Betting the Limit

Episode 64: Drew sits down with Joel Milton, founder of Splash Sports. They dive into the challenges of entrepreneurship, the evolving world of sports betting and prediction markets, and the lessons founders can take from Joel’s journey of building multiple companies that led to successful exits.

Drew sits down with former NHL player, Jordan Schmaltz. They discuss the upcoming Olympics, NHL season, and his new rebranded podcast “Home by 3.”

Episode 62: Drew sits down with one of his good friends, Matt Shaw. Matt is one of the driving forces behind the University of Denver’s success on the ice and in the weight room. Known for his ability to blend science with intensity, Matt has been instrumental in building the physical and mental foundations that have helped the Pioneers become one of the premier programs in college hockey.

Episode 61: Drew welcomes back the show’s first-ever repeat guest, David Carle. They dive into the new NIL and transfer rules, break down the NHL Playoffs, and explore why he turned down multiple NHL opportunities to continue leading the University of Denver.

Episode 60 - In this episode, Drew sits down with Super Bowl champion and former NFL safety T.J. Ward. Known for his physical play and relentless mindset, T.J. shares his journey from being overlooked out of high school to becoming one of the most feared defenders in the league. They discuss the mental toughness it takes to make it in the NFL, the lessons football taught him about leadership and accountability, and what life looks like after football.

Drew sits down with a close friend Gerard Barile who is a partner at Wave Digital Assets, a leading cryptocurrency VC fund. They dive into the world of Bitcoin, meme coins, and explore how athletes can harness the power of blockchain technology to elevate their personal brand and create new income opportunities.

Drew is joined by Dr. Sandeep Palakodeti, the CEO of Velocity Health, for a deep dive into the cutting edge of the longevity space. They explore trending topics like fasting, peptides, wearables, and GLP-1s—and why these innovations are gaining traction. The conversation also covers the fundamental flaws in the American healthcare system, the mission behind Velocity Health, and an exciting upcoming partnership with Amalfi.

Episode 57: Drew sits down with Bryn Chyzyk, the newly appointed General Manager of the University of North Dakota Hockey Team. They dive into the current NHL Playoffs, Bryn’s return to North Dakota, and his journey through scouting and building a championship-caliber program.

Episode 56: Drew sits down with retired NHL player, Colin Wilson. Colin Wilson is a retired American professional ice hockey forward who played 11 seasons in the NHL with the Nashville Predators and Colorado Avalanche. Drafted seventh overall by Nashville in 2008, he tallied 286 points in 632 career games and represented Team USA internationally. A third-generation NHL player, Wilson is now an advocate for mental health and climate-forward investing, sharing his personal journey with obsessive-compulsive disorder and addiction.

In this episode, Drew sits down with NHL forward Morgan Geekie for an inside look at life with the Boston Bruins. From his early days in junior hockey to reaching career highs in goals, assists, and points, Morgan opens up about the journey that’s shaped him. He shares candid stories, the ups and downs of life in the NHL, and what’s fueled his growth on the ice. The conversation dives into team dynamics, off-season routines, and his mindset both on and off the rink. Plus, Morgan weighs in on the current NHL Playoffs, talks about his family, and shares why he believes the Bruins are poised for a strong comeback next season.

Episode 54: Drew is joined by former NFL player, leadership coach, and motivational speaker Alex Molden. As the host of The Ultimate Playbook, Alex blends his experiences on the field with real-life lessons in leadership, mindset, and personal development. In this episode, he shares powerful insights and practical strategies to help you win—not just in sports, but in life. Whether you're an athlete, entrepreneur, parent, or everyday go-getter, Alex offers wisdom to help you elevate your game and become the best version of yourself.

Episode 53: Drew sits down with longtime basketball standout Richard Hendrix. After starring at the University of Alabama, Richard built an impressive international career as a professional player. Now retired, he is making a fast rise in the media world, calling games on ESPN and the SEC Network.

Episode 52: Drew is joined by Will Bartholomew, who shares how he transformed a devastating knee injury into a multi-million dollar fitness company. In 2001, Will founded D1 Sports Training, which has since expanded to over 140 locations and is redefining athletic training nationwide. A three-sport athlete, Will played fullback at the University of Tennessee.

Episode 51: Drew sits down with former MLB pitcher, Bronson Arroyo. Bronson won the World Series with the Boston Red Sox in 2004, was a National League All-Star in 2006 and retired from baseball in 2017. This is a great conversation about baseball, music, and mindset.

Episode 50: Drew sits down with one of the best defensemen to ever play hockey, Chris Pronger. Chris is a two-time Olympic Gold Medal Winner and won the Stanley Cup in 2007 with the Anaheim Ducks. After retiring, Chris worked for the NHL and Florida Panthers before becoming an entrepreneur and motivational speaker.

Episode 49: Former baseball player Ryan Enos sits down and discusses his transition from baseball into real estate. This conversation also focuses on what makes high achievers successful, how sports translates into business, and whether the new real estate commission laws actually did anything to disrupt the industry.

Episode 48: Drew Shore sits down with former NFL player, Darren Waller. They discuss his journey from addiction to becoming one of the league's best players. Since retiring from football in 2023, he is now focused on his music career and charitable foundation.

Episode 47: Drew Shore sits down with long-time NHL defenseman, Sheldon Souray. They discuss addiction, overcoming injuries, family life, and working for Discovery Land Properties.

On Episode 46 of Betting The Limit, Drew sits down with Jeff LoVecchio. Jeff played professional hockey for 10 seasons and is now helping the next generation take their game to the next level. He is the founder of GMBM, Give More Be More. In this conversation, Jeff and Drew discuss some of the hottest trends in fitness, including training routines, fasting, dieting, and cold plunges.

On Episode 45 of Betting The Limit, Drew is joined by Devan Dubnyk. Devan is a former  NHL goalie who was selected 14th overall by the Edmonton Oilers. He went on to play a total of 542 games, with most of those for the Edmonton Oilers and Minnesota Wild. He retired in 2022, began his media career at the NHL network, and is now also mentoring young goalies.

On Episode 44 of Betting The Limit, Drew is joined by Angie Noak. Angie is the Vice President of BrainCode Centers and is now working with people from all over the world on neurofeedback training. Neurofeedback training is the future of elite performance and has been proven to help people with sleep, anxiety, focus/ADD, and many other things. This episode is unique because Angie breaks down Drew’s baseline map during the episode.

On Episode 43 of Betting The Limit, Drew sits down with Adam Levitan. Adam is the king of the daily fantasy sports business and is one of the founders of Establish The Run. In this episode, they discuss content creation, poker, investing, and tennis. 

On Episode 42 of Betting The Limit, Drew is joined by Kris Versteeg. Kris played a total of 643 games in the NHL and is a two-time Stanley Cup Champion. He is now the CEO and founder of Klevr, an athletic platform that allows coaches, players, and parents to share videos and feedback.

On Episode 41 of Betting The Limit, Drew is joined by David Warsofsky. David played in the NHL for the Pittsburgh Penguins, New Jersey Devils, Boston Bruins, and Colorado Avalanche. He recently retired, became an agent, and now represents NHL managers and coaches with PBI Sports.

On Episode 40 of Betting The Limit, Drew is joined by Mike McGee. Mike was a former swimmer at the University of Maryland Baltimore who is now Mugsy's director of customer experience. This episode discusses the early days of Under Armour, the challenges of being a dad and an entrepreneur, and why former athletes make great employees. 

On Episode 39 of Betting The Limit, Drew is joined by Chance Kornuth. Chance is a 4-time World Series of Poker Champion and the founder of a poker training site, Chip Leader Coaching. This episode takes you inside the high-stakes poker world, sharing expert insights, strategies, and stories from his journey to becoming one of the best players in the world. 

On Episode 38 of Betting The Limit, Drew is joined by Alex Lieberman, co-founder of Morning Brew and seasoned entrepreneur, as he dives into stories of ambition, innovation, and the challenges of building a successful business. In this podcast, Alex shares candid insights, interviews thought leaders, and provides actionable advice to help you navigate your own entrepreneurial journey.

On Episode 37 of Betting The Limit, Drew sits down with former NHL defenseman, Ryan Whitney. Ryan was the 5th overall pick in the 2002 NHL Entry Draft. He went on to play a total of 481 games for the Edmonton Oilers, Pittsburg Penguins, Anaheim Ducks, and Florida Panthers. He is now a media star who founded the famous hockey podcast, Spittin Chiclets. He is also the founder of the alcohol brand Pink Whitney. 

On Episode 36 of Betting The Limit, Drew is joined by Sahil Bloom. Sahil was a former baseball player at Stanford University who is now a creator, investor, and entrepreneur. He is also an author and is getting ready to release his new book, The 5 Types of Wealth. This conversation focuses on health, relationships, and self-improvement.

On Episode 35 of Betting The Limit, Drew is joined by Super Bowl champion Bennie Fowler. Bennie played for the Denver Broncos, New England Patriots, New York Giants, and New Orleans Saints. He retired from football in 2021 and is now a speaker, leadership coach, and the Director of Strategic Development at Caprock.

On Episode 34 of Betting The Limit, Drew sits with Jeff Salzenstein. Jeff is a former tennis player who was a two-time All-American and captain at Stanford University. After college, Jeff climbed into the World’s Top 100 players and became a household name after his match against Michael Chang during the 1997 US Open. Jeff is now a professional speaker, coach, and entrepreneur. He recently launched The Zone of Excellence program, helping leaders unleash their true potential (www.jeffsalzenstein.com).

On Episode 33 of Betting The Limit, Drew is joined by Andy Lynn. Andy recently completed running one of the world’s toughest races, the Leadville 100. This podcast details his training for the race and his epic finish. Andy played college soccer and is now a leader in the health and wellness sector. This conversation dives into his diet, training regimen, and opinions on some of the coolest up-and-coming longevity companies.

On Episode 32 of Betting The Limit, Drew sits down with Ryan Warsofsky. Ryan is 36 years old and was recently named the head coach of the San Jose Sharks. Tune in as Ryan shares his insights on the challenges of being a young coach, leadership, and the best way to motivate players. Ryan has won championships at every level, and his attention to detail and ability to connect with young players will help the San Jose Sharks franchise return to its glory days.

On Episode 31 of Betting The Limit, Drew is joined by former NHL Defenseman John-Michael Liles. During his career, John played 836 games for the Colorado Avalanche, Toronto Maple Leafs, Carolina Hurricanes, and Boston Bruins. He also represented Team USA at the 2006 Olympics. He works at Sotheby’s International Realty and is an up-and-coming star in sports media who can be found on Altitude TV.

On Episode 30 of Betting The Limit, Drew sits down with Super Bowl Champion, Ryan Harris.Ryan graduated from Notre Dame and was an Offensive tackle in the NFL for 10 seasons. He isnow a bestselling author, keynote speaker, and working his way up the broadcasting ranks withCBS Sports. This podcast focuses on leadership, mindset, and finance.

On Episode 29 of Betting The Limit, Drew sits down with the CEO of Fuze Technology, Brandon Afari. Brandon recently completed a Series A; (11.5 Million dollars) raise for the technology company he built in 2018. Brandon is a former tennis player who attended the University of Southern California. Brandon sits down to discuss the lessons he learned from previous companies,  leadership, and fundraising.

On Episode 28 of Betting The Limit, Drew is joined by Brandon Chubb. Brandon is a former NFL Linebacker who is now a managing partner at a VC firm, Captain Partners. He is also in the process of building his own wellness studio, Do Not Disturb, and serves on the leadership team of the NFLPA. He launched the Chubb Foundation with his brother, Bradley, and is determined to activate human potential.

Episode 27: Drew welcomes Beau Bennett, a former NHL player known for his time with the Pittsburgh Penguins, New Jersey Devils, and St. Louis Blues. Tune in as Beau shares insights from his professional hockey career and his journey beyond the rink.

In Episode 26 of Betting The Limit, Drew sits down with Peter Jennings, renowned former professional poker player turned entrepreneur, known for his expertise in sports analytics and media. Hear about his journey, including his million-dollar win at Draft Kings' inaugural live fantasy sports event in 2014, which sparked the creation and success of two ventures. Tune in for an insightful discussion on sports, crypto, and the entrepreneurial journey.

In episode 25 of Betting The Limit, Drew has a conversation with Jeff Driskel, a former professional quarterback who has showcased his skills across multiple teams in the National Football League. Driskel played college football at the University of Florida before being drafted by the San Francisco 49ers in the sixth round of the 2016 NFL Draft. Throughout his NFL career, Driskel has also played for teams like the Cincinnati Bengals, Detroit Lions, Denver Broncos, and Houston Texans, displaying versatility and adaptability on the field. His journey in the NFL reflects his resilience and commitment to the game, making him an intriguing figure in professional football.

Episode 24 Drew meets with Charles Ruiz, who shares his transition from a career as a professional athlete to becoming a communication consultant specializing in leadership development. He recently launched his own coaching company, CLR Connection, focusing on mindset, communication, and daily discipline. With experience in facilitating over 700 hours of management training for high-tech startups and Fortune 100 companies, including Salesforce, Airbnb, Google, and SAP, Charlie emphasizes influence and presence rooted in servant leadership. He assists individuals, particularly those with sports or military backgrounds, in navigating career transitions by elevating stories of resilience and providing tools for leadership performance across industries.

On Episode 23 of Betting The Limit, Drew is joined by Ashlan Ramsey, a professional golfer from Milledgeville, Georgia. Ramsey began playing golf at a young age and quickly rose through the ranks of the amateur circuit. She had a standout collegiate career at Clemson University, where she was a four-time All-American and won numerous tournaments. Ramsey turned professional in 2017 and has since competed on various tours, including the Symetra Tour and the LPGA Tour. Known for her skillful play and dedication to the game, Ramsey has garnered attention for her promising talent and determination on the course. Off the course, Ashlan oversees Memberships for The Post, a private membership network connecting leaders Built By Sport.

On Episode 22 of Betting the Limit, Drew is joined by Jordan Schmaltz. Jordan was drafted in the first round of the 2012 NHL Entry Draft. He retired from hockey in 2022 and is now one of the brightest up-and-coming stars in sports media. He recently launched a golf and lifestyle clothing brand, Butter Golf, and is the host of Hockey Night in Scottsdale.

On Episode 21 of Betting The Limit, Drew is joined by Orlando Franklin. Orlando was born in Jamaica, and grew up in Canada before playing football at the University of Miami. He was drafted in the 2011 NFL Draft by the Denver Broncos and also played for the the San Diego Chargers, New Orleans Saints, and Washington Commanders. Orlando retired from the NFL in 2017 and is now working for ESPN and investing in real estate.

On Episode 20 of Betting the Limit, Drew is joined by long time NHL defenseman, Kyle Quincey. Kyle played in the NHL for 13 seasons and is now dedicating his life to helping athletes and veterans during retirement. This episode also discusses winning the Stanley Cup, psychedelic medicine, Ax’s battle with cancer, and working at Fanatics.

On episode 18 of Betting The Limit, Drew is joined by Justin Pugh. Justin was drafted in the first round of the 2013 NFL draft and played for the New York Giants and Arizona Cardinals. This is a great conversation about his career, real estate investing, and the future of athletes in business.

On episode 17 of Betting the Limit, Drew is joined by David Bergeron. David is the President and Co-Founder of a new real estate company, ReSeed Partners. Previously, he successfully sold his last company, T3 Advisors, in June of 2021. David played football at Stanford University before being selected in the 2005 NFL Draft. He played middle linebacker for the Eagles, Titans, and Panthers. This was a great conversation about leadership, real estate, and sports.

On episode 16 of Betting the Limit, Drew is joined by Kevin Dahlstrom. Kevin is the the CEO and Founder of Swell, a new technology company that is designed to help millions of people who struggle with credit card debt. Kevin has found success in many different business ventures and is constantly working to improve in all aspects of his life. This was a great conversation about leadership, living a balanced life, and the mission of his new company.

On episode 15 of Betting The Limit, Drew is joined by Chris Dimarco. Chris is a professional golfer who attended the University of Florida. He has won 7 tournaments as a pro, 3 PGA events, and was ranked a top ten player in the world for 61 weeks. He recently started a wine business, works in the media, and can often be found doing guest appearances on the Golf Channel.

On episode 14 of Betting The Limit, Drew is joined by Christian Ponder. Christian was the 12th overall pick in the 2011 NFL Draft and went on to play for the Minnesota Vikings, Oakland Raiders, San Francisco 49ers, and the Denver Broncos. He threw 38 touchdown passes before retiring in 2016. He is currently the CEO and Founder of The Post, an invite-only leadership network built by athletes, for athletes.