Jonathan Stern is the Co-founder of Pairagraph,  a platform for written dialogue between pairs of individuals. They have already hosted over 100 dialogues, with contributors like Howard Marks, Balaji Srinivasan, Joe Lonsdale, Robert Shiller, and Russ Roberts. 

This is a fantastic conversation where I learned a lot from Jonathan about the state of discourse, the pursuit of truth, and thinking about what the future will look like.

Timestamps (approximate):
(1:00) Pairagraph’s mission, and the problems with current discourse
(5:20) Dialogue on Twitter
(12:00) Benefits of market prices
(16:00) Constructive disagreements and the pursuit of truth
(18:00) Starting from 0, and another Mark Cuban story
(25:20) Partnering with Newsweek
(29:30) Expanding from the traditional format, and the benefits of the written word
(37:00) Our cultural tastes
(41:00) 25th hour

If you enjoy the podcast, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

Joe Chin and Sam Pigott, Co-Founders of Sparrow, are serial entrepreneurs who developed an app that is "golf improvement in your pocket." With Sparrow, all you need is a phone in order to improve your golf swing with instant feedback. 

During this conversation I learned a lot from Joe and Sam about starting a business, creating something scalable, thinking about the future of technology, and having skin in the game. 

Timestamps:

(1:00) Introductions and background

(4:45) History of tech in sports instruction

(10:00) pros/cons of instantaneous feedback

(14:30) Telling a story & creating great products

(27:30) Golf Genome

(31:00) The business side of startups 

(36:00) What will technology enable? 

(43:40) 25th Hour

If you enjoy the podcast, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

Stephanie Weissenburger is a recent law school graduate now working at the law firm Geragos & Geragos, and she also plays a key role in the growth and success of Conduct Detrimental, the premier sports law podcast and blog.

Stephanie’s work is always ahead of the curve, whether it’s reporting on the Cleveland Guardians name change or the lawsuit between the city of St. Louis and the NFL. This is a fantastic conversation where I learned a lot from Stephanie about breaking into the business of sports, following your passion, goal setting, and working with people. 

Timestamps:

(2:00) Why sports law, and the pros/cons of being a sports agent

(9:30) The importance of leveraging digital media

(15:30) The rewards of curiosity

(18:50) Setting yourself apart in the sports industry

(25:50) Always ask “why”

(35:20) Survivor

(39:10) The power of being able to focus

(45:50) Long term goals and how to navigate conversations with people

(56:00) 25th Hour

If you enjoy the podcast, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

David Karasek is a coach, founder and CEO, who also happens to be a former Olympic swimmer, multiple record holder, and graduate of the University of Virginia. 

This is a wide ranging conversation about when spirituality meets peak performance, the power of the subconscious mind, the pros and cons of motivation, and how often we should think about what we want in life. 

Timestamps:

(1:00) The creative orientation

(11:30) Escaping competition through authenticity

(15:40) Differences between the conscious and subconscious mind

(28:30) Knowing what you want 

(31:10) Flywheels 

(37:30) Motivation

(44:30) The value of group work

(47:50) 25th Hour

If you enjoy the podcast, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

Steve Novak is currently a Senior Philanthropic Advisor for Boston College. He's spent the past 21 years working in fundraising for BC after starting as an intern. 

This conversation covers not only fundraising but economics, finance, college athletics, and why people and relationships are of the utmost importance. Grab your notebook because this episode will teach you something, whether it's about creating unique experiences or how to ask for millions of dollars.

Timestamps

(1:47) Steve's atypical career path in the sports industry

(3:28) Purpose of fundraising in college sports

(6:00) Athletic department revenues compared to expenses

(8:35) Importance of flexibility in fundraising

(10:58) Unique financial aspects of fundraising

(18:34) How athletics is all about experiences 

(24:15) How to make the ASK

(29:23) Making an effort to understand people, and the qualities of successful fundraisers

(35:04) Reading

(38:05) 25th hour

If you enjoy the podcast, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

Micah Kiser is going into his 4th season as a middle linebacker for the Los Angeles Rams. He won the Campbell Trophy in 2017, he was an Academic All-American at UVA, and was twice named to the First Team All-ACC.

He’s taught me a lot about football over the years, and he’s already overcome several setbacks in the NFL with persistence and determination.

This is a fascinating conversation about Micah’s approach to learning and teaching football, his style of leadership, accountability, and lessons he’s learned along the way.

Timestamps

(4:43) Micah’s approach to learning and teaching football

(8:16) Setting priorities

(12:36) Leadership during transition, and what changed for Virginia in December 2015

(19:11) Takeaways from the 2016 season

(23:20) Being 400% committed and accountable

(30:41) Transferring habits to the NFL

(34:26) NFL honors

(41:03) Lessons learned that will help Micah run his future organization 

(49:48) 25th hour

If you enjoy the podcast, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

This conversation really made me think. Dan Hatman has a wealth of experience as a scout, coach, and student of football. His paper on all things related to NFL general managers is a fantastic resource. In this conversation he talks about economics as it relates to football, improving the talent pool for general managers, and best practices regarding organizational culture.

The Scouting Academy

Timestamps 

(3:48) How the Bears drafted Trubisky

(6:55) Thinking probabilistically, and behavioral economics

(11:03) Twitter

(18:28) Economics and football decision-making

(28:25) Opportunity cost of NFL draft picks

(34:42) Obstacles for crowdsourcing scouting

(44:24) Research on GMs

(53:57) Improving the GM talent pool

(1:01:34) Fascinating Dave Gettleman story

(1:09:37) Active listening

(1:17:15) Organizational culture

(1:23:54) 25th hour

If you enjoy the podcast, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

Adam Harstad is a phenomenal thinker. Over the past couple of years I've seen him distill complex ideas from several disciplines and apply them to fantasy football. This episode covers interesting frameworks that transcend football, including risk homeostasis, second-order thinking, resource allocation, and many more. You can find a collection of his writing here.


Timestamps

(2:12) How to figure out what to write about

(5:12) Risk homeostasis

(19:21) Future of quantifiable stats, and measuring second-order effects

(40:47) Probability

(53:24) Danger of a plausible narrative

(1:01:37) Consistency in fantasy football

(1:10:45) Strong opinions, weakly held

(1:19:37) Twitter

(1:25:57) How to choose a GM, and how to manage draft strategy

(1:45:03) Principal-agent problem in football

(1:54:58) Measuring rates of change

(1:59:06) Resource allocation

(2:03:54) Zero-sum games

(2:13:15) 25th hour


If you enjoy the podcast, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

Canaan Severin is not only one of the greatest WRs in UVA history, but he's also a film writer and director. He just released his first film "Lean In" earlier this month. 

Since graduating from Virginia, Canaan spent time in the NFL with the Steelers and Giants. In this episode he shares stories from his football career about systems, habits, the importance of people, and the power of believing in yourself.  This is a master class on persistence and designing systems built for success.

If you haven't already, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Timestamps:

(2:09) Canaan’s one handed catch against Miami coming full circle

(9:46) How you do one thing is how you do everything, and applications to recovery

(15:40) The importance of nutrition

(22:25) Current goals and systems

(27:00) Mentors at UVA

(34:15) Compartmentalization in football

(41:20) Culture and people

(53:55) Canaan’s ideal 25th hour

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!

Henry “The Hammer” Coley was a leader of the 2014 Virginia Cavaliers. I’ve always wanted to ask him about leadership, his approach to learning the game, and how his skills have translated to life after football. 

Since graduating with his Master’s, Henry spent time in the NFL before becoming a consultant and entrepreneur. Henry is a leader everywhere he goes, and this conversation is filled with important lessons.

If you haven't already, writing a short review on Apple podcasts would go a long way in attracting a larger audience and more fantastic guests. 

Timestamps:

(1:50) Lessons on leadership

(9:09) Dynamics of a football team

(11:13) Leadership role at UVA, and the concept of a living resume

(19:34) Memorable moment following a 2014 win

(25:45) The difference between NFL and college football

(31:33) How to study game film

(38:45) Life after football and an important lesson I learned from Henry

(45:18) How Henry would use a 25th hour

Where to listen, subscribe, rate, and review:

Apple Podcasts
Spotify
Newsletter
Blog
Twitter

Thank you for listening!