The Long and The Short Of It

By Peter Shepherd & Jen Waldman

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... more

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FAQs about The Long and The Short Of It:

How many episodes does The Long and The Short Of It have?

The podcast currently has 419 episodes available.

The Long and The Short Of It episodes:

August 18, 2026412. Counting Strokes
This week, Pete shares with Jen some lessons he has learned from his swimming coach, on how to measure progress...by stopping the measuring.
Specifically, in this episode Jen and Pete talk about:
Why might our existing tools actually hinder our forward momentum?

Where might we be able to rely on ourselves more, rather than searching for external validation?

Why is it important to go slow, in order to go fast?

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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
18min
August 11, 2026411. Proposals
After submitting many proposals between the two of them, Pete and Jen noodle on their proposal writing process, and how they might help their clients to write their own.
Specifically, in this episode Jen and Pete talk about:
What are the three key questions to answer when writing a proposal?

How might you identify the core problem that your proposal is meant to solve?

Why is it important to consider who will be reading the proposal you submit?

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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
20min
August 05, 2026410. Grown Up Sh*t
This week, Pete brings his sighs and his aha moments around grown up sh*t to Jen, and they unpack it all together.
Specifically, in this episode Jen and Pete talk about:
Why is adulting so hard sometimes?

What tactics might we utilize to navigate difficult situations and conversations?

How might we think about finding solutions and take ownership of the problems we encounter?

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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
17min
July 28, 2026409. Unpacking
After a recent episode on packing, Jen and Pete spend this week mulling over the idea of its opposite: unpacking.
Specifically, in this episode Jen and Pete talk about:
What are some tactics we might use to make it easier to manage change?

How might we assess what everyone on our team needs before making a plan?

What surprises might we find when we take a different path than planned?
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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
18min
July 21, 2026408. Strategy
After thinking over and over about the concept of strategy, Pete turns to Jen to help him unravel what strategy actually is and how it can be best utilized by individuals and companies.
Specifically, in this episode Jen and Pete talk about:
What even is strategy?

How might we move from our goals to a clear strategy?

What are some tactics to stay focused on the things we actually have control over?
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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
19min
July 14, 2026407. Packing
As Jen prepares for her summer travel, she and Pete noodle on the activity of packing, and the sometimes difficult decisions of what to bring and what to leave behind.
Specifically, in this episode Jen and Pete talk about:
Why is making decisions so hard?

How might the usage of constraints and rules be beneficial when making choices?

What are some tactics to deliberately carry less around with us?
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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
19min
July 07, 2026406. Perfectionism Trap
This week, Pete shares with Jen a perfectionism trap within an AI model, and together they noodle on how to get their work unstuck and shipped.
Specifically, in this episode Jen and Pete talk about:
What tools might we use to gauge when our work is good enough?

What are the signs and symptoms of looking for perfection?

How might we use AI to ship our work more frequently?
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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
19min
June 30, 2026405. Creative Process
This week, Jen and Pete noodle on the creative process, and how we might build and iterate on our ideas.
Specifically, in this episode Jen and Pete talk about:
How does Jen think about the creative process? And Pete?

What is the Ship of Theseus?

What are some tactics and questions we can use to build and expand on existing ideas and frameworks?

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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
20min
June 23, 2026404. Pete, The Student
This week, Pete revisits what it's like to be a student, and he and Jen noodle on the mental frameworks this inspires in them.
Specifically, in this episode Jen and Pete talk about:
What is it like to be new in a learning environment?

How might we learn from our peers, and their questions and learnings?

How might we more often put ourselves into communities that are growth minded?

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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
16min
June 16, 2026403. 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: [email protected]
Pete's work: humanperiscope.com · Jen's work: jenwaldman.com
...more
22min

FAQs about The Long and The Short Of It:

How many episodes does The Long and The Short Of It have?

The podcast currently has 419 episodes available.

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