
Will Gadd on Risk and Reward
08/31/22 • 76 min
Will Gadd is a professional mountain sports athlete, speaker, guide, writer and TV guy. He shares the lessons he’s learned leading teams into high-risk environments through presentations on risk, resiliency, chaos and leadership.
Will had a number of amazing insights during our conversation. Some of them include:
“I’ve made an effort throughout my career to do dangerous things, rewarding things, and important things as best I can, while recognizing the goal is always to come back [alive]” (7:15).
“How do you move forward and how do you thrive with that damage?” (8:30).
“I’ve always set out to do cool things... what could I do today that would be cool?” (8:45)
“That is the coolest thing in life: becoming the best version of yourself, whatever it is” (12:10).
“That’s who I admire in life: people who are trying to be who they are” (14:45).
“One of the most important things I’ve learned in my life is that everybody has something that blows their hair back... that fires them up” (16:50).
“The people that make the world go around are the ‘normal people’” (18:00).
“It’s almost like we’re programmed not to be happy or satisfied as human beings” (22:50).
“I don’t really want to be happy; I want to do things that make me feel alive” (23:15).
“If I can do the things that have massive amounts of meaning to me, then I function better in normal life” (29:05).
“I’ve never walked into a competition with the idea that I’m going to beat anybody, but I do walk in there with the idea that I’m going to do my best and I’m going to throw down and I’m going to get everything as well integrated as I can to perform well” (37:30).
“How do the best do it? If I really want to get better at this, how can I pull from that?” (41:30).
“Can you be better today? Can you be better next week? Can you improve? Can you go to your training even though you don’t really feel like it? Can you make life decisions that get you to where you want to go?” (43:00).
“Being better leads to happiness” (43:20).
“We all need optimism to do things... [but] you need some pessimism, some realism in your life to keep things working” (52:20)
“To tell stories you’ve got to have your heart, mind, and action involved” (58:40).
“The future is way more interesting than the past” (1:09:15).
Additionally, make sure to follow Will on Instagram, Facebook, Twitter, and TikTok, and also to check out his website!
Thank you so much to Lesley for coming on the podcast!
I wrote a book called “Shift Your Mind” that was released in October of 2020, and you can order it on Amazon and Barnes and Noble. Additionally, I have launched a company called Strong Skills, and I encourage you to check out our new website https://www.strongskills.co/. If you liked this episode and/or any others, please follow me on Twitter: @brianlevenson or Instagram: @Intentional_Performers.
Thanks for listening.
Will Gadd is a professional mountain sports athlete, speaker, guide, writer and TV guy. He shares the lessons he’s learned leading teams into high-risk environments through presentations on risk, resiliency, chaos and leadership.
Will had a number of amazing insights during our conversation. Some of them include:
“I’ve made an effort throughout my career to do dangerous things, rewarding things, and important things as best I can, while recognizing the goal is always to come back [alive]” (7:15).
“How do you move forward and how do you thrive with that damage?” (8:30).
“I’ve always set out to do cool things... what could I do today that would be cool?” (8:45)
“That is the coolest thing in life: becoming the best version of yourself, whatever it is” (12:10).
“That’s who I admire in life: people who are trying to be who they are” (14:45).
“One of the most important things I’ve learned in my life is that everybody has something that blows their hair back... that fires them up” (16:50).
“The people that make the world go around are the ‘normal people’” (18:00).
“It’s almost like we’re programmed not to be happy or satisfied as human beings” (22:50).
“I don’t really want to be happy; I want to do things that make me feel alive” (23:15).
“If I can do the things that have massive amounts of meaning to me, then I function better in normal life” (29:05).
“I’ve never walked into a competition with the idea that I’m going to beat anybody, but I do walk in there with the idea that I’m going to do my best and I’m going to throw down and I’m going to get everything as well integrated as I can to perform well” (37:30).
“How do the best do it? If I really want to get better at this, how can I pull from that?” (41:30).
“Can you be better today? Can you be better next week? Can you improve? Can you go to your training even though you don’t really feel like it? Can you make life decisions that get you to where you want to go?” (43:00).
“Being better leads to happiness” (43:20).
“We all need optimism to do things... [but] you need some pessimism, some realism in your life to keep things working” (52:20)
“To tell stories you’ve got to have your heart, mind, and action involved” (58:40).
“The future is way more interesting than the past” (1:09:15).
Additionally, make sure to follow Will on Instagram, Facebook, Twitter, and TikTok, and also to check out his website!
Thank you so much to Lesley for coming on the podcast!
I wrote a book called “Shift Your Mind” that was released in October of 2020, and you can order it on Amazon and Barnes and Noble. Additionally, I have launched a company called Strong Skills, and I encourage you to check out our new website https://www.strongskills.co/. If you liked this episode and/or any others, please follow me on Twitter: @brianlevenson or Instagram: @Intentional_Performers.
Thanks for listening.
Previous Episode

Lesley Poole on Seeds of Optimism
Lesley Poole serves as the chief executive officer for The SEED Foundation (www.seedfoundation.com). She is responsible for the overall health and vitality of SEED’s network of public, college-preparatory boarding schools and SEED’s mission-critical college success programming.
Lesley has been serving the students and families of the SEED community since 1998. She was one of the founding faculty at The SEED School of Washington, D.C., and held several positions during her tenure. At The SEED Foundation, Lesley’s expertise in government relations and philanthropy has been instrumental in securing the public-private partnerships necessary in Annapolis, MD; Tallahassee, FL; and Los Angeles, CA, to make The SEED School of Maryland, The SEED School of Miami, and The SEED School of Los Angeles possible.
Lesley began her career in education as a mathematics instructor and later served as the service area director for the school division of San Francisco Educational Services (SFED). She holds a bachelor's degree from Patten College in organizational management.
Lesley is a member of the spring 2017 cohort of Pahara-Aspen Fellows, which seeks to strengthen and sustain diverse, high-potential leaders who are reimagining public education. She is also a fellow with Seeding Disruption, a fellowship that brings together a diverse group of Washington, D.C.’s, senior leaders to generate, seed, and catalyze disruptive practices for the purpose of dismantling systems of racial inequity. Lesley serves on the board of Educare, an early childhood education school and community center in Washington, D.C.’s, Ward 7, as well as Excellence Christian School, located in Upper Marlboro, Maryland.
Lesley had a number of amazing insights during our conversation. Some of them include:
“My optimism fuels my leadership and how I see the world” (6:50).
“What started in 1998 is I grew a family which has also created a network for young people” (8:35).
“Don’t get on every bandwagon, but the ones you get on ride them to the end” (10:50).
“[Optimism] can be modeled... [and] if someone is motivated, it can be learned” (11:30).
“If I had to list my core values, optimism, over the course of 25 years, has increasingly become in the top 5” (12:20).
“I am fiercely loyal. If you are my friend, you are my friend” (13:05).
“I don’t know if my loyalty gets in the way, but it certainly comes with a cost” (14:30).
“I’ve built in myself a sense of comfort with not knowing how to accomplish something” (15:30).
“We need to double down on opportunity to learn” (18:30).
“If we create a space for being comfortable with not knowing, then we also create this intentional opportunity to innovate” (18:45).
“Part of how we foster a spark [at SEED] is we find opportunities” (21:55).
“We believe in community” (26:25).
“The boarding experience is an opportunity of discovering” (30:15).
“We all have to live in various worlds” (31:00).
“We all have an innate need to be proud and to belong” (42:30).
“A community not being resource rich doesn’t say anything about the people [who belong to it]” (43:10).
“We all experience some burnout” (52:50).
“Every day, at some point in the day, I sit with at least 15-30 minutes of quiet” (53:00).
“I spend a lot of time asking myself how I’m doing” (54:00).
“What I’m trying to do is create an environment of transformational leaders who really own the vision of SEED and we are all intentionally moving in the same direction” (57:00).
Additionally, please visit SEED at www.seedfoundation.com!
Thank you so much to Lesley for coming on the podcast!
I wrote a book called “Shift Your Mind” that was released in October of 2020, and you can order it on Amazon and Barnes and Noble. Additionally, I have launched a company called Strong Skills, and I encourage you to check out our new website https://www.strongskills.co/. If you liked this episode and/or any others, please follow me on Twitter: @brianlevenson or Instagram: @Intentional_Performers.
Thanks for listening.
Next Episode

Michael Lombardi on Gridiron Genius
Michael Lombardi is a former NFL General Manager, a 3X Super Bowl Champion, and somebody who thinks deeply about leadership. He has a daily newsletter with George Raveling called The Daily Coach which aims to be inspiration for people around leadership. Michael is also the author of Gridiron Genius. Michael has been in the trenches with some of the best coaches of all time, specifically Bill Walsh and Bill Belichick. He also spent a lot of his career with Al Davis and the Oakland Raiders. This conversation really gets into culture and leadership, which is really what his book is about as well. More than anything, Michael cares about making people better.
Michael had a number of amazing insights during our conversation. Some of them include:
“When you have to tell people to call you something and you don’t earn it, then there’s something wrong with the way you’re working” (7:00).
“Actions speak louder than titles” (7:10).
“The respect you get is the respect you earn based on your level of commitment” (7:20).
“In every great organization, alignment starts and ends with everybody knowing their jobs, everybody knowing their roles” (7:45).
“I love the idea of building a team” (9:35).
“At 13, I knew I wanted to be a general manager” (10:25).
“The problem with most organizations is they don’t know who they are” (12:45).
“We are never able to accelerate what we want until we eliminate what we don’t want” (18:10).
“When you have structures in place and protocols, now you can diagnostically test what you need” (18:55).
“I only wanted to be with people who saw the game the way I saw it” (23:15).
“The number one trait that truly great leaders have is they understand what their job is and what it isn’t” (27:20).
“Great CEOs truly understand what the job is... every decision comes back to ‘Does this benefit the job?’” (29:05).
“If I give you something good to do and you do it well, I’ll give you something else” (33:15).
“Whatever job someone gives you, do it the best you can” (33:40).
“Falling in love with the process not falling in love with the results, that’s competitive stamina” (43:40).
“Most of the time the player is just interested in making themselves better. The leader is interested in making everybody better” (45:45).
“This is what all great leaders do: they figure out what they need to do to win the game” (56:00).
“Learn from everything that you touch and apply it back to what you love” (59:00).
“If you don’t look outside your area of expertise to other areas, you become stagnant and you lack curiosity” (59:30).
“The one thing I’ve learned in my 63 years of life is curiosity is the greatest tool to have. If you have curiosity in your tool belt, you’ll be successful” (1:00:00).
“I love being a writer... I love being able to mentor people” (1:06:15).
“The jungle’s not dangerous if you know the trails” (1:09:10).
“I think we can learn a lot more when people destroy something than when they build it” (1:13:00).
“If Steve Jobs needs a coach, everybody needs a coach” (1:15:00).
Additionally, please check out The Daily Coach and follow Michael @MLombardiNFL on Instagram and Twitter.
Thank you so much to Michael for coming on the podcast!
I wrote a book called “Shift Your Mind” that was released in October of 2020, and you can order it on Amazon and Barnes and Noble. Additionally, I have launched a company called Strong Skills, and I encourage you to check out our new website https://www.strongskills.co/. If you liked this episode and/or any others, please follow me on Twitter: @brianlevenson or Instagram: @Intentional_Performers.
Thanks for listening.
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