Caring Transitions

After more than 25 years working in operations, marketing, and diversity and inclusion at some of the country’s most trusted companies — including State Farm, USAA and Charles Schwab —&nbsp;<a href="https://www.linkedin.com/in/bobby-wilkinson-8480741b/?utm_source=1851franchise.com&utm_medium=article&utm_campaign=bobby-wilkinson-caring-transitions-franchisee-feature-2729838" target="_blank" rel="nofollow">Bobby Wilkinson</a> knew his next chapter needed to be different. He wanted more than just another job; he wanted purpose, ownership and the chance to serve others in a more personal way. That search led him to&nbsp;<a href="https://www.caringtransitionsfranchise.com/?utm_source=1851franchise.com&utm_medium=article&utm_campaign=bobby-wilkinson-caring-transitions-franchisee-feature-2729838" target="_blank" rel="nofollow">Caring Transitions</a>. Launching his business in San Antonio Central on July 14, Wilkinson is combining his professional background and core value of empathy to help families navigate some of life’s most challenging transitions.&nbsp;1851 spoke with Wilkinson to learn more about his background, his path to&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a> and his plans for the future.&nbsp;1851 Franchise: Frame your personal story for us. What do you want us to know?Bobby Wilkinson: I spent over 25 years in corporate America in all kinds of roles — operations, marketing, diversity and inclusion — with brands like State Farm, USAA, TIAA and Charles Schwab. These companies are all focused on service — how to take care of your clients and customers in the best way possible.After the last election, my role was eliminated, and I thought, “Maybe this next chapter of life is an opportunity to work for myself.” That’s what really kicked off this whole process — the desire to finally be in control of my future.1851: What was your perception of franchising prior to becoming a franchisee, and what do you want people to know about franchising now that you are in it?Wilkinson: I considered all kinds of business ideas, but one thing that drew me to franchising — especially a more established franchise — was the backend support. There’s an operating model that’s been refined over time, and success stories you can learn from.That’s the advantage: there’s a blueprint for success that someone new, like me, can come in and follow. My experience with State Farm actually informed that idea — that structure and support can really make all the difference.1851: What made you pick this brand? What excites you most about this company?Wilkinson: I initially thought about getting into health care, but when I found Caring Transitions, I was drawn to how it sits adjacent to that space — it’s still about care, just in a different form. The whole idea of empathy — of helping people — really aligned with my values.I talked to a lot of franchise owners and heard their stories — how this brand allowed them to own their future, make an impact and build something meaningful. That resonated with me. One owner in San Antonio invited me to see his team in action. Watching how passionate they were, how much they cared for their customers, how they even helped people recoup money through auctions or by clearing homes to be sold — it just clicked.1851: What do you hope to achieve with your business? What are your plans for growth?Wilkinson: Right now, I want to learn as much as I can. My goal is to build a great team, deliver a strong service and really understand the territory. If we do those things well — if we focus on building relationships and providing real value — I believe the business will grow naturally from there.1851: Is there anything else about your story you want us to know?Wilkinson: One of my first calls came from a local city council official. They had a constituent who needed help moving — someone who couldn’t afford it. I saw it as a great opportunity to help someone in the community and also learn the ropes.Three Caring Transitions owners in San Antonio teamed up and got the job done — packed, moved and unpacked. The appreciation from this gentleman reminded me why I chose this path. It felt good to do something meaningful right from the start.Something I learned during training is that success comes down to having a strong team that believes in the mission. If you find the right people who share the same values and care about the clients, everything else will fall into place. That’s been my focus these past few weeks — building that team.1851: What advice do you have for other people thinking about becoming franchise owners?Wilkinson: Really understand the financial investment. I thought I had a good handle on it, but once I started digging in and getting everything lined up, I realized it takes more than you think.Whatever number you have in mind, add 25%. That’s not a regret — I’m still glad I did this — but it’s the advice I would give anyone: go in with your eyes open and be prepared. If you do that, this can be something truly amazing.To learn more about franchising with Caring Transitions, visit<a href="https://1851franchise.com/caringtransitions/info">&nbsp;https://1851franchise.com/caringtransitions/info</a>.<h3>ABOUT CARING TRANSITIONS:</h3>Caring Transitions provides older adults and their families with the most trusted, respected and comprehensive downsizing, right-sizing, estate sales and online auctions, and move management solutions in the industry. Founded in 2006, the brand is committed to helping people in a compassionate and caring manner during life's many transitions while providing a total and easy solution for clients in their time of need. Through their proprietary online sales platform, CTBIDS, Caring Transitions also prepares clients for the process of liquidating assets through their own online estate sales auction site. With more than 400 locations, Caring Transitions’ compassionate, experienced professionals minimize stress and relieve the burdens of life’s transitions. To learn more visit https://www.caringtransitions.com/

graphic image of a franchisee spotlight bobby wilkinson of caring transitions

Bobby Wilkinson | Caring Transitions Franchisee Feature

1851 Franchise

With a career rooted in service, Wilkinson brings his heart for people and operational expertise to Caring Transitions in San Antonio — and he’s just getting started.

After Decades in Corporate America, Bobby Wilkinson Finds a More Meaningful Way to Serve Through Caring Transitions

bobby-wilkinson-caring-transitions-franchisee-feature

FRANCHISE INFORMATION

Own a Caring Transitions Franchise

Steps to Ownership

Scaling with Purpose

Why Now

Learn

Visit Website

CARING TRANSITIONS

Facebook

LinkedIn

Twitter

YouTube

SOCIAL MEDIA

Caring Transitions Celebrates the Opening of Its 400th Franchise Location

Caring Transitions Celebrates a Strong Start to 2025 With 19 New Franchise Sales and Momentum-Building Training Events

Why Consider a Corporate Career Change? Find Meaningful Work Helping Others With Caring Transitions

CARING TRANSITIONS MOST READ STORIES

1851 LOGIN

GROWTH CLUB LOGIN

ABOUT CARING TRANSITIONS

CONTACT CARING TRANSITIONS

facebook

twitter

linkedin

youtube

First Name

Last Name

Email

Phone

State Of Interest

City

State / Province

Country

Do you have over $50k to invest in your business?

Local Siblings Launch Caring Transitions of Somerset County to Build Legacy and Serve Seniors with Compassion

local-siblings-launch-caring-transitions-of-somerset-county-to-build-legacy-and-serve-seniors-with-compassion

How This Gilbert Entrepreneur Found Purpose Helping Families Through Life’s Transitions

how-this-gilbert-entrepreneur-found-purpose-helping-families-through-lifes-transitions

Building a Caring Transitions Business as a First-Time Entrepreneur

building-a-caring-transitions-business-as-a-first-time-entrepreneur

image of heather martin and mark warthen owners and franchisees of caring transitions in maryland

Veteran and Tech Duo Launch Caring Transitions in Maryland To Bring Meaning and Support to Local Families

veteran-tech-duo-launch-caring-transitions-maryland

Caring Transitions: A Recession-Resistant Franchise Opportunity for Entrepreneurs

caring-transitions-a-recession-resistant-franchise-opportunity-for-entrepreneurs

The Benefits of Buying an Existing Caring Transitions Territory vs. Starting From Scratch

the-benefits-of-buying-an-existing-caring-transitions-territory-vs-starting-from-scratch

Planning Today for Peace Tomorrow: Caring Transitions on the Importance of Estate Planning

planning-today-for-peace-tomorrow-caring-transitions-on-the-importance-of-estate-planning

Caring Transitions Ranks No. 358 on the Franchise Times Top 400 List for 2025

caring-transitions-ranks-no-358-on-the-franchise-times-top-400-list-for-2025

After Decades in Corporate America, Bobby Wilkinson Finds a More Meaningful Way to Serve Through Caring Transitions

MORE STORIES LIKE THIS