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Talking to Cool People is an interview show where Jason, you guessed it, talks to cool people! His belief is that everyone is cool and everyone has a fascinating story to tell. With guests ranging from CEOs to college students, from Navy Seals to therapists, from authors to musicians, and everything in between, you never know where the conversations are going to go and what you'll learn. New episodes drop on Wednesday mornings.
 
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show series
 
Michael is back! Dr. Michael Hudson was a guest on the show at the beginning of season 1 and yes, there are a few things that have changed for him and for me since February of 2019. Join us as we talk BBQ, bourbon, leadership and what question you should be asking when your manager or leadership isn't supporting you. Michael Hudson is a self-certif…
 
Corey shares about his journey of 25 years as an exotic male dancer, what it's like to be admired on the outside and be empty on the inside, and why he HAD to write his book "Take It Off" to save others from what he went through. "Let the dam break before you damn break." As an introspective influencer, Corey Laine Hilton helps men over 30 lacking …
 
On this very special 101st episode of the show, Jason brings on the person he knows best, his wife! They talk about the power of goal setting, the depths at which she will go to learning airport codes and travel trivia, and Jason shares his top three goals for 2022. "Grab the pen, write your story and edit along the way." Kirstin is a travel geek, …
 
Laurie and Jason talk about how the best part of New York City is the night, her journey from law to running her own speaking firm and the secret (that's not a secret anymore) that she lives in Colorado, yet doesn't like the outdoors. "Don't ask yourself what the world needs. Ask yourself, What makes you come alive, and go and do that? Because what…
 
Bryan walks through his journey from military service, to a career in the Virginia state government, being a prosecutor, and what led him to becoming a founder in the menswear industry. Jason and Bryan commiserate on what's wrong with professional men's clothing and how Acumen Apparel is ready to solve it. Never be afraid to step out of your comfor…
 
Ludwig shares his obsession with running shoes, talks about his journeys in the startup world and what he believes it takes to be an effective leader in a fast-moving space. "Worry less, do more." Ludwig is the founder and CEO of Willow, which helps SMBs and entrepreneurs with building out and maintaining a strong presence on social media. Ludwig i…
 
Ed gives some pro tips on how to have a long-lasting marriage, goes deep on his journey from the land down under to the US, and talks about the power of the dad jokes. Failure is just a comma, not a period. A 9th-grade dropout, Ed Fox started his first brick-and-mortar business at 15yrs old. He did $100,000 in his first year (1983) and built it to …
 
One of the fan favorites from season 1 is back! Steve joins Jason on the show to catch up on his long career as a Master Chief in the Navy Seals, lessons from the battlefield to the boardroom and Jason and Steve talk about the Grateful Dead vs Dead and Co. Steve Drum is a combat-tested retired Navy SEAL Master Chief with 27 years of experience lead…
 
Brandy shares her willingness to go straight cold shower, Jason and Brandy go deep on the podcasting industry and talk about eagle eyes. "Honesty, openness, and willingness." What connects humans? Stories. Whether you are watching a Netflix series, reading a book, listening to a podcast, or sitting with a relative; there is a common thread that dra…
 
Kison and Jason go deep on podcasting, Kison shares years of wisdom and experience around the mergers and acquisition industry and drops some serious pro parenting tips. "Life is all about lost opportunities." Kison Patel is the Founder and CEO of M&A Science, with a passion to drive the M&A industry forward. He was an M&A advisor for ten years in …
 
Influential Brand Summit Erin talks about her journey from big law to the solopreneur life, what will have her say yes or no to a first date on the apps, and talks about the things that she is afraid of and what she is quite certain is true about her. "Keep your power. Use your power. Share your power." Coaching is Erin’s second career. Prior to be…
 
Christina shares how her business survived being completely shut down at the start of the pandemic, the happy ending to the massive lawsuit that landed her and her company in the Wall Street Journal and the gender dynamics that piss her off after all of the years of her success running Monster Mini Golf. Stay humble. Be strong. And listen. Christin…
 
Influential Personal Brand Summit Scott and Jason geek out on neuroscience, Scott talks about his journey from the academic world to running a company that provides a unique service to the academic world (higher education...on a ship!) and Scott blows Jason's mind with a very personal question. "Many of us travel not in search of answers, but of be…
 
Influential Personal Brand Summit Hope provides us with some pro tips to up your public speaking game, Jason and Hope talk about how entrepreneurship is like a river and Hope shares her experience coaching and leading high-level leaders through keynotes, boardrooms presentations, and everything else in between. "Speak up, damn it." Hope Timberlake …
 
Ben shares the moment that changed everything for him and his identity as someone with autism, goes deep on why it was important for him to write a book about child homelessness and Jason and Ben geek out on the Beatles. Working hard makes our dreams come true. Ben Levin is an autistic teenage with a passion for writing. His first young adult novel…
 
Karin gives Jason a VERY surprising answer to what she wants us to know about her, talks about her inspiration for her cheeky and thought provoking book The Ins and Outs of my Vagina: A Penetrating Memoir and Jason and Karin explore the very close relationship between anger and sadness. "Trust your intuition. You have all the answers that you need …
 
Jena is back! In this very special episode, one of our favorite guests Jena Kingsley is back to catch us up on everything she is up to. We chat about her hilarious podcast Social Studies w/ Jena Kingsley, Jena gives some real advice for those who want to get into comedy and talks about what makes for the best relationships. Jena is a comic, writer,…
 
Influential Personal Brand Summit Donna and Jason talking about her obsession with innovation, technology and tinkering. Donna tells Jason how she will definitely fly and repair the plane, but she won't be jumping out of it and gives some powerful advice for anyone looking to enter in and have success in the public relations field. Rocky, if you do…
 
Susan and Jason explore Susan's journey from being born in the deep south to adopting two Korean children and having multiracial grandchildren, Susan's least favorite part of the writing process and Jason shares his childhood dream that became a reality at a much smaller scale. "Never be afraid to raise your voice for honesty and truth and compassi…
 
Kris gives some direct and useful advice on the best wine if you aren't a wine person (like Jason), how he loves walking into a room full of strangers and how his military background and experience lend themselves to being a fast-growing entrepreneur in the wine space. "But don't look at where you're going. Look at where you want to go." Kris is a …
 
Dr. Shad and Jason dig in on the concept of self-talk and why it's critical to work on, what Dr. Shad looks for to determine if someone is genuinely curious and shares his journey from translating for the United States during the Cuban missile crisis to launching his own mobile app. "If you'd like to do better in life, don't worry about the big hil…
 
I'm joined by Molly Grisham and we talk at length about the Enneagram assessment and how it can be useful to accelerate your progress. Recognized as a courageous and passionate communicator, Molly's work is rooted in experiential learning and designed to inspire and set people in motion. She is passionate about building teams, developing leaders, c…
 
I'm joined by Molly Grisham and we talk about how using the CliftonStrengths assessment can accelerate your progress. Recognized as a courageous and passionate communicator, Molly's work is rooted in experiential learning and designed to inspire and set people in motion. She is passionate about building teams, developing leaders, creating custom wo…
 
I'm joined by Molly Grisham and we talk about how to use DiSC to accelerate your progress. Recognized as a courageous and passionate communicator, Molly's work is rooted in experiential learning and designed to inspire and set people in motion. She is passionate about building teams, developing leaders, creating custom workshops, and utilizing pers…
 
I'm joined by Molly Grisham as we kick off a four week series on how to use personality assessments to accelerate your program. We are starting off with the Myers Briggs Type Indicator. Recognized as a courageous and passionate communicator, Molly's work is rooted in experiential learning and designed to inspire and set people in motion. She is pas…
 
Kate shares the story of Lilly Ledbetter and the film she is helping put together about Lilly's life, talks about what it's like to run partnerships at some of the largest film festivals in the world and Jason and Kate decide that she is the second greatest number 12 athlete to ever come from the New England area. "Let it all happen." Kate’s role a…
 
Andrea shares the ins and outs of the public relations industry, gets clear about her love of the beach and why she still isn't putting her head under water, and Jason and Andrea get geeked up on the movie Apollo 13. "You were born an original, don't die a copy." For over 30 years, Andrea has created and implement public relations campaigns in a wi…
 
Diana is a former quant, turned strategy and management consultant with experience in variety of industries, most recently financial services. After 10 years in corporate, Diana left that world to start her own Growth and Performance coaching practice where she works with Unfulfilled Overachievers to design an integrated life that works for them. h…
 
Jay gives Jason an education in what "vintage baseball" is, why your network is truly your net worth, and how curiosity is truly a superpower that's not used enough. "Be open, be curious, be authentic, have fun." Jay Ortiz resides in Carmel, NY with his wife Jill and 2 son’s JJ & Jackson. Jay is very involved in the local community where he is a me…
 
Eric talks about the lessons learned from being a punk rock drummer relate to coaching, Jason and Eric geek out on some Phil Collins and for the first time ever, play some tunes on the show, and Eric goes deep on why leaning into inquiry and curiosity is the thing the world actually needs more than ever. "Fuck accomplishments and live in the proces…
 
Mike talks about his professional paddleboarding career, the devasting illness that changed the trajectory of his life and why getting back on a paddleboard was something he just had to do and has resulted in him paddleboarding from the US to Canada. "Get back on your paddleboard and finish your race." Mike Shoreman is The Unbalanced Paddleboarder …
 
Mike starts by delving into his obsession with reading, Jason and Mike talk about what makes a great leader, and how Mike got a chance to perform at the world-famous Comedy Cellar in NYC. "If you change your focus, you change your life." Mike Goldman is an award-winning leadership team coach and the #1 bestselling author of Breakthrough Leadership …
 
Melissa shares her journey from being the first female utility helicopter pilot mechanic to what's lead her to lead multiple small-town congregations in rural Illinois. Jason and Melissa talk about what makes someone a hero and Melissa shares her superpower of being with people in their darkest times. "Don't wait until it's perfect, just take the n…
 
In honor of national stuttering awareness week, we have a special bonus episode today. Jason talks to Joze about what it's like to have a stutter, why President Biden has been such a great advocate to increase awareness of this and Jason and Joze geek out on sales, both the good and the bad. "Why do you stay in prison when the door is wide open?" -…
 
Lauren shares what it was like to attend a ten day mediation retreat with no talking and...a very interesting surprise, Lauren and Jason discuss how people name their businesses and how the integration of empathy and direction makes for the best leaders. "Just do the damn thing." As a coach and doctorate in Industrial/Organizational Psychology with…
 
Graham and Jason laugh about the worst type of question to get in corporate trainings, how the curse of being a high achiever manifests itself and how Graham's risk taking throughout his life has resulted in outstanding results he never could have dreamed of. "What's next? What's the question you haven't asked?" When Graham was younger he was curio…
 
Yohann shares his journey from the French countryside, to playing collegiate soccer in America and then back to France to play professionally. Yohann and Jason talk a lot about metrics and performance in sports and how Hive Skills IQ accelerates that, and shares his opinion on the superpower that the best coaches have. "Remember who you are." Yohan…
 
D'Arcy gets specific about why it's not just what we say but how we say it that really matters, why age is truly just a number and Jason gets some free voice exercises from D'Arcy live on the show. "Thoughts become things, baby." For over two decades, award-winning voice and speech teacher D’Arcy Webb has been helping actors, performers, corporate …
 
Molly shares what had her make the transition from coaching soccer at a collegiate level to deciding to run her own successful business, how needing life saving surgery made her realize that therapy was a good thing and Jason and Molly go deep on the Myers-Briggs assessment. "Give yourself some grace, be patient with yourself and be patient with ot…
 
Andrew and Jason get into the power of stories, Andrew shares his obsession with late night sessions on Wikipedia and they talk about what it's like to continue to grow their entrepreneurial endeavors in the midst of a pandemic. "Honest, personal, specific" Andrew is the founder of The Story Source, a New York City-based consultancy that provides s…
 
Nick educates Jason on surfing (that's not a thing in Minnesota), talk about successes and failures in the startup world and Jason outs himself on his go-to genre of music in his high school years. "Be consistently good. Your network and your reputation are everything." Ambitious and open minded entrepreneur, keen on helping and connecting creative…
 
Kevin gets introduced to an amazing and time wasting website, goes deep on why he is so driven to create films that matter and Kevin and Jason spend some time digging in on each other's Myers Briggs personality types. "Be still." Kevin Satterfield is a documentarian based in Brooklyn, NY. Through his films, he aims to change the existing media land…
 
Jason and Warren talk about their favorite concert venues, Warren goes deep on his successes (he has had major ones) and a few not quite so successful endeavors as someone who launches products. Warren spends some time sharing what it is that drives him to support the innovation community and why writing his new book was so important for him to com…
 
Marc kicks off the episode by talking about one of his true passions, home beer brewing. Jason and Marc spend way too much time geeking out on CliftonStrengths and other assessments and Marc shares his thoughts on why doubt is actually a very powerful thing in our lives and should be leaned into. Congrats to Marc on the release of his new book The …
 
Réamonn shares what the Hard Way Home means and it's a two month rowing journey from NYC to Ireland, which blows Jason's mind. Ray talks about the impact that the pandemic has had on his restaurant in Chelsea, NYC and Jason gives some coaching nuggets. "Get on with it." Réamonn Byrne is the driving force behind the Hard Way Home expedition, a journ…
 
Jason gets some primo and free golfing tips from MerriLyn before she knows what's happening, MerriLyn shares the story of growing up Mormon and the imprint that has on her life now and she shares how what she does for other business owners can save not only their actual business but also their sanity. "Stop doing the things that make you stay up at…
 
Matt shares his perspective on the power of admitting when you are wrong, what it was like working for the Mets, and Matt and Jason spend some significant time talking about their journeys in sales and what's next. "What you think you become, what you feel you attract. And what you imagine you create." Buddha Matt has been in sales for almost 10 ye…
 
Joseph shares his tips on how to work more effectively with a major introvert like himself, shares his passion for what his company Uvaro does for those looking to break into technology sales and Jason and Joseph spend some time venting about non-authentic "Write down what you want to do." Joseph is the CEO of Uvaro, a tech sales career accelerator…
 
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