Lou Rolon has clearly mastered the art of staying busy.
He’s a volunteer firefighter, owns a lawn care service, and has also worked in or been a part of several other businesses. He coaches AAU baseball in the spring and summer, and is also coaching boys basketball at his alma mater, Valley Regional High School in Deep River.
Not only does he help coach the team under head coach Kevin Woods, but you can sometimes find him out on the floor playing with the students during practice.
“He always played in men’s leagues and he continues to play now,” said Woods, a friend of Rolon’s for approximately three decades. “He has the innate ability to connect with kids right from the get-go. He can identify with a kid's emotions, sometimes their frustrations with the game, and break it down for them.”
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Rolon, 47, an Old Saybrook resident and married father of three adult children, said people call him a “success story.” It’s not so much what he has done and continues to do, but what he endured to get to this point: a very tough home life as a youngster that led him to spend much of his youth in boys homes.
“I don’t see it as a success story. I see it as trying to do the right thing for my family,” Rolon said. “I think I’m afraid of failure. I refuse to fail my family. Everyone else is waiting for me to fail. I don’t know if I use that as motivation. I think I do. I keep working. I keep moving. I’m not one to stand still. I love helping people in any way, paying it forward.”
Rolon was born in Brooklyn, New York, spent time living in Puerto Rico, and moved to Connecticut around age 6. That’s when, as Rolon puts it, “everything went haywire in my life.”
Rolon said he has never met his biological father. In his words, he was “a DCF (Department of Children and Families) kid” and that he “bounced around from boys home to boys home.”
Rolon said he did return home for a period, but that didn’t work out. He sometimes went home on weekends, but it remained an unhappy situation. Rolon said he hasn’t been in touch with his mother or stepfather in years.
“DCF has to place you somewhere, a foster family. If no one takes you, you then go to a boys home. I wasn’t a bad kid, I didn’t go to detention halls. That (boys homes) was the next best thing to a family,” Rolon said.
It wasn’t until he got to Mount Saint John in 1990 that this boys home in Deep River “completely changed my life.” It was more of a placement home, Rolon said. He was able to get his education there — Rolon is dyslexic, something he said was discovered while at Mount Saint John — and play some sports based off of good behavior.
“I learned a lot of my weaknesses and strengths from Mount Saint John,” Rolon said. “... Truthfully, I realized at an early age it was the best place for me. I really had nowhere else to go.”
Rich Heller, a social worker at Mount St. John for 27 years, said Rolon “was always a polite kid, soft-spoken, not an acting out kind of kid.”
In addition to getting an education, Rolon would get time to play basketball — and his love for the game continued. That love started at his previous boys home at the State Receiving Home located in East Windsor.
Rolon said he got rewarded for good behavior, getting privileges, like going roller skating on either a Friday or Saturday night. The next level of privileges would allow the boys to sign out for a few hours on a weeknight, or four hours on a weekend day, Rolon said. That meant meeting the area locals and playing some hoops. He also played for the Mount Saint John team there.
“He picked up basketball. He played all the time and became good,” Heller said.
Steve Woods worked at Mount Saint John during the time Rolon was there. He then ended up coaching him at Valley Regional.
“Lou was very athletic, a left-handed jump shooter,” Woods said. “The way he played basketball was refreshing and how he approached life. He was smaller, but he battled, always a battler, always looking on the bright side of things. I knew he would be successful no matter what he did.”
Rolon said his education at Mount Saint John went through 10th grade. He was able to attend Valley Regional High School beginning in his junior year. He would take the public bus to and from school.
Heller said it was infrequent that boys at Mount Saint John got the chance to attend a public school.
Rolon played basketball for Steve Woods, also Valley Regional’s head coach at the time. He also played football for Steve and participated in the hurdles and high jump in track and field for Tim King, the former Valley Regional football coach.
“Like anything with Lou, he doesn’t back down from a challenge,” Steve Woods said.
Kevin Woods, Valley Regional’s current head boys basketball coach and Steve’s son, was a ball boy for Valley Regional when his dad coached. Kevin said he also spent time at Mount Saint John while his dad worked there.
“When things were tough, (Rolon) made the most of it. He brings that to the table to talk to kids about being strong and not casting himself as poor me. Some of that stuff he could easily complain about,” Kevin said.
As much as he liked living at Mount Saint John, Rolon recalled “begging” friends to have their families take him in. One of his classmates at Valley Regional finally did: Brent Fish. Rolon left Mount Saint John in 1994.
“We’re legitimate brothers. He is one of the best people in my life,” Rolon said about Fish.
Rolon graduated from Valley Regional in 1995 and soon after started taking independent living classes.
He eventually moved in with his girlfriend — now his wife of almost 25 years — Casey. They have three children: Felicia, 27, Jaden, 23, and Mia, 18. Rolon has had a variety of jobs over the course of three decades and has been a volunteer firefighter for 11 years in Old Saybrook, where he and his family live.
He owns his own lawn service, Sunrise Lawncare LLC, where he services several towns along the Shoreline. Among his past jobs were at Foot Locker, Olympia Sports and Timberland, where he worked his way up to operational manager. He currently works at FedEx, where he moved his way up to purchasing multiple routes, which he still has today. Casey and Jaden run Essex Mail Mart in the Centerbrook section of town.
Rolon never lost his passion for basketball or his alma mater. Kevin Woods said Rolon was attending Valley Regional boys basketball games when he began as head coach in 2010. Rolon would talk with Anthony Pagano, a former assistant coach in the program, before and after games, providing his thoughts on the team.
Pagano kept asking him to come coach. So Rolon did — in a volunteer position.
“(Pagano) kept telling me to come on board and give us feedback. ‘You love the game, why don’t you just try it?’ I got my certification for coaching and they took me right in,” Rolon said.
Kevin Woods said Rolon often works with the guards.
“I’m not a premier ball handler. He can break that part of the game down and show them. He is physically able to do that,” Woods said. “He is definitely able to bond with kids. He can identify when the kids are down and motivate them. A huge part (of coaching) is to be able to connect with them on the highest level when things get tough. That kind of thing goes a long way when you are talking about something as simple as basketball, compared to talking about what he went through.”
Rolon was a volunteer coach the first five seasons. He then took on a paid position as a freshman coach for the 2021-22 season, was a JV coach the last two seasons before becoming a varsity assistant this season.
Rolon is asked what would have happened had he not ended up at Mount Saint John and turned his life around.
“The really honest answer, I would probably be in jail or dead. That’s where most of the guys I came up with are at,” he said.
Rolon realizes how fortunate he is and hasn’t taken it for granted.
“I’m grateful to all of the people who helped guide me and gave me a second chance,” Rolon said.
Feb 22, 2025
Sportswriter
I am a sportswriter for the New Haven Register and GameTimeCT. I cover boys basketball, girls soccer and golf of all ages throughout the state. I have been with the New Haven Register since 1997.
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