-- For many people considering a move to Florida, choosing a home is only one part of a much larger decision. Understanding the communities, lifestyle, new construction options, and realities of relocating can be just as important as finding the right property. Through That Florida Life, Realtor and Relocation Specialist Josh Wilson has built his business around helping clients navigate those decisions with a lifestyle first approach.
Josh Wilson and That Florida Life Combine Real Estate Expertise With a Lifestyle First Approach in Southwest Florida
Serving Southwest Florida, with a particular focus on Wellen Park and Venice, Josh works with retirees, pre retirees, families, second home buyers, and others looking to make Florida part of their next chapter. Rather than beginning the process with individual properties, his approach focuses first on helping clients identify the community and lifestyle that best fit what they envision for themselves. That perspective comes from Josh’s own unconventional path to Florida.
Josh began his career in hospitality as a concierge before moving into real estate and becoming involved with the 10th anniversary HGTV Dream Home. He later worked in luxury residential community development, helping market communities throughout the Southeast while gaining experience in creating concierge level experiences for prospective residents.
His wife, Liz, began her career in tourism, including working for Disney and training new cast members in guest experience, before transitioning into corporate marketing. Together, their backgrounds eventually expanded into digital media, marketing, travel, and relocation.
In 2012, Josh and Liz left their corporate careers in Atlanta, sold nearly everything they owned, and began traveling while building a location independent business. What started as a travel blog developed into a digital media and marketing consulting company, with work that included international relocation services.
After returning to the United States and spending time in Denver, they eventually traveled the country by RV while exploring areas where they might purchase an investment property. Florida repeatedly stood out, and after discovering Venice on Florida’s Gulf Coast, they decided they had found the place they wanted to call home. That experience ultimately became the foundation for That Florida Life.
Josh returned to real estate as a licensed Florida agent while Liz focused on marketing, allowing them to combine real estate knowledge with their backgrounds in hospitality, relocation, tourism, digital media, and lifestyle content.
Within two years, Josh became the number one buyer’s agent in Wellen Park, according to information provided by That Florida Life. The business reports more than 250 transactions over five years and more than $115 million in total closed sales. Josh was also ranked the number four eXp agent in Florida and number 82 eXp agent in the United States in 2025 and has earned eXp ICON Agent recognition three times.
His specialization in Wellen Park has also led to an ongoing relationship with the community’s developers and builders. As an inaugural member of the Wellen Park Diamond Club for real estate agents, Josh has developed experience with the area’s communities and new construction options.
This local knowledge is particularly important for clients relocating from outside Florida who may initially be faced with an overwhelming number of choices. Josh’s process is designed to narrow those choices by understanding what clients actually want their everyday lives to look like before focusing on a specific home.
The approach has also helped That Florida Life develop an audience beyond traditional real estate channels. Through the That Florida Life website at thatfloridalife.com and its YouTube presence, Josh and Liz provide information about Florida communities, real estate, travel, new developments, and local lifestyle. The company reports more than one million YouTube views and approximately 800,000 website views, with its platforms collectively reaching millions of people each year.
That content gives prospective residents an opportunity to learn about the area well before they begin touring properties, while also reflecting the educational approach Josh brings to his real estate work.
For Josh and Liz, the growth of That Florida Life remains connected to the experience that brought them to Florida in the first place. Having personally gone through the process of exploring different locations and deciding what kind of lifestyle they wanted, they built the company to help others approach relocation with greater clarity.
Today, after helping more than 250 families with real estate transactions and moves to Florida, their focus remains on combining local knowledge, new construction experience, relocation support, and personal service.
For clients considering Wellen Park, Venice, and the surrounding Southwest Florida market, Josh’s work reflects a simple principle: finding the right Florida home begins with understanding the life someone wants to build around it.
Contact Josh Wilson
For more information about relocating to Southwest Florida or working with Josh and That Florida Life, contact Josh Wilson at +1 720 257 3788.
Contact Info:
Name: Josh Wilson
Email: Send Email
Organization: That Florida Life
Website: https://thatfloridalife.com/
Release ID: 89200794
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