Lisa Holladay has spent her career building loyalty for Mercedes-Benz, The Ritz-Carlton, St. Regis, and now TIGER 21. She joins Ryan Alford to explain how intentional customer experience turns transactions into lasting relationships and why product quality alone cannot create brand love.
Their conversation covers customer journey mapping, experiential marketing, surprise-and-delight moments, community building, and the challenge of creating meaningful value for ultra-high-net-worth members. Lisa also takes Ryan inside TIGER 21’s peer-learning model, where entrepreneurs and executives connect around investing, family, philanthropy, health, and life after a major business exit.
Lisa and Ryan discuss what changed when she moved from global corporations with massive sponsorship budgets to an entrepreneurial organization where ideas can be tested quickly and leaders are trusted to take risks.
TOPICS COVERED
Lisa Holladay’s career at Mercedes-Benz and Marriott
Building luxury customer experiences
The relationship between brand love and customer loyalty
Why a strong product is only one part of retention
Designing an intentional customer journey
Creating memorable experiential marketing
Building communities instead of customer lists
TIGER 21’s peer-to-peer learning model
Serving entrepreneurs after a major liquidity event
Connecting wealth, family, philanthropy, and purpose
Maintaining engagement through digital and in-person experiences
Creating an entrepreneurial culture inside a growing organization
CONNECT WITH LISA HOLLADAY
TIGER 21: https://tiger21.com/
Lisa on LinkedIn: https://www.linkedin.com/in/lisaholladay01
Lisa on Instagram: https://www.instagram.com/holladaytime/
CONNECT WITH RYAN ALFORD AND RIGHT ABOUT NOW
Right About Now: https://www.ryanisright.com/
Ryan Alford: https://www.ryanalford.com/
Ryan on Instagram: https://www.instagram.com/ryanalford/
Ryan on LinkedIn: https://www.linkedin.com/in/ryan-alford/
Apple Podcasts: https://podcasts.apple.com/us/podcast/right-about-now-legendary-business-advice/id1346054199
Spotify: https://open.spotify.com/show/0gy9HkTiwpAAgu1DFyIW9h
YouTube: https://www.youtube.com/@RightAboutNowwithRyanAlford
