8 questions with The Ashton Real Estate Group Founder Gary Ashton

Table of Contents

This piece is part of our NASHtoday Q+A series. Do you know someone we should interview? Nominate them here.

We’re partnering with Trainual, an onboarding and training software for small businesses, to highlight a local business here in Nashville that has found success using the platform. Read on to see how Trainual is changing the game when it comes to leveling up the people + the processes that keep these businesses running smoothly (every single day).

Profile: Gary Ashton is the founder of The Ashton Real Estate Group of RE/MAX Advantage. Although he’s semi-retired, Gary still supports the team and focuses primarily on marketing. We asked Gary what advice he has for other business owners, what makes the Nashville business community special + what he thinks a perfect day in Nashville looks like.

Q: What makes NASH’s business community special?

A: I’ve seen that in Nashville the business community and local Government all work closely together for the good of the city, in terms of projects for development and attracting new businesses.

Q: What are some of the most important characteristics a leader can have?

A: The ability to delegate to people more qualified for that job.

Q: Describe your perfect day in NASH.

A: Hanging at home with the pups.

Q: What is your biggest challenge? Reward?

A: Staying ahead of the market and identifying which new shiny object will enable us to stay ahead of the pack. The biggest reward is seeing the number of lives that we have personally affected for the better, allowing people to develop a career that also impacts others around them.

Q: How does Trainual make your team feel more connected?

A: They can stay up-to-date with all our new classes and procedures, as well as help create topics that need training modules.

Q: What is the best career advice you’ve received?

A: Get into sales.

Q: Who are some local movers + shakers you’re watching?

A: I’m a bit insulated, but I do see Dean LaGrange really leading the way with digital marketing.

Q: What’s your go-to coffee order?

A: Regular with 2% milk.

Poll

What type of training platform does your company or small business use? Tell us here.*

More from NASHtoday
Support local organizations by cleaning out your closets and cabinets.
From adrenaline-pumping coasters to seasonal foods and immersive live shows, Dollywood is bringing fresh thrills and flavors this spring.
During daylight saving time, the clocks “spring forward,” allowing Nashvillians to make the most of their evenings.
The Nashville Sites tour uses QR codes throughout the park to share stories spanning centuries of Nashville history.
The Nations took the top spot in Nextdoor’s Nashville rankings. Here’s what’s currently on the market.
Discover the top Nashville business podcasts, voices, and local resources our readers are tuning into — from must-listen interviews to expert insights.
Get ready for six Nashville premieres, including “The Great Gatsby,” “Harry Potter and the Cursed Child,” and more.
Bookmark this guide for a curated list of events taking place each month that we’re most looking forward to.
Iroquois Steeplechase organizers are teasing a “bigger, bolder, and musical” event in 2026.
The Nashville Downtown Partnership’s latest annual report breaks down the numbers behind downtown’s growth in 2025.