April 2025 - Partner Spotlight - Leighann Triplett with Milestone Title Services, LLC

Milestone Title Services, LLC

By Nancy White | Photos by The Real Estateographers

Connecting with Community

Milestone Title Services, LLC is a full-service title and real estate settlement provider with offices in Tampa, Spring Hill and Jacksonville. Their company slogan “Partners in Success” is very much reflective of how Jacksonville Marketing Director Leighann Triplett views her role there — constantly seeking opportunities to partner with and support the agents and lenders that put their trust in their company.

In the Jacksonville office, an extension of the larger team based in Tampa, Milestone Title Services Executive Vice President Paul Wagner handles all of the Jacksonville processing, and Leighann manages marketing and business development.

“I joke that Paul is a fabulous work spouse,” Leighann says of her working relationship with Paul. “It’s easy for me to market Milestone because he’s so good at what he does, and he provides exceptional service. Also, he tells everybody that I’m in charge” she quips.

A big part of Milestone’s role is acting as a resource to agents and lenders, helping them to grow their businesses. “One thing that sets us apart as a title company, we really do spend the time, the energy, investing in the partners that we work with.” Leighann adds. “In my role, I am constantly seeking ways to bring value to our business partners. When they grow, we grow, and that is the type of collaborative growth we strive for.”

Examples include a recent partnership with a mortgage team to host a large agent training event, and a Saturday spent helping a REALTOR® team hold a client appreciation movie night. The outgoing Leighann also enjoys partnering with their clients for various charity events and opportunities to give back to the community. For the past two years, the Milestone team has helped a lender with a charity golf tournament called Swings for Service, that benefits veterans in the Northeast Florida area.

From Army Brat to College Grad

A self-described Army brat, Leighann’s dad served in the Army for 30 years, so she grew up all over the world. Both of her parents are from Georgia, and it’s also where she graduated from high school, then went to college at Georgia College in Milledgeville, where she got her undergrad degree. She began her teaching career in 2004 in Lawrenceville GA while simultaneously working on her Master’s degree.

Her passion for working with children and her knack for communication served her well in her career teaching students with exceptional needs, both at the middle school and elementary levels. “All of the students I taught struggled academically, and one area I prided myself on in the classroom was teaching writing. I had many strategies and methods to help my students find a way to put their thoughts to paper, and that was always a very rewarding experience as a teacher.”

When a job opportunity became available for her husband Stephen in Jacksonville, the couple moved here in 2020, in the midst of the COVID-19 pandemic. Leighann started working at Milestone Title in August 2022 as marketing director in the Jacksonville office. Previously she handled marketing for LunsPro Inspections.

You generally only need a title company when you buy, sell, or refinance, and most people use whomever their lender or agent recommends. Earning those recommendations requires steady relationship building and finding ways to go above and beyond to serve clients. This is a big driver for Leighann, and she knows it takes that kind of dedication to stand out in a market like Jacksonville.

One thing that sets Milestone apart as a title company is helping to pre-sign sellers. “We come to their house or their place of business before the closing, so they don’t have to come into the office. Because I’m also a notary public, I sometimes do those seller signings. It’s a service that some of our REALTOR® partners appreciate. Something else that I can help them out with whenever they need it,” Leighann says.

Bloom Where You’re Planted

Leighann and husband Stephen met in Georgia. They share a love of the Georgia Bulldogs (where he played baseball in 2002) and enjoy watching college football together. The couple enjoy living in Nocatee with their two children, son Hudson, who turns thirteen in April, their seven-year-old daughter Claire, and their rescue dog Jax.

“Being in Nocatee, we love the golf cart lifestyle and enjoying the water parks, and we like going to the beach,” Leighann says. “Our kids are very involved in sports. Hudson plays travel baseball and has for several years, and he recently started wrestling, so that’s a new adventure. Claire plays flag football, and between the two of them we stay busy with tournaments and practices.”

One thing Leighann really enjoys about the real estate market in this particular area of Florida is how Jacksonville seems like a big city with a small town vibe. It’s more about building personal connections and authentic relationships, and that has been a wonderful thing. I get to go out there and make friends.”

Recently Leighann and a group of “boss babe” friends graced the cover of St. Johns magazine as members of the “Secret Avocado Toast Society” sharing recommendations for their favorite local eateries. Leighann very recently joined the board of Hugs St. John’s, a non-profit that provides emergency food and clothes for students in need in St. John’s County.

Among their many initiatives such as food and clothing drives, each month the organization’s volunteers restock school-based food pantries at 20 St Johns County schools to help fight hunger among 1,000+ local kids. “I am excited to serve on the HUGS board and utilize my connections in the community and experience in marketing to help them grow. HUGS provide an incredible service to children in St. Johns County who need it the most.” Leighann says.

Last year she also got involved with the TaxSlayer Gator Bowl, and she now serves on the Green Jacket Committee. “They have multiple charity ventures that they support and partner with, so that’s also been a great networking opportunity, because the TaxSlayer Gator Bowl attracts professionals from all different types of industries” she shares.