, are wearing. Say less. Sort your thoughts into objective and subjective, before you say them out loud. Doing is much more powerful than talking about doing. More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

June 9, 202617 min

402. Occam's Razor

This week, Jen and Pete noodle on the idea that sometimes the simplest answer might really be the answer. Specifically, in this episode Jen and Pete talk about: What is Occam's Razor? How might we simplify our problem solving? What tactics can we utilize when we are stuck on something? More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

June 2, 202617 min

401. Subtraction

This week, Pete and Jen noodle on the activity of a subtraction audit...one more thing to add to their plate, that will hopefully free up more space. Specifically, in this episode Jen and Pete talk about: What is a subtraction audit? How might we help ourselves filter the things we say yes to? What are some tactics protect the free time in our calendar? More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

May 26, 202620 min

400. Episode 400

This week, Pete and Jen are celebrating four hundred weeks of podcasting (with no breaks!). To honor the occasion, they answer questions that were sent in by you, the listeners. Specifically, in this episode Jen and Pete talk about: How have Pete and Jen sustained their momentum of recording, over four hundred episodes? What episodes are in The Long and The Short Of It's cutting room floor? What episode might Pete and Jen want to revisit, with new information or context? What three leaders from their industry might Pete and Jen want to invite for dinner? Should we spend less time training leaders, so there is more time to train followers? What is a favorite lesson or transformation that Pete and Jen have had, over these years of podcasting? More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

May 19, 202619 min

399. How Do I Start?

Almost four hundred episodes later, Jen and Pete throw it back, in a way, to Episode 1, asking: How do I start? Specifically, in this episode Jen and Pete talk about: Why can starting something become scary or overwhelming? What are many different tools and frameworks through which to experiment with starting? How are endings and beginnings related? More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

May 14, 20260 min

Bonus Episode: We Need Your Questions

In anticipation of Episode 400 of The Long and The Short Of It, Jen and Pete are asking for questions from you, our listeners, to answer in an Ask Us Anything episode. Do you have a question that you'd like Jen and Pete to ponder, to noodle on, to think out loud about on Episode 400? Head on over to thelongandtheshortpodcast.com/400, and submit your question. To hear all episodes and read full transcripts, visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/. You can subscribe to our Box O’ Goodies here (https://thelongandtheshortpodcast.com/) and receive a weekly email full of book and podcast recommendations, quotes, videos, and other interesting things that Jen and Pete are noodling on. To get in touch, send an email to: hello@thelongandtheshortpodcast.com. Learn more about Pete's work here (https://humanperiscope.com/) and Jen's work here (https://jenwaldman.com/). More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

May 12, 202616 min

398. The Eisenhower Conundrum

This week, Pete coaches Jen as she navigates the urgent and important curveballs and projects that have been thrown into her life recently. Specifically, in this episode Jen and Pete talk about: What is The Eisenhower Matrix? How might we prioritize the urgent and important? How might we move between periods of sprinting and periods of recovery? To hear all episodes and read full transcripts, visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/. You can subscribe to our Box O’ Goodies here (https://thelongandtheshortpodcast.com/) and receive a weekly email full of book and podcast recommendations, quotes, videos, and other interesting things that Jen and Pete are noodling on. To get in touch, send an email to: hello@thelongandtheshortpodcast.com. Learn more about Pete's work here (https://humanperiscope.com/) and Jen's work here (https://jenwaldman.com/). More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

May 5, 202616 min

397. Thought Leadership

This week, Jen and Pete noodle on the questions: Is thought leadership a teachable skill? And if so, how might we teach it? Specifically, in this episode Jen and Pete talk about: What is thought leadership? What attributes does a thought leader possess? How might we turn our thoughts and ideas into implementable and practical actions? To hear all episodes and read full transcripts, visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/. You can subscribe to our Box O’ Goodies here (https://thelongandtheshortpodcast.com/) and receive a weekly email full of book and podcast recommendations, quotes, videos, and other interesting things that Jen and Pete are noodling on. To get in touch, send an email to: hello@thelongandtheshortpodcast.com. Learn more about Pete's work here (https://humanperiscope.com/) and Jen's work here (https://jenwaldman.com/). More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

April 28, 202617 min

396. Spring Cleaning

This week, Jen jumps in to spring cleaning and Pete jumps in to autumn cleaning, and together they noodle on questions that might help us to question, sort, and polish the things in our lives. Specifically, in this episode Jen and Pete talk about: What questions might we ask ourselves, to get intentional about the systems in our lives? How might we question, sort, and polish our marketing materials? Where else in our lives might there be a need for spring (or autumn) cleaning? To hear all episodes and read full transcripts, visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/. You can subscribe to our Box O’ Goodies here (https://thelongandtheshortpodcast.com/) and receive a weekly email full of book and podcast recommendations, quotes, videos, and other interesting things that Jen and Pete are noodling on. To get in touch, send an email to: hello@thelongandtheshortpodcast.com. Learn more about Pete's work here (https://humanperiscope.com/) and Jen's work here (https://jenwaldman.com/). More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com

April 21, 202617 min

395. Trojan Horsing

This week, Pete brings a Trojan Horse to Jen, and sneaks in ideas around leadership, empathy, curiosity, and humility along the way. Specifically, in this episode Jen and Pete talk about: How might we utilize the idea of a Trojan Horse in leadership and coaching? How might we set up our teams to feel they can fully contribute? When might we Trojan Horse something, versus being more straightforward and clear? What are some examples of where Trojan Horses show up in the corporate and theatrical realms? To hear all episodes and read full transcripts, visit The Long and The Short Of It website: https://thelongandtheshortpodcast.com/. You can subscribe to our Box O’ Goodies here (https://thelongandtheshortpodcast.com/) and receive a weekly email full of book and podcast recommendations, quotes, videos, and other interesting things that Jen and Pete are noodling on. To get in touch, send an email to: hello@thelongandtheshortpodcast.com. Learn more about Pete's work here (https://humanperiscope.com/) and Jen's work here (https://jenwaldman.com/). More from us in your inbox. Subscribe to Box O' Goodies. A weekly email with the books, podcasts, quotes, and other noodles Jen and Pete are mulling over.Listen to all episodes and read full transcripts at thelongandtheshortpodcast.com.Reach us: hello@thelongandtheshortpodcast.comPete's work: humanperiscope.com · Jen's work: jenwaldman.com