
Let's Talk Legacy
What does it mean to build and maintain a legacy, either in business, or for your loved ones? What tools and resources are available to help? Join the discussion along with exciting guests and real listeners just like you, to tackle the answers to these questions, and learn how to grow today, for a better tomorrow.
Southwestern/Great American, Inc., dba Southwestern Family of Companies, for itself and its related entities and their assigns, reserves and retains all rights to their copyrighted materials and trademarks contained in this podcast. Southwestern Legacy Insurance Group is an affiliate of Family First Life.
Latest episodes

Jun 15, 2022 • 25min
Propelled to Succeed, with Catherine Monson
Catherine Monson, CEO of Propelled Brands and Fastsigns International, and chair of the International Franchise Association, shares how overcoming an abusive relationship with her mother taught her to take responsibility for her own attitude, reflects on gathering lessons in positivity from her quadriplegic brother as well as ancient samurai, explains the democratic appeal of the franchise world and how she led the IFA through a pandemic, recounts her experience filming a Top 5 episode of "Undercover Boss", and talks about the 5 common characteristics of successful people, and making a difference in someone's life every single day.

Jun 8, 2022 • 4min
CLIP: From Homeless to Helping Others
Anthony O’Neal, #1 national bestselling author, speaker, and YouTube star, shares the faulty mindset that led him into homelessness, and how he worked his way out, including his somewhat humorous take on the moment of clarity that forced him to examine his lifestyle.Hear Anthony’s full interview on Episode 7 of Let’s Talk Legacy.

Jun 1, 2022 • 25min
Maximizing Your Season, with Anthony O'Neal
Anthony O’Neal, #1 national bestselling author, speaker, and YouTube star, chronicles his journey from homelessness to helper, applying the principles that lifted him up to lead others away from the mistakes that he made, and talks about finding success on YouTube and building a million-strong tribe, how Covid opened up opportunity, his wild reality TV experiment with “The Singles Mansion”, and encouraging singles and younger people to think about building a debt-free life and legacy.

May 25, 2022 • 4min
CLIP: Your Car Is Insured, Why Not Your Life?
Southwestern Legacy's Jacob Gerstenberg talks about a few of his most memorable clients, and tackles the paradox of why you'd never drive your car uninsured, but you'd live your LIFE uninsured.Hear Jacob's full interview in Episode 6 of Let's Talk Legacy.

May 18, 2022 • 16min
The Last Love Letter, with Jacob Gerstenberg
Guest host Ben Majeske and Southwestern Legacy's Jacob Gerstenberg talks about the independence of being a Legacy broker, the feeling of being on the ground floor of something huge, the difference between selling books and selling life-changing insurance, making explosive impact, finishing strong, and leaving a "last love letter" for your family.

May 11, 2022 • 3min
CLIP: Show Leigh the Money!
Superstar sports agent Leigh Steinberg recounts being an advisor on the hit film "Jerry Maguire", based on his life, and shares his #1 most important negotiation tactic.Hear Leigh's full interview in Episode 5 of Let's Talk Legacy.

May 4, 2022 • 24min
Winning With Integrity, with Leigh Steinberg
Leigh Steinberg is THE sports agent, who over 4 decades has represented over 300 professional athletes in football, baseball, basketball, boxing, and Olympic sports. He has represented the No. 1 overall pick in the NFL draft a record eight times, as well as 64 other first round draft picks in the NFL, and 12 future Pro Football Hall of Famers. Steinberg talks about serving as the real-life inspiration for Tom Cruise's character in the film "Jerry Maguire", meeting Apple co-founder Steve Wozniak in college, helping his clients leave a legacy on and off the field, and how to "win with integrity", and get what you want without selling your soul.

Apr 30, 2022 • 4min
Stephen M. R. Covey on Legacy
Bestselling author and thought leader Stephen M. R. Covey talks about carrying on the legacy of his father, Stephen R. Covey, author of "The 7 Habits of Highly Effective People". This except comes from Stephen's interview in Episodes 379 and 380 of The Action Catalyst podcast, part of the Southwestern Family of Podcasts.

Apr 27, 2022 • 4min
CLIP: Ballet, Empowerment, and Building Your Brand
Stephanie Glanzer shares her experience as a classical ballet dancer, how she seeks to empower members of the MGM team, and how a high-level woman navigates a male-dominated industry.Hear Stephanie's full interview in Episode 4 of Let's Talk Legacy.

Apr 20, 2022 • 22min
Leading Las Vegas, with Stephanie Glanzer
Stephanie Glanzer, Chief Sales Officer of all properties for MGM Resorts, the largest entertainment/casino hotel company in the world, shares her beginnings in classical ballet, management at a huge scale, empowering employees, bouncing back after COVID, being a high-level woman in a male-dominated industry, living to the fullest, and integrating, not balancing, work and life.This episode is presented by Southwestern Legacy Insurance Group.