Betting the Limit

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.