The Matthews Mentality Podcast Kyle Matthews

One of Fort Capital’s core values is resilience, something its founder Chris Powers knows well. In this episode, Chris joins Kyle to talk about his personal and professional journeys, from navigating the loss of his father and wrestling with society’s expectations about men’s emotions to key career moments and the decision to focus on Class B industrial real estate. Chris emphasizes the importance of mental health, his challenges in real estate entrepreneurship, and the power of self-awareness. These things, Chris shares, helped him transition from a hands-on CEO to chairman of his multibillion-dollar real estate investment firm, Fort Capital. Highlights include Chris’ definition of success, the value of emotional vulnerability, and building relationships to grow personally and professionally.

In this episode, Kyle tackles insights from esteemed high school football coach Bruce Rollinson about his tenure at Mater Dei High School and the integral values of pride, poise, and courage that led to his formidable football legacy. Rollinson shares wisdom from on and off the field about leadership, the art of team building, mentoring young athletes, and evolving to stay competitive. Learn how Rollinson built his legacy—and helped others build theirs—by sticking to the fundamentals: preparation, resilience, and mentorship. Highlights also include Rollinson’s retirement plans, self-confidence as a catalyst for success, and the intricacies of sports and life.
 
00:00 Introduction
01:55 The Rollinson Legacy: Building Character On and Off the Field
02:42 High School Rivalries and Family Ties
04:18 Coaching Beyond the Game
25:45 Rebuilding Mater Dei Football from the Ground Up
35:27 Adapting and Overcoming Challenges
42:13 A New Era for Mater Dei Football
44:46 On Success and the Drive to Win
47:30 The Danger of Complacency in Success
48:08 Leadership and Continuous Improvement
53:28 Learning from Losses
57:55 The Role of Self-Belief in Developing Talent
01:04:22 Creating a Winning Culture and Leadership Dynamics
01:11:38 The Essence of Pride, Poise, and Courage
01:21:05 Retirement Reflections
01:28:43 High Achievers vs. Those Who Fall Short
01:35:40 No Excuses, Just Effort

Keith Wasserman has “never had a job.” Co-Founder of Gelt Ventures and Kyle Matthews’ longtime friend, Keith is a real estate powerhouse whose tenacity evolved from selling 200,000 assets on eBay in college to acquiring $3 billion worth of multifamily and self-storage properties. After Keith bought his first property in 2009, he met his wife—equally tenacious and an avid cold caller—and the two started what’s now a multi-billion dollar commercial real estate venture in the western United States. Keith discusses investing strategies, building business relationships early on at USC, managing a career with his wife, and overcoming challenges in raising capital.
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This show if brought to you by Matthews Real Estate Investment Services. Thank you for listening. If you have any comments, questions, or concerns, please contact podcast@matthews.com

In this episode, NFL’s own Justin Pugh joins Kyle to talk about his journey from first-round NFL draft pick to starting lineman to avid real estate investor. As an underdog, Justin shares what it was like to be underestimated in football and how that instilled in him the mental and physical resilience he carried into business. Justin’s entry to commercial real estate as an owner was a natural one, prompted by the grit and competitiveness needed to succeed in sports. Highlights include new parenthood as an NFL player, shifting from rookie to fighter mentality, and the importance of finding a good mentor.
Show Notes00:00 – Introduction
01:05 – Justin’s Journey: From Football to Real Estate
03:27 – The Impact of Family on NFL Careers
10:51 – Signing with the Arizona Cardinals
20:53 – College Football’s Highs and Lows
27:47 – Being an NFL Player and a New Parent
35:52 – Building Confidence in the Early Days
38:22 – The NFL Draft
45:23 – The Business Side of the NFL
52:33 – From Rookie to Veteran
01:03:57 – Mental and Physical Strength in the NFL
01:07:13 – Turning to a Success Coach for Guidance
01:11:44 – Navigating Injuries and Management Changes
01:15:13 – The Link Between Football and Real Estate Investments
01:24:42 – The Future: Real Estate Development and Potential NFL Return

In this episode, Kyle Matthews is joined by Liz Elting. Liz is the co-founder of the world's largest translation service, TransPerfect, and founder of the Elizabeth Elting Foundation. From building her startup in her college dorm to becoming one of Forbes' richest self-made women, Liz has a unique leadership story to tell. She is the author of “Dream Big and Win,” a book that translates passion into purpose, and is a guest lecturer at Columbia and NYU. Today, Liz shares her insight on the importance of scalability, the complexities of business partnerships, balancing work and family, her commitment to growth, and the role of business in giving back to society.
 
00:00 Introduction and Early Career
01:38 Liz's Big Moment in 2018
04:09 Current Life and Activities
07:33 Childhood and Early Experiences
09:09 Language Skills and International Experiences
11:03 College and Early Career
34:53 Starting TransPerfect
36:23 Challenges and Successes in Building TransPerfect
43:40 Setting Goals
44:00 The Early Struggles and Triumphs of Entrepreneurship
44:16 The Importance of Resilience
45:57 The Challenges of Self-Funding and Balancing Growth
46:43 The Evolution of Management Style and Company Growth
47:44 The Turning Point: Realizing the Potential for Success
58:28 The Journey to Global Expansion
01:00:41 Work-Life Balance
01:09:00 The Decision to Sell and Achieving Financial Freedom
01:14:57 The Creation of the Elizabeth Elting Foundation
01:23:19 Reflections on a Successful Career and Advice for Young Professionals

Pat Williams, co-founder of the NBA's Orlando Magic and former general manager for various teams, discusses his journey from Philadelphia to establishing an NBA franchise in Orlando. In this detailed and engaging conversation, Williams shares personal experiences, including his adoption of 14 children and his battle with cancer. He offers unique insights into team management, player recruitment, and his pursuit of a Major League Baseball franchise for Orlando. Williams shares stories about key figures in the NBA, provides invaluable advice on overcoming adversity, staying true to passions, and fostering continual learning.
 
00:14 Introduction and Guest Background
01:16 Pat Williams' Family Life and Adoption Journey
01:40 Pat's Early Love for Baseball and Career Aspirations
05:09 Pat's Childhood and Early Influences
07:07 Pat's Early Career in Baseball and Military Service
07:53 The Importance of Mentorship in Pat's Career
10:05 Pat's Time as a General Manager in Spartanburg
13:07 Pat's Transition from Baseball to Basketball
37:53 The Big Leap: From Spartanburg to Philadelphia
38:41 Navigating the Media Landscape
39:05 The Challenges of a Big Media Market
39:40 Proving the Doubters Wrong: Spartanburg Strategies in the Big Leagues
41:21 The Evolution of NBA Teams: From 7 to 250
41:42 The Daily Grind: A Day in the Life of a Sports Executive
41:58 The Myth of Work-Life Balance
43:36 The Unexpected Call: Opportunity with the Chicago Bulls
44:26 The Trade That Changed Everything
44:52 The Unexpected Path to the Chicago Bulls
45:39 The Big Move: From Philadelphia to Chicago
46:07 The Challenges and Triumphs in Chicago
47:33 The Work-Life Imbalance: Juggling a Career and Family
59:30 The Return to Philadelphia: A New Chapter Begins
01:04:13 Building a Championship Team: The Acquisition of Julius Irving
01:09:44 The Perfect Season and the Playoffs
01:10:26 The Journey in Philly and the Move to Orlando
01:11:34 The Birth of Orlando Magic
01:14:16 The Arrival of Shaquille O'Neal and the Rise of Orlando Magic
01:17:21 The End of an Era and the Start of a New Challenge
01:24:17 The Battle with Cancer and the Lessons Learned
01:29:05 The Importance of Overcoming Adversity in Sports and Life
01:34:23 The Pursuit of Lifelong Learning and Growth