The Bolles School’s Star Freshman Safety: Simeon Caldwell

Simeon Caldwell is a 2026 recruit who plays Safety at The Bolles School. Caldwell is ranked among one of the top recruits in the class of 2026 and is ranked among one of the top Safeties in the class as well. In addition, Caldwell is listed among one of the top recruits in the state of Florida and is listed among one of the top Safeties in the state of Florida. He holds offers from schools such as Michigan, Miami and Pitt.

Who are some role models in your life?

My role models are definitely my parents. They were both successful athletes and I aspire to reach the level they did and go beyond that.

What artists do you listen to pregame, to get you hyped up?

Before games I listen to either Polo G or Rod Wave.

What are the strengths of your game?

The strengths of my game are my versatility and IQ. I’ve played nearly every position on the field and with my dad coaching at the highest level, I feel my football knowledge is second to none.

What is your favorite memory of your career?

My favorite memory of my career was my first high school tackle. It was the very first tackle of the season, as it was on a kickoff.

Who is the best player you have ever played with or played against in your career?

Troy Bowles is probably the best player I’ve played with so far. 

What is some advice you would give to an aspiring D1 athlete?

Put in the work now, so you can enjoy all the benefits later.

If you could travel anywhere in the world, where would it be?

Somewhere I’ve always wanted to travel to is Tokyo, it seems so futuristic.

How old were you when you fell in love with the game?

I fell in love with the game at 3 or 4 years old.

If you could meet one sports hero, who would it be?

I would love to meet LeBron, due to the impact he’s had in sports on and off the court.

What is your favorite sports moment, as a fan?

My favorite sports moment as a fan, was the Jaguars big comeback this past season. Watching it live was a once in a lifetime experience.