Welcome to Caring Transitions San Antonio Central

Hi, I’m Bobby Wilkinson, owner of Caring Transitions of San Antonio Central, serving families throughout Woodlawn and greater San Antonio. I was born and raised in Kentucky but moved to San Antonio from Los Angeles in 2012 when I joined USAA. I quickly fell in love with the people, culture, and energy of this city, and in 2021, I made Denver Heights my permanent home.

Most of my career has been spent on teams in operations, human resources, and marketing for Fortune 100 Financial Services, Aerospace, and Fintech firms. I’ve led diverse teams, managed high-impact projects, and focused on building strategies that make meaningful differences for customers and employees alike. Throughout my career, I’ve also been active in nonprofit work, serving on various boards and giving back to causes that strengthen our communities.

I decided to open Caring Transitions because I wanted to do something that truly helps people during some of life’s most challenging times. Having experienced as many as twelve moves/transitions across the country, I know how important it is to have trusted, compassionate support. Caring Transitions stood out to me for its strong reputation and its mission to serve seniors and families with dignity and care.

Outside of work, you’ll usually find me exploring San Antonio’s neighborhoods, enjoying local restaurants, or spending time with my adopted San Antonio familia and French Bulldog, Elliott Pip. My goal is to model the core values of Caring Transitions by delivering compassion and empowerment to every client and making sure families feel supported as they move into their next chapter with confidence and peace of mind.