Since then, the longtime boxing coach opened the St. Joe Metro Boxing Club and built a stable of fighters, but hasn't competed in the ring.
That will change at Friday's "Battle at the Ballpark", the second installment of Phil Welch Stadium's outdoor boxing event. Redmond is scheduled to return against local product Dakota Talbot as one of the last fights on the 19-bout card.
"It shows you can get back into it no matter how old you are or how out of shape you were," he said.
Redmond began working with local MMA competitor Bryan Timmons at the club back in August and has shed close to 40 pounds while implementing a new workout routine and nutrition plan.
"I slowly started pushing him and making him do some of the workouts with us," Timmons said. "As he got to doing it more and more, day-to-day, he started enjoying it again."
"In just eight short months, he can spar 10 to 12 rounds no problem, where before he was struggling to make it a couple."
Redmond said the motivation to get back in the squared circle now comes from the example he wants to set for his students.
"They can say: 'He's not just someone telling me what to do," he said. "He's been there. He knows what it's like to be in that situation. I think they respect you a little more when they see you do it as well."
Redmond will have five other bouts to corner on Friday, meaning he'll be staying busy long before his turn to walk to the ring.
"I've been doing it since I was 12 years old, so I know what to expect. I'm not trying to go out and be the next heavyweight champion of the world. I just want to go out there and have fun with it and give the kids something exciting to look to."
The first match is scheduled to start at 6:30 p.m.