Caring Transitions

Leslie Pennington spent two decades leading national campaigns and driving growth for some of the country’s top financial and insurance brands. But deep down, she always knew she was meant to do something more personal, more impactful. Now, as the owner of&nbsp;<a href="https://www.caringtransitionsfranchise.com/?utm_source=1851franchise.com&utm_medium=article&utm_campaign=caring-transitions-leslie-pennington-jacksonville-2729463" target="_blank" rel="nofollow">Caring Transitions&nbsp;</a>of West Jacksonville, Pennington is channeling her strategic mindset and heart for service into a mission-driven business. Focused on helping families through downsizing, relocation and estate sales, her franchise is built to meet a rising community need — with compassion at its core.&nbsp;1851 spoke with Pennington to learn more about her story and her decision to join the&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a> franchise family.&nbsp;1851 Franchise: Frame your personal story for us. What do you want us to know?Leslie Pennington: Launching a Caring Transitions franchise is deeply personal for me. It’s not just a business — it’s a calling. I’m passionate about making a meaningful impact in the community by helping families navigate life transitions with compassion, dignity and practical support. This is the start of a new chapter for me where purpose meets entrepreneurship.1851: What did you do before franchising, and how did you decide franchising made sense for you?Pennington: Before franchising, I spent over 20 years in marketing and strategic partnerships, leading national campaigns and managing high-impact initiatives in the financial and insurance sectors. I’ve always been entrepreneurial at heart, but I knew I wanted to start something with an existing support system and proven framework. Franchising offered the right blend of independence and infrastructure to allow me to scale with confidence and focus on impact from day one.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?Pennington: Before becoming a franchisee, I saw franchising as a more structured and less risky path to entrepreneurship — which was appealing to me because I’m naturally risk-averse. I liked the idea of following a proven system rather than starting completely from scratch.Now that I’m in it, I’ve realized that while structure is a huge asset, success still depends on choosing the right franchise — one that aligns with your values, your strengths and the kind of impact you want to have. Not all franchises are created equal, so it’s important to take your time and find the right fit. When you do, it can be incredibly empowering.1851: What made you pick this brand?Pennington: Caring Transitions offered the structure and support I was looking for, but what really set it apart was the mission. I wanted a business where I could be hands-on, make a difference in people’s lives, and still have a solid operational framework behind me.As someone who values having a clear roadmap, I appreciated the systems in place — from training to technology. But even more importantly, the brand's focus on compassion, service and community felt like a perfect fit. I wasn’t just buying into a business — I was joining a purpose-driven network that reflects who I am.1851: What excites you most about this company?Pennington: I’m excited by the heart behind the brand. Every service we offer — from downsizing and estate sales to senior relocation — is rooted in empathy and making people’s lives easier during difficult times. It’s rare to find a business model that allows you to be profitable and purposeful at the same time, and that’s what excites me most.1851: What do you hope to achieve with your business? What are your plans for growth?Pennington: My short-term goal is to become the go-to resource for senior transition services in West Jacksonville, earning trust one family at a time. Long term, I plan to grow through strategic partnerships and potentially expand into a second territory. I want to build a scalable business that creates jobs, supports families and becomes a pillar in the community.1851: Is there anything else about your story you want us to know?Pennington: This franchise is more than a career shift — it represents a lifestyle change. I’ve made a conscious decision to step away from the corporate grind and build something that reflects who I am and what I stand for. I also want to be a role model for my son by showing him what it means to lead with purpose and take bold steps toward your dreams.1851: What advice do you have for other people thinking about becoming franchise owners?Leslie Pennington: Take the leap, but do your homework. Make sure the brand aligns with your personal mission, not just your financial goals. Franchising isn’t a shortcut — it’s a framework. Your success depends on how much you invest in learning, adapting and serving your community. And most importantly, trust yourself — you’re more capable than you think.ABOUT CARING TRANSITIONS: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 350 locations, Caring Transitions’ compassionate, experienced professionals minimize stress and relieve the burdens of life’s transitions. To learn more visit&nbsp;<a href="https://www.caringtransitions.com/?utm_source=1851franchise.com&utm_medium=article&utm_campaign=caring-transitions-leslie-pennington-jacksonville-2729463" target="_blank" rel="nofollow">https://www.caringtransitions.com/</a>.

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Caring Transitions Franchisee Feature: Leslie Pennington in Jacksonville, Florida

1851 Franchise

After a 20-year corporate marketing career, Pennington is turning her attention to community impact—helping families navigate life’s toughest transitions with dignity, empathy and practical support.

From Campaigns to Compassion: Leslie Pennington Launches Purpose-Driven Caring Transitions Franchise in Jacksonville, Florida

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For many aspiring franchise owners, the first few months after signing an agreement can feel like the biggest unknown. What happens between becoming a franchisee and launching a fully operational business?&nbsp;At&nbsp;<a href="https://www.caringtransitionsfranchise.com/">Caring Transitions</a>, the onboarding process is designed to remove that uncertainty, guiding new owners through a structured ramp-up period that blends training, operational preparation and early client acquisition.<h2>Days 1-30: Training, Strategic Start and Building the Foundation</h2>The first month focuses heavily on training and preparation. New franchisees complete onboarding programs designed to teach the&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a> service model, including downsizing services, relocation support, estate sales and online auctions through the brand’s&nbsp;<a href="https://1851franchise.com/caringtransitions/how-franchisees-can-tap-into-the-rising-trend-of-estate-sales-with-ctbids-2728327">proprietary CTBids platform</a>.This period also introduces franchisees to the brand’s Strategic Start framework — a structured approach to launching a new location. Strategic Start helps owners establish the operational and marketing foundation they need before serving their first clients. That includes everything from understanding pricing and job workflows to learning how to market services locally. For franchisees like&nbsp;<a href="https://www.linkedin.com/in/petelankarge">Pete Lankarge</a> in&nbsp;<a href="https://www.caringtransitions.com/locations/newport-ri">Newport, Rhode Island</a>, the structured support system made it possible to hit the ground running.“What was great from the perspective of the Caring Transitions corporate team was that they provided so much guidance to be properly launched and let us hit the ground running,” Lankarge said.Equally important during this phase is building the initial team and tools required to operate efficiently. Caring Transitions provides franchisees with resources that simplify hiring and workforce management.For Lankarge, one of those tools helped him quickly assemble a team capable of handling early jobs. “For example, we have a partnership with a company called&nbsp;<a href="https://www.jazzhr.com/">JazzHR</a>,” he said. “That is how most of our employees have come in. That is one example of how we found staff members, which is how we were able to pull off the jobs that we had.”With operational systems in place and hiring underway, franchisees spend the latter part of the first month preparing for their initial marketing efforts.<h2>Days 30-60: Building Community Connections and Generating Leads</h2>Once the operational foundation is in place, the focus shifts to generating awareness in the local market. Caring Transitions businesses are deeply rooted in their communities, so relationship-building is critical to early growth.New franchisees begin connecting with local organizations, senior living communities, real estate professionals and other referral partners who often encounter families navigating downsizing or relocation decisions.“I went out and quickly joined the Newport Chamber of Commerce,” Lankarge said. “A couple of our jobs have come from that group in particular. The networking and generating word-of-mouth buzz was a big piece of that. Just helping get the word out.”Corporate support also helps franchisees amplify those efforts through established partnerships and brand credibility. “That is a big benefit of the franchise model,” Lankarge said. “You are not by yourself. It makes it much easier as a start-up entrepreneur.”For franchisees operating in markets where Caring Transitions already has a presence, referral pipelines may develop even more quickly.<a href="https://www.linkedin.com/in/jamie-lee-davis-540004155/">Jamie Davis</a>, owner of&nbsp;<a href="https://www.caringtransitionsofgilbertaz.com/">Caring Transitions of South Gilbert, Arizona</a>, quickly found that community relationships played a major role in her early growth.“We have a lot of retirees here, and those communities are very ingrained in what we do,” Davis said. “I have gotten a lot of my work from referrals - I have a few clients who have recommended me to their neighbors or their friends. It’s nice that my clients are so happy that they feel comfortable sharing.”<h2>Days 60-90: Landing First Clients and Learning in the Field</h2>By the third month, many franchisees are actively serving their first clients. Those early projects often become the most valuable learning experiences as owners put their training into practice and refine their operational systems.For Lankarge, the momentum started quickly after his initial team orientation. “We were fortunate to land a very large client two weeks after training,” he said. “Immediately, we got to have the whole team dive in.”The project became an immersive training opportunity for his team. “From that one client, we had a massive home cleanout and ran three separate estate sales from it,” he said. “It launched us to train the team in the field, essentially.”Those early jobs also demonstrate&nbsp;<a href="https://1851franchise.com/caringtransitions/10-reasons-why-caring-transitions-stands-out-among-other-franchises-2727831">the scale and variety of work Caring Transitions franchisees handle</a>. “The project itself was very meaningful - it was a Navy veteran who passed away,” Lankarge said. “They had a lifetime of collecting and a lot of really cool antiques, designer clothing, jewelry and artwork.”For many new owners, the first few months reveal how quickly the business can grow once systems and referrals are in place. “Once we got that big client, I saw why we needed staff assistance,” Lankarge said. “I was able to be the team lead on the project in the field, but the vision down the road is to have others in place who can run the projects.”<h2>Building Systems for Long-Term Growth</h2>As operations ramp up, franchisees begin refining their approach to staffing, marketing and project management. Davis, who opened her Caring Transitions business in July 2025, quickly expanded her team to support growing demand.“I started out with two employees and I now have seven employees,” she said. “I have a business development rep that is connecting with the community, and I also have a social media manager that I brought in part-time. I am also hiring three more people soon.”For Davis, the ability to adapt has been one of the biggest advantages of the franchise model. “A lot of franchises are very cookie-cutter,” she said. “What I like about Caring Transitions is that they have given me tools but really allowed me to adapt them to my strengths and how I want to use the tools.”<h2>A Structured Start With Purpose</h2>While every franchisee’s first 90 days will look slightly different, the overall roadmap remains consistent: training, foundation-building, networking and early client work. With each step,&nbsp;<a href="https://1851franchise.com/caringtransitions/the-benefits-of-owning-a-caring-transitions-franchise-why-entrepreneurs-are-choosing-the-senior-services-industry-2731583">Caring Transitions provides the support systems</a> necessary to help new owners succeed - from operational guidance and hiring tools to marketing resources and coaching.“It’s been amazing - I’ve learned a lot,” Davis said. “It’s hard work at times, but it’s been so rewarding on so many levels that I’m really happy I made this jump.”By the end of the first three months, new franchisees typically have the fundamentals in place: a trained team, an emerging referral network and real experience helping families through some of life’s most emotional transitions. From there, the focus shifts from launching the business to scaling it by continuing to build relationships, serve clients and grow a purpose-driven operation within the community.For entrepreneurs considering franchise ownership, the first 90 days with Caring Transitions demonstrate something important: while the journey requires dedication and hard work, franchisees are never navigating it alone.For more information about franchising with Caring Transitions, visit<a href="https://1851franchise.com/caringtransitions/">&nbsp;https://1851franchise.com/caringtransitions/</a>.

From training and Strategic Start to landing first clients and building community partnerships, the first three months set the foundation for a purpose-driven business.

What the First 90 Days Look Like as a New Caring Transitions Franchise Owner

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For many couples, the dream of building something meaningful together goes beyond date nights and vacations. It’s often more about creating a shared future with purpose. Increasingly,&nbsp;<a href="https://1851franchise.com/caringtransitions/caring-transitions-cynthia-ronald-cox-hartwell-ga-2730052">couples across the country</a> are finding that franchising offers a powerful way to combine their professional strengths, personal values and long-term goals.With its full-service senior relocation, downsizing and estate sale model,&nbsp;<a href="https://www.caringtransitionsfranchise.com/">Caring Transitions</a> has become an especially attractive option for husband-and-wife teams. The brand’s structure allows partners to divide responsibilities, lean into complementary skill sets and build a business that makes a tangible difference in their community.For&nbsp;<a href="https://www.caringtransitionsofpalmharbor.com/">Ken and Nicki Leonard</a>, becoming franchise owners together was both a natural next step and a deeply personal decision.<h2>A Shared Heart for Service</h2>Before joining&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a>, both Ken and Nicki had long careers rooted in helping others."I am a service-minded person," Ken said. "I started doing design work and home repair, and Nicki’s brother, who was an administrator for our county, suggested substitute teaching. I ended up being a teacher for 10 years and when COVID happened, I got out of that. Nicky is a retired registered nurse with the VA, which she did for about 20 years. She is service-minded as well.”Nicki’s health care career spanned nearly two decades. “I started as a surgical technician and eventually went back to school,” she said. “I finished out my 18-year career as a certified wound care specialist. Primarily, our work was with veterans.”After stepping away from full-time nursing and taking travel assignments, the couple began thinking more seriously about entrepreneurship. Ken had always had a side hustle, including a successful Amazon book business, and both felt the pull to build something of their own.“We got the bug of owning our own business and setting our own schedule,” Ken said.When they were approached three years ago about taking over a Caring Transitions territory near them in Palm Harbor, Florida, the concept immediately resonated.<h2>Turning Personal Experience Into Purpose</h2>For many Caring Transitions franchisees,&nbsp;<a href="https://1851franchise.com/caringtransitions/10-reasons-why-caring-transitions-stands-out-among-other-franchises-2727831">the decision to invest is deeply personal</a>. For the Leonards, it was shaped by their own family’s experience.Ken recalls struggling to help his mother from a distance when her health declined.“My mom had severe health issues, but she lived in Baltimore when I lived in Florida,” he said. “Her health started to decline and it was hard to tell from far away. On FaceTime, she seemed great, but when we came to visit her, she ended up needing surgery, and we ended up moving her to Florida. But we didn’t know what to do with the house and all of the things she had accumulated.”At the time, they didn’t know about Caring Transitions. “Had we known about Caring Transitions, we definitely would have used their services ourselves,” Ken said.Today, that lived experience fuels their empathy for clients. “As a husband-and-wife team, we can walk in and we know what that family is living through because we’ve been through it,” Ken said.Nicki adds that their professional backgrounds only deepen that connection. “We really appreciated the fact that our foundation and our professional past truly gives us a rock-solid foundation for these clients,” she said. “We are bringing a skill set that not many people have. It was really a no-brainer the more we started to get involved in the community.”<h2>A Model Built for Complementary Strengths</h2>One reason couples are drawn to Caring Transitions is&nbsp;<a href="https://1851franchise.com/caringtransitions/exploring-the-flexibility-of-owning-a-caring-transitions-franchise-how-you-can-build-a-business-that-fits-your-lifestyle-2729907">the flexibility of its service lines and operational structure</a>. The business includes senior relocation services, downsizing, estate sales and the proprietary&nbsp;<a href="https://1851franchise.com/caringtransitions/how-franchisees-can-tap-into-the-rising-trend-of-estate-sales-with-ctbids-2728327">CTBids online auction platform</a>, offering multiple revenue streams and operational roles.This allows couples to divide responsibilities based on their strengths. Some owners focus on sales and community outreach while their partner manages operations and logistics. Others leverage health care, real estate, project management or marketing experience. The model adapts to the team.For Ken and Nicki, the shared responsibility also means shared impact. “We decided to leave our 9-to-5 so we could make an impact in the community together, and it doesn’t run on the shoulders of one person,” Nicki said.That balance helps prevent burnout and creates sustainability, a key factor for couples planning long-term ownership.<h2>Flexibility That Strengthens Both Business and Marriage</h2>For many couples, franchising represents not just financial opportunity but lifestyle freedom. That was a major draw for the Leonards.“If we want to take a three-day weekend to jump in the RV and visit the family, we can because we know each other’s schedule,” Ken said. “That trust is there because we’ve been married for a while now. I don’t have to worry about somebody doing something with the company while we are gone.”That built-in trust is one of the biggest advantages&nbsp;<a href="https://1851franchise.com/caringtransitions/caring-transitions-macon-ga-jay-mcelrath-leslie-vito-2729746#stories">couples bring to franchise ownership</a>. “We can read each other’s minds. We don’t really have to talk about it,” Ken said. “But you do have to set that work-life balance, so that you aren’t always talking about business.”Nicki agrees that their communication as a husband-and-wife team has been a strength. “Our clients love that we are a husband-and-wife team, they really respond well to it,” she said.&nbsp;That dynamic can be&nbsp;<a href="https://1851franchise.com/caringtransitions/caring-transitions-a-recession-resistant-franchise-opportunity-for-entrepreneurs-2730712">especially meaningful in senior transition work</a>, where families are navigating emotional and complex life changes. Clients often find comfort in working with a team that models partnership and stability.<h2>Building a Business and a Life Together</h2>As America’s senior population continues to grow,&nbsp;<a href="https://1851franchise.com/caringtransitions/scaling-with-purpose-why-caring-transitions-owners-keep-growing-2729104">demand for compassionate, professional relocation and transition services is rising</a>. For couples seeking both opportunity and purpose, Caring Transitions offers a unique path.It’s a chance to combine skills, share responsibility and make a meaningful difference side by side.“Having a spouse that supports you is huge, we could not have done this journey without having each other as sounding boards and true business partners,” Ken said.Together, they’ve built more than a franchise. They’ve built a shared mission rooted in service, strengthened by partnership and sustained by trust.To find out more information on costs to buy this franchise, please visit&nbsp;<a href="https://1851franchise.com/caringtransitions/info">https://1851franchise.com/caringtransitions/info</a>.

Couples are increasingly owning a Caring Transitions franchise together. This allows them to combine skills to build a meaningful business offering essential senior relocation and downsizing services.

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At a time when more women are pursuing business ownership as a pathway to flexibility, fulfillment and financial independence,&nbsp;<a href="https://www.caringtransitionsfranchise.com/">Caring Transitions</a> stands out as a franchise where women consistently excel. Built around senior relocation, downsizing and estate sales, the brand’s mission-driven model naturally attracts women who want to build profitable businesses rooted in compassion, service and community impact.<h2>From Health Care to Heart-Led Entrepreneurship</h2>For&nbsp;<a href="https://www.linkedin.com/in/dershie-kurtz-1b77792ab">Dershie Kurtz</a>, franchise owner of&nbsp;<a href="https://www.caringtransitions.com/locations/boerne-fredericksburg-kerrville">Caring Transitions of Boerne, Fredericksburg and Kerrville</a>, the move into franchising was grounded in decades of service.“I am a physical therapist, so I’m used to working with seniors,” Kurtz said. “We owned a pediatric home health company and did that for about 10 years, which is where I got my business experience from.”After selling that company at the end of 2019, Kurtz initially stepped into retirement — but not for long. When she discovered&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a> through a friend’s franchise, she immediately felt aligned with the brand’s purpose.“I loved seeing her work with seniors and helping them move,” Kurtz said. “I loved the brand. I loved the people. Everyone seems to be in it for the right reasons.”She launched her franchise in late 2022 and hasn’t looked back. “We started with our first house and really haven’t stopped since then,” she said. “We go from one house to the next. Sometimes we have two auctions up at one time.”For many women entrepreneurs, one of the biggest barriers to launching a business is the fear of doing it alone. Caring Transitions’ franchise model directly addresses that concern.“This has been a very supportive environment,” Kurtz said. “We have business coaches that we can call on anytime we need help, which is very helpful. Also, connecting with other owners is very helpful.”She especially values&nbsp;<a href="https://1851franchise.com/caringtransitions/why-franchising-with-caring-transitions-is-a-smart-investment-for-entrepreneurs-2731027">the peer-to-peer connections within the network</a>. “Sometimes I’ll gravitate to other women who are trying to run the business themselves,” she said. “We can talk and hash those things out together.”Unlike her previous independent business, where she built everything from the ground up, franchising offered a different experience. “I never felt like there wasn’t somebody I could call to help solve the issue,” she said.Her advice to other women considering the leap into business ownership is simple and direct:“Don’t be afraid to take the leap,” Kurtz said. “You put in a lot of hours, but you are helping people so it is very rewarding. If you follow the steps, you are going to be successful at it. Anytime new people come on board, all of the franchisees try to help each other out.”<h2>Designing a Business Around Relationships</h2>For&nbsp;<a href="https://www.linkedin.com/in/alissa-agnoli-51780319">Alissa Agnoli</a>, owner of&nbsp;<a href="https://www.caringtransitions.com/locations/oaklandmacomb-mi">Caring Transitions of Oakland Macomb</a>, the path to franchise ownership was shaped by a career rooted in relationships and empathy. “I spent about 20 years working as a residential interior designer, but I also worked with seniors and studied senior-specific design,” Agnoli said. “I always had a passion for it.”After transitioning into marketing for a real estate team, she found herself working closely with people navigating moves and downsizing — and partnering with a local Caring Transitions franchisee.“When that franchise sold, we wanted to still be able to service the clients in the same way,” she said. “One of our business partners and I realized our brand was really missing the full range of services that Caring Transitions offers.”In 2022, she made the decision to bring the brand back to her market. “Caring Transitions really embodies everything that I want to follow in my own business,” Agnoli said. “We are very relationship-oriented. The services that we offer genuinely make a difference.”For Agnoli, the alignment was deeply personal. “It really aligned with my beliefs as an empath and a giver,” she said. “We are a very big problem solver in helping clients navigate their issues. Helping them solve their problems and their stressors is why we went with Caring Transitions.”Caring Transitions’ model — combining relocation services, downsizing support and online estate auctions — creates&nbsp;<a href="https://1851franchise.com/caringtransitions/how-franchisees-can-tap-into-the-rising-trend-of-estate-sales-with-ctbids-2728327">multiple revenue streams</a> within a single, mission-driven business. But what truly differentiates the brand is the culture.For Agnoli, fulfillment is central to the equation. “For me, it’s all about finding what fills your cup,” she said. “You have to be happy when you are working every day and running a business. You have to find something that makes a difference and makes you feel like you accomplished what you wanted.”<h2>A Franchise Where Women Thrive</h2>As Women’s History Month celebrates the trailblazers of the past, Caring Transitions highlights the women building the future — women who left corporate careers for more meaningful work, women who built businesses aligned with their values and women who are creating local impact through compassionate service.“It’s all about helping people,” Kurtz said. “This business has been such a blessing — a way to use my experience and passion to really make a difference in people’s lives.”Some days are joyful — meeting new clients and celebrating fresh starts. Others are emotional — helping families who have lost a loved one. But for many women franchisees, that meaningful work is exactly the point.“It’s all about finding the right company and the right business to be able to grow as a woman in business,” Agnoli said. “Caring Transitions is a perfect fit.”To find out more information on costs to buy this franchise, please visit&nbsp;<a href="https://1851franchise.com/caringtransitions/info">https://1851franchise.com/caringtransitions/info</a>.

In honor of Women’s History Month, Caring Transitions is celebrating the women who are redefining what modern entrepreneurship looks like.

Celebrating Women’s History Month: The Women of Caring Transitions Leading With Purpose

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When&nbsp;<a href="https://www.linkedin.com/in/brenda-c-jackson-0a78a8205/">Brenda Jackson</a>, the franchisee behind&nbsp;<a href="https://www.caringtransitionsfranchise.com/">Caring Transitions</a> of Essex, Maryland, began exploring franchising, she wasn’t just looking for a new career, she was looking for purpose.“I came to franchising really wanting to build something meaningful and stable, but also something that could be flexible enough to serve real people in real situations,” Jackson said. “I have a background in leadership and management, so I was very comfortable with structure. I quickly learned that this business requires patience, adaptability and a thick skin.”What ultimately confirmed her decision was the bigger picture.“Every day, 10,000 Americans are turning 65,” she said. “Within the next decade, we are going to see that population exceed the population under 18. This isn’t just a growing industry, it’s a growing responsibility. Believing in the service and its impact on families is what really kept me here.”For Jackson,&nbsp;<a href="https://1851franchise.com/caringtransitions/caring-transitions-a-recession-resistant-franchise-opportunity-for-entrepreneurs-2730712">the senior services industry</a> isn’t just a demographic trend. It’s a calling.<h2>Choosing the Playbook Instead of Reinventing the Wheel</h2>Jackson was no stranger to entrepreneurship. She had built a successful real estate career and launched a trucking business. As a Seniors Real Estate Specialist, she had already developed a passion for helping older adults and their families navigate complex transitions.In 2024, when her company underwent a reorganization and she was affected by the change, she saw an opportunity.“I felt that was the opportune time for me to go out and start something on my own,” she said. “I thought about trying to really set up something similar to&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a> on my own. But as I started doing my research and competitive analysis, I realized I didn’t need to reinvent the wheel.”Franchising offered her something powerful: a proven roadmap. “Franchising would really give me the playbook, there are the systems and a proven model in place,” Jackson said. “I knew I would have to build trust and earn that trust every day. I felt that this was the right opportunity for me to do that.”The&nbsp;<a href="https://1851franchise.com/caringtransitions/caring-transitions-surpasses-400-locations-celebrates-record-breaking-first-half-of-2025-2729880">brand’s strong reputation</a> and the clear demand in her market sealed the deal.<h2>From Training to Launch</h2>Jackson finalized her franchise agreement and began training in October 2024. By February 2025, she officially launched her&nbsp;<a href="https://www.caringtransitions.com/locations/essex">Caring Transitions of Essex, Maryland business</a>.“The year has been great overall,” she said. “It hasn’t been without its challenges, but you have to be able to adapt and meet people where they are.”She entered the business with realistic expectations. “I didn’t expect to break out and hit extremely big numbers right away,” Jackson said. “I knew that it was going to be tough the first couple of years. But I really believe in the service I’m providing and I’m not afraid to make mistakes.”That mindset has shaped how she approaches ownership. “That is the one thing I would tell anyone that is interested in franchising, you will make mistakes. But what matters most is just continuing to show up.”<h2>Supported From Day One</h2>One of the defining aspects of Jackson’s first year has been&nbsp;<a href="https://1851franchise.com/caringtransitions/why-franchising-with-caring-transitions-is-a-smart-investment-for-entrepreneurs-2731027">the strength of the Caring Transitions support system</a>.“The team has ongoing training sessions. The mentoring program with more experienced franchisees has been great,” she said. “The onboarding process is also pretty extensive. Through the first year, they are really handholding and ensuring that you have a good handle on the best practices and your P&amp;L and your staffing and your marketing.”For Jackson, that level of guidance has made a meaningful difference. “I’ve really appreciated all of these things,” she said. “Anytime I need to reach out, they have been available to help me and support me and schedule calls.”<h2>Boots on the Ground and Eyes on Growth</h2>Today, Jackson is deeply hands-on in her business. “I am a boots-on-the-ground type of person and I really wanted to learn how to do everything myself,” she said. “I help with the moves, with everything. And I’m also out there networking and doing the consultations.”At the same time, she’s building for scale. “I had a very ambitious target for my first year, and I am a numbers person,” Jackson said. “My goal now is to double the revenue I did for last year and really focus on training, retraining and ensuring that my team is able to do everything they need to do.”Hiring a business development representative and strengthening her team are key priorities.“You have to be out there in the community so people can see you,” she said. “Making sure that I have a strong person in that role to ensure I have a stronger team is critical.”<h2>Meaningful Work in a Defining Moment</h2>Beyond the numbers, what keeps Jackson energized is&nbsp;<a href="https://1851franchise.com/caringtransitions/how-home-service-franchises-are-supporting-seniors-2725932">the impact</a>. “I’ve met some great people and amazing families,” she said. “I’ve had an opportunity to really support people at challenging times. Every day I knew that this is the right business for me.”She believes franchising can be a powerful pathway to entrepreneurship, but only when approached with humility and commitment. “It’s not about perfection, it’s about commitment to learning, serving and growing,” Jackson said.And in senior services, the opportunity is&nbsp;<a href="https://1851franchise.com/caringtransitions/why-compassion-driven-businesses-are-thriving-how-caring-transitions-leads-with-heart-and-purpose-2729594">both business-driven and deeply human</a>.“This work isn’t easy, but the need is real,” she said. “We are entering a moment when supporting older adults is becoming a defining challenge for families and communities. There is a huge opportunity here for anyone interested in becoming an entrepreneur.”For more information visit:<a href="https://1851franchise.com/caringtransitions/info"> https://1851franchise.com/caringtransitions/info</a>

Maryland-based Caring Transitions franchisee Brenda Jackson set out to build something meaningful and found a business that meets one of America’s most urgent needs.

From Real Estate Deals to Real-Life Transitions: How This Caring Transitions Franchisee Found Her Purpose

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The United States is entering a demographic moment unlike any in its history. With millions of Americans reaching retirement age, the demand for services that help seniors and their families navigate life's changes is skyrocketing.&nbsp;According to&nbsp;<a href="https://www.linkedin.com/in/joe-lewandowski-822b5011/">Joe Lewandowski</a>, President of&nbsp;<a href="https://www.caringtransitionsfranchise.com/">Caring Transitions</a>, the current demographic wave —&nbsp;<a href="https://www.limraconsumer.com/harris-fichtner-singletary/">often referred to as “Peak 65”</a> — is driving unprecedented demand for senior-focused services.“We are in a time when more Americans in history are turning age 65 than ever before,” Lewandowski said. “That is about 11,000 seniors turning 65 every single day. 2025 was the largest year in U.S. history for Americans reaching that milestone, and as they age, the need for services continues to grow.” If you're an entrepreneur considering a franchise, this trend presents one of the most exciting opportunities in the market right now.<h2>A Demographic Wave Driving Demand</h2>As the baby boomer generation continues to age,&nbsp;<a href="https://1851franchise.com/caringtransitions/the-growing-need-for-senior-downsizing-how-caring-transitions-is-leading-the-way-2728831">more families are facing complex decisions about housing, caregiving and long-term planning</a>. While many seniors hope to remain in their homes, health events and lifestyle changes often necessitate relocation.“The relocation and senior services business is fueled by triggering events,” Lewandowski said. “By age 65, the probability of disability is about 68%. By age 85, there is about a 45% chance of Alzheimer’s or dementia.”These realities mean that many families eventually must navigate difficult and time-sensitive transitions. For many seniors, downsizing or moving into a retirement community becomes the safest and most practical option.“They may need to move to a home that is more manageable or into a retirement community,” Lewandowski said. “Someone has to go through that process with them.”The process itself is rarely simple. Downsizing decades of belongings, coordinating movers, organizing estate sales and preparing homes for sale can take months when families attempt to handle it alone.“There is a lot of downsizing, coordination, movers and logistics involved,” Lewandowski said. “That is not something the senior is going to do on their own — they are already overwhelmed.”Professional services like those offered by&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a> are designed to step in during these moments, helping families navigate the emotional and logistical complexities of major life changes.<h2>Families Are Farther Apart Than Ever</h2>Another factor accelerating demand for senior transition services is the geographic distance between generations. Today, many&nbsp;<a href="https://1851franchise.com/caringtransitions/how-caring-transitions-supports-adult-children-in-managing-their-parents-moves-2728833">adult children</a> live hundreds or even thousands of miles away from their aging parents, making it difficult to manage a relocation or estate settlement firsthand.“About 45% to 50% of adult children live in different states than their parents,” Lewandowski said. “So when seniors need help, they may not be able to turn to their kids to handle it. They are finding someone else to help them.”When a health event or urgent move arises, families often realize just how overwhelming the process can be, especially from afar. “Once families get involved, they also need support,” Lewandowski said. “They need to hire someone to help them because it could take months to go through that process, and they may not necessarily have that time.”For entrepreneurs entering the industry, that gap between need and available help creates a clear and growing opportunity. “It really starts to make sense when you look at it from that perspective,” Lewandowski said. “They may not need services today, but the demand is only going to increase as the population continues to age.”<h2>A Category Becoming More Mainstream</h2>Senior relocation services were once a relatively unknown category. But as awareness spreads,&nbsp;<a href="https://1851franchise.com/why-senior-relocation-is-a-growing-industry-2731507">the industry is becoming more widely recognized</a> among families, real estate professionals and senior living communities. That increased visibility has made it easier for companies like Caring Transitions to explain their value proposition.“We can explain in about 30 seconds what Caring Transitions is because people are becoming more aware,” Lewandowski said.Interestingly, the emergence of new companies in the space may actually accelerate that awareness. “As we see more competition entering the space, it can still be positive because it is bringing more awareness to the industry,” Lewandowski said. “It really helps drive everybody’s business.”<h2>Innovation Expanding the Opportunity</h2>The senior transition industry has also evolved significantly over the past decade, creating new ways for franchise owners to serve clients and generate revenue.When Lewandowski first joined Caring Transitions 16 years ago, estate sales were primarily conducted in person. Today, digital platforms have transformed the process.“When I first started here, downsizing and moving meant physical estate sales,” he said. “But as time changed and trends progressed, online and e-commerce became more popular, especially after the pandemic.”That shift led to the creation of&nbsp;<a href="https://1851franchise.com/caringtransitions/how-franchisees-can-tap-into-the-rising-trend-of-estate-sales-with-ctbids-2728327">CTBids</a>, Caring Transitions’ increasingly popular proprietary online auction platform. For franchise owners, innovations like these expand the services they can offer while making operations more efficient.<h2>A Long-Term Opportunity for Entrepreneurs</h2>For those considering franchise ownership, the senior services industry offers a rare combination of strong demand, meaningful work and long-term stability. Demographics alone suggest the need will continue growing for decades.“There has never been a better time to get into the senior-focused business,” Lewandowski said.As America continues to age and families look for trusted help navigating life transitions, entrepreneurs who step into the space today are positioning themselves in one of the most resilient and rapidly expanding sectors in franchising.And for many&nbsp;<a href="https://1851franchise.com/caringtransitions/why-couples-are-choosing-to-own-a-caring-transitions-franchise-together-2731586">Caring Transitions franchise owners</a>, the opportunity goes beyond business success — it also provides the chance to make a real difference in people’s lives during moments that matter most.To find out more information on costs to buy this franchise, please visit&nbsp;<a href="https://1851franchise.com/caringtransitions/info">https://1851franchise.com/caringtransitions/info</a>.

With “Peak 65” underway and millions of Americans entering retirement age, demand for senior relocation and transition services is accelerating — creating a powerful opportunity for entrepreneurs.

Is Now the Best Time to Invest in a Senior-Focused Franchise?

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For prospective franchise owners&nbsp;<a href="https://1851franchise.com/caringtransitions/what-makes-caring-transitions-the-premier-franchise-choice-for-senior-move-management-2730948">exploring opportunities in senior services</a>, territory availability is often one of the first — and most important — questions. Even after a record year of expansion,&nbsp;<a href="https://www.caringtransitionsfranchise.com/">Caring Transitions</a> still has room to grow in 2026. The brand has hundreds of locations operating nationwide, but there are still dozens of attractive markets where new owners can step in and build a territory.According to&nbsp;<a href="https://www.linkedin.com/in/james-stapleton-cfe-0aa67629">Jim Stapleton</a>, Vice President of Franchise Development for&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a>, that balance of maturity and opportunity is intentional.“The business can be successful anywhere,” Stapleton said. “We are addressing the needs of people who are getting older and needing help, which is always going to be a demand in every ZIP code in the U.S.”.&nbsp;<h2>How Caring Transitions Thinks About Territory</h2>Unlike traditional brick-and-mortar concepts, Caring Transitions operates as&nbsp;<a href="https://1851franchise.com/caringtransitions/why-franchising-with-caring-transitions-is-a-smart-investment-for-entrepreneurs-2731027#featured">a service-based franchise</a>, supporting seniors and their families through downsizing, estate sales, relocation and life transitions. That model allows franchisees to serve clients across homes, estates and facilities — not from a single storefront.Territories are structured around defined ZIP codes and population density —&nbsp; not only to give owners room to build a sustainable business, but also to protect and grow the long-term value of their territory as an asset.As the system has expanded over the past several years, available ZIP codes in prime markets have become more limited. That scarcity can directly increase the long-term resale value of a territory.“Because of how we’ve grown over the past six years, it allows our owners with these prime locations to really ask for a good amount for their territory itself,” Stapleton said. “If anyone wants new ZIP codes, they have to buy them from the owner. That is very good for a service-based brand.”As availability tightens in high-demand markets, territory ownership becomes more than just a service footprint — it becomes an appreciating business asset with long-term equity potential.<h2>A Record Year With Plenty of Room Left</h2>In 2025 alone, Caring Transitions&nbsp;<a href="https://1851franchise.com/caringtransitions/caring-transitions-closes-out-record-breaking-2025-with-over-400-locations-continued-growth-and-vision-for-2026-2731025#featured">awarded approximately 75 new franchises</a>, bringing the system well past 400 locations nationwide. Even so, Stapleton says opportunity remains widespread.“We have over 150 prime cities that are left across the country, as well as a lot of space in between there,” he said. “New franchisees can build equity immediately.”The brand is currently active in 48 states, with only Vermont and New Hampshire entirely unrepresented.<h2>Priority Markets Still Available in 2026</h2>Caring Transitions is a strong fit for almost any area, but right now, the brand is really focusing its franchise development efforts on places with a lot of seniors, high need for the kinds of transition services, or where it doesn’t have many franchises yet.Stapleton highlighted several key areas where the brand is actively seeking owners:<ul><li>Florida: Miami remains wide open, with a strong need for bilingual owners. Orlando is another major opportunity, along with Pensacola, Panama City and Tallahassee.</li><li>Northern California: Markets including Sacramento and Chico continue to be underrepresented.</li><li>Oregon: Multiple openings remain, including Bend.</li><li>Midwest: The Chicago metro area is currently open, along with much of Northern Indiana.</li><li>Northeast: Central New York, particularly around Syracuse, is available.</li><li>South: Memphis, Tennessee is also a priority market.</li></ul><h2>Matching the Right Owner to the Right Market</h2>Ultimately, territory availability at Caring Transitions isn’t just about filling maps. It’s about long-term alignment between the owner, the market and the mission of the brand.“It can be successful anywhere,” Stapleton said. “But how someone operates, who they serve and how they show up in their community — that’s what really determines success.”For entrepreneurs evaluating franchise opportunities in 2026, understanding where Caring Transitions is still growing — and why — can be a critical first step in building a business with both purpose and staying power.To learn more about available territories and franchise ownership with Caring Transitions, visit&nbsp;<a href="http://1851franchise.com/caringtransitions/info">1851franchise.com/caringtransitions/info</a>.

Despite national scale, Caring Transitions has prime 2026 franchise markets all across the country, including cities in Florida, California, New York and more. 

What Territories Are Available for Caring Transitions Franchises in 2026?

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<a href="https://www.caringtransitionsfranchise.com/">Caring Transitions</a> continues to strengthen its leadership bench with the return of one of the most influential figures in the senior relocation industry.&nbsp;With a long history in senior move management and a strong connection to the brand,&nbsp;<a href="https://www.linkedin.com/in/nanhayes">Nan Hayes</a> has returned to&nbsp;<a href="https://1851franchise.com/caringtransitions/info">Caring Transitions</a> as Director of Training and Franchise Business Coaching.Hayes brings decades of experience to the position, including her work as a founding leader in the development of the senior relocation industry and her role in helping establish professional standards that now guide the field. Her return marks a full-circle moment for both Hayes and the brand she helped shape in its early years.<h2>A Pioneer in Senior Relocation</h2>Hayes’ journey into senior relocation began long before the industry formally existed. “I started volunteering with seniors when I was a teenager,” Hayes said. “I became a buyer for a large drug chain and worked as an executive, but I always volunteered with older adults. Eventually, I found myself spending more and more time helping seniors.”That passion turned into a professional calling. In the 1990s, Hayes encountered a moment that would shape the trajectory of her career.“There was a moment after we were flipping houses when we were left with a home that still contained all of the owner’s belongings,” Hayes said. “The family didn’t know what to do with their mom’s possessions. It was heartbreaking to see antiques thrown into the dumpster simply because no one had a process or a solution.”Recognizing a major gap in services for older adults and their families, Hayes launched her own company and began developing systems to&nbsp;<a href="https://1851franchise.com/caringtransitions/senior-services-and-the-future-of-franchising-in-an-aging-america-2731562">help seniors transition out of their homes with dignity and organization.</a>“At that time, senior relocation didn’t really exist as an industry,” Hayes said. “I started providing services under my own company and eventually began training people around the country on how to do this work.”<h2>Establishing Standards for an Emerging Industry</h2>As senior relocation services gained national traction, Hayes played a central role in professionalizing the space. She was instrumental in supporting the growth of a national trade organization focused on the sector and helped develop certification programs and operational standards for professionals working with older adults.“My whole position on the industry has always been that it is leadership’s responsibility to set standards,” Hayes said. “We needed consistency so this could become a recognized industry. What are the services? How are they delivered? What are the standards?”Those early frameworks proved essential for a service category built on trust and compassion. “We literally created certification programs because standards in this high-touch industry were critical,” Hayes said.From the beginning, Caring Transitions aligned closely with that philosophy.“Caring Transitions adopted those standards very early,” Hayes said. “They understood that serving older-adult clients is a high-touch business and recognized the need for care and compassion to keep seniors safe. That’s a big reason why they’ve been such a successful franchise.”<h2>A Longstanding Connection to Caring Transitions</h2>Hayes’ relationship with Caring Transitions spans more than two decades. She began consulting with the brand in the early 2000s, working alongside leadership to help develop training programs, operational standards and franchise support systems as the company expanded.“At the time, there were about 20 to 30 franchises,” Hayes said. “Today, there are more than 435 units across the country. It’s incredible to see how the organization has grown.”In 2018, Hayes stepped away from her consulting role with Caring Transitions while caring for her mother, who had been diagnosed with dementia. During that time, she continued working within the industry while remaining closely connected to the mission that had shaped her career.Now, nearly seven years later, she is returning to the organization in a full-time leadership role.“Helping families through times of transition isn’t just my career, it’s my calling,” Hayes said. “I’m grateful and excited to once again work alongside leaders, owners and partners who share that same passion.”<h2>Strengthening Training and Franchise Support</h2>In her new role as Director of Training and Franchise Business Coaching, Hayes will focus on supporting franchise owners and the coaches who guide them through every stage of their business journey.“My focus is helping with everything from new tools and training to coaching skills and how we respond to the needs of our franchise owners,” Hayes said.<a href="https://1851franchise.com/caringtransitions/the-benefits-of-owning-a-caring-transitions-franchise-why-entrepreneurs-are-choosing-the-senior-services-industry-2731583">Caring Transitions’ support system for franchisees</a> has also expanded significantly over the years, and Hayes sees that structure as one of the brand’s strongest differentiators.“There is an understanding that Caring Transitions offers a tremendous amount of support and training for new owners,” Hayes said. “We have onboarding coaches, regional coaches, classroom training, field training and specialized business development coaching.”New franchise owners benefit from a comprehensive onboarding process, and the support continues long after the first year of operation.“As franchisees grow, they have a permanent regional coach who is available anytime they need guidance,” Hayes said. “We also provide specialized coaching in areas like business development and operations, along with extensive resources within our CRM platform.”<h2>Positioned for the Industry’s Next Chapter</h2>Hayes returns to Caring Transitions at a pivotal moment for both the company and the senior services industry. With&nbsp;<a href="https://1851franchise.com/caringtransitions/the-growing-need-for-senior-downsizing-how-caring-transitions-is-leading-the-way-2728831">the aging population driving increasing demand</a> for relocation, downsizing and estate transition services, the market opportunity continues to expand rapidly.“There is a huge influx of clients right now,” Hayes said. “The demand for these services is really taking off.”But Hayes emphasizes that success in the field requires far more than operational knowledge.“For anyone who thinks senior relocation is just a business opportunity, it’s important to understand that this work requires compassion and understanding,” she said. “You’re working with people who are going through major life transitions. It’s hard work, but it’s incredibly meaningful.”That mindset, she believes,&nbsp;<a href="https://1851franchise.com/caringtransitions/10-reasons-why-caring-transitions-stands-out-among-other-franchises-2727831">is what sets Caring Transitions apart</a>. “It’s much more than a business,” Hayes said. “This is truly a calling to work with seniors. The owners in this system understand that, and that mindset really defines Caring Transitions.”<h2>Looking Ahead</h2>As Hayes settles into her new leadership role, she is energized by the opportunity to help guide&nbsp;<a href="https://1851franchise.com/caringtransitions/caring-transitions-surpasses-400-locations-celebrates-record-breaking-first-half-of-2025-2729880">the next generation of franchise owners entering the system</a>.“I’m excited to watch the next generation of owners come in and continue building on what we’ve created,” Hayes said.She also sees tremendous opportunity for the brand to expand consumer awareness about the full scope of services Caring Transitions provides. “We’re in the thick of it now,” Hayes said. “Our job is to help families understand that we are a trusted resource who can help with everything from start to finish — sorting, organizing, space planning, liquidations, online auctions and more.”For Hayes, the return to Caring Transitions represents a continuation of a mission she helped launch decades ago.“It’s incredibly rewarding to see the organization become the national powerhouse we envisioned years ago,” Hayes said. “Helping families navigate life transitions with dignity and support will always be at the heart of what we do.”To find out more information on costs to buy this franchise, please visit&nbsp;<a href="https://1851franchise.com/caringtransitions/info">https://1851franchise.com/caringtransitions/info</a>.

Hayes, a true pioneer in senior relocation, is back with Caring Transitions as the brand’s Director of Training and Franchise Business Coaching. 

From Campaigns to Compassion: Leslie Pennington Launches Purpose-Driven Caring Transitions Franchise in Jacksonville, Florida

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