Oliver’s coaches nominated him for athlete of the year:
“Oliver plays with heart bigger than any trophy. He cares more about teammates than himself, reminding us why we fell in love with sports.”
What do they love most about playing their sport(s)?
What inspires him most isn’t wins or stats—it’s the love he has for the game and the people in it. He’s the first at practice, the last to leave, and hugs every coach and teammate like family. Oliver was asked by coaches to play up with much older athletes for tackle football and is one of the youngest on the state travel baseball team— but it’s his heart, not his age or talent, that makes him unforgettable.
Who inspires them—on or off the field—and why?
I asked Oliver this question specifically: His response, “I love playing catch with you dad. You always tell us about playing catch with Pop (my grandfather). Playing catch with you makes me feel like I get to play catch with your Pop even though I never got to meet him. I love when you tell me about Rickey Henderson & Ken Griffey, Jr. Thanks for telling me about Pop, I love him for making us both love baseball!”
What’s one moment in their athletic journey that makes you proudest?
This basketball season, with time running out, Ollie had a clear opportunity to score again. As he got to the hoop, he saw a teammate who hadn’t scored all season. Without hesitating, he passed the ball so his teammate could score at the buzzer. After, I asked him about it, he said, ‘We win as a team and I love helping everyone.’ That selfless act, prioritizing team & uplifting a teammate, shows the kind of athlete and person he’s becoming. To me his leadership and character makes me most proud.
8.29.25: OK… TOP 5!?????… and currently he’s in second place! Maybe, just maybe this is a thing? The best part though is knowing that the votes that Oliver is getting are in turn supporting cancer research.
8.21.25: Ollie made it into the TOP TEN! Thank you to everyone who has supported Ollie on his athletic journey and through this process. He loves making everyone proud and Steph and I couldn’t be prouder!!!
8.14.25: Another great accomplishment. Oliver is now made it through to the TOP 15 of his group!!!
8.7.25: So incredibly proud to announce Oliver has made it through to the TOP 20 in his group!!!
The journey from Town TBall to where we are now has been one of the most interesting, complex and exhausting experiences of my life. Coming from someone who played sports at an extremely high level, I cannot and could not ever have predicted how insanely fast things can happen when sports (especially youth sports) are concerned.
I’d love to spend the time in this blog describing what got us to this point, but Oliver is the real reason we are here today!
There is no doubt that Oliver is athletic. Anyone who comes into contact with him can see it. Coaches comment on it, players notice it, and as sports analysts would say, “tape don’t lie.” But then again, he just turned eight… everyone at eight looks good playing their sport and let’s be very clear- every parent thinks their kid is the next Bryce Harper, LeBron James (🤮) or Patrick Mahomes… but, no one can do what those guys do. The chances of being a D1 college athlete let alone a professional athlete are less than 1%.
With that being said, Steph and I have been steadfast in just supporting the growth of our boys in terms of their love of the game, their effort and determination in how they approach anything they take on (sports included). If they want to try something, then they take it on with determination and commitment. Then again honesty, how do you teach that to an eight year old… I guess modeling and finding the right people that can model that for them is the right path.
That brought us to the CTMETS Baseball Academy. What sets The CTMets academy apart is their commitment to developing well-rounded individuals. They understand that baseball is more than just a game; it’s a vehicle for teaching valuable life skills. This was not something we were looking for. But as the process played out… we chose theCTMETS… after they chose us.
We showed up for an evaluation after being convinced by a friend to check them out. We were looking for a workout program, maybe 1:1 coaching once a week or so. We had no expectations and to be honest we were over the travel team nonsense. This was going to be something to get us through the winter and get the boys ready for rec baseball in the spring.
Oliver (and Jax) went and worked out with three former professional Major League Baseball players. Oliver did his thing, he dove for balls, made throws from his knees. He hit the ball and afterwards Coach Jose used the phrase… “Oliver is Elite.” (even Jax was crushing baseballs in the cage)
Coach sat Steph and I down for almost an hour. The first thing he asked was if we would consider allowing Oliver to play for the 9u CTMETS, who are a statewide travel team consisting of some of the best young baseball players across CT. This is a huge opportunity for Oliver. Not only is this team one of the best travel teams in the state, but at seven years old at the time Oliver was the youngest player ever to make the team. It’s an incredible honor, and we’re so proud of him.
Hearing Coach Jose describe how he was trying to get Oliver to show him how he could “backhand a ball from the shortstop position,” but Oliver was so fast to the ball he, “kept squaring it up and getting in front of it to field it in a perfect position to be ready to throw,” was amazing. He laughed when he said he, “can’t get some of his 17u infielders to do that.” He told us he needs a player like Oliver (who he recognized was very young at seven for this team), but explained that he wants to build his academy and team from an early age and most importantly explained that Oliver was, “ready now.”
He explained to us his philosophy of coaching baseball… but more importantly… coaching well rounded children… if that didn’t sell us… when he said he saw something in Jax, besides baseball talent, he told us he saw “a leader and a big brother who cheered for his little brother everytime he made a great play” and that he recognized something in him too. He told us he wanted Jax to be part of his team… not to play in games yet, but to be there to help the younger players. To be there to support his brother who is one of the youngest kids on the team, but also to help build Jax’ baseball skills (coach Jose loves big first basemen!!!)
That was it. We needed them like they needed us. We were so out on the travel experience, until that night we met Coach Jose and his staff. Until they saw Oliver and Jax as people first and players second (hearing your seven year old is elite doesn’t hurt either)!
Congratulations, Oliver. Good luck! Do us proud, but more importantly, do you proud! Now to the important question, can I have your autograph?
September isn’t just for pumpkin spice and flannel, today is the day the Wizarding World Calendar reminds us it’s time to head back “homel. September 1 is day the Hogwarts students return for a new term by boarding the Hogwarts Express (or occasional a flying a Ford Anglia). As J.K. Rowling has said, “Whether you come back by page or by the big screen, Hogwarts will always be there to welcome you home.”
(Maybe this year the typo would draw JK’s attention, then again, maybe not):
So in keeping with tradition, for the 10th year in a row I tweeted @jkrowling to get some advice for Steph and I as we “dropped the boys off” on Platform 9 3/4.
Every year September 1st rolls around, I tweet the same thing to JK Rowling “Dear @jk_rowling any advice for parents… #BackToHogwarts”.
Still no response or any advice from her, but maybe this year will be the year! If not Stephanie and I will have to hope to run into a nice Wizarding family to help us out… Molly? Arthur? Can you hear us…
Steph and I didn’t want to put pressure on our kids to read until they were ready, but I can tell you that we definitely did everything we could to get them ready. We’ve read to them since they were babies, but never pushed a formal program or system. As an elementary school principal and former primary grade (early literacy) teacher I know the importance of foundational reading skills; but, we sort of said, if they learn on their own, cool. If they take their time, also cool (caveat: I stressed at every milestone)!!!
I honestly didn’t expect much in terms of reading progress before kindergarten because or the pandemic thing. Oliver had learned his letters and some sound combinations in preschool, but nothing was really clicking right away (except how to hit a baseball a ton and how to juke out a defensive back with the football in his hand). Ollie loved reading with us, but he just wasn’t super interested in reading on his own for fun. The first months of kindergarten were the same.
Then he checked out a book on Aaron Judge. You know MVP, AL HOME RUN KING… that Aaron Judge? Oliver is a sports fanatic. He is IN LOVE WITH BASEBALL and IN LOVE WITH THE NEW YORK YANKEES. Like so many kids his age, Aaron Judge is his favorite. As soon as we read that book together… it all started coming together. He was starting to work his way through books . Don’t get me wrong he was reading Pokémon books, but this Aaron Judge book helped him turn the corner and led to more interest in short stories and even longer ones that were not focused on “Judgie” as Oliver calls him. By the second or third time through the book, he’d pretty much memorized it which lead to reading other books more fluently with more confidence.
Pretty soon he was picking up books like Mo Willems’ Elephant and Piggie and begging to start the Harry Potter series with Jax and I. However, each night since he first picked up Baseball Superstar’s: Aaron Judge, he has become a Superstar himself… a Superstar Reader.
Thanks “Judgie” for inspiring my little slugger to read!!!
Let the games begin! This is the first big stop on Ollie’s baseball journey: 8U travel team… LET’s Go Grizzlies!!! So excited for this kid and his friends to dominate! I’m lucky I get to coach this great group of boys!!!
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Season Ending Totals for Oliver in his first year of Travel Ball against kids MUCH older than him:
17-27 (.630 AVG); 11 RBI; 6 R
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GAME 1:
I hate losing, but I love learning. Our boys learned a lot today. I am extremely proud of how they put things together in their first Travel All-Star Game EVER. We got destroyed in our first game 10-2 against a much more experienced travel team.
Oliver went 1-2 with a single. I am so proud of Oliver for what he has taken on this season. He’s the funny guy, but he’s turning into a leader on this team!
Thanks to all the fans (families) who came out to cheer us on!
GAME 2:
Another tournament game in the books! We were much improved from our first game. Even though we lost, the boys had fun and played hard and smart!
Ollie went 2-2! Two hits with an RBI and made a great play in the field at second base! I love watching this kid play!
Also: HUGE SHOUT OUT TO JAX who literally did play by play and color commentary from the pressbox!
“Wow he was called out!??? I’m not sure what the umpire was seeing there!!!”
GAME 3
What a game tonight for the 8U Seabreeze team! Our bats finally broke out scoring 10 runs on the night. While we lost, we actually played the A team from the town that we lost to in Game 1 and played them better!!! We are making progress.
Ollie went 2-3 with 2RBIs and a run! Scoring all the way from first on a short double, it’s a cool feeling waving your own son home as you’re watching watching his face as he is flying by you at thirdbase! I FELT LIKE A TURNSTILE OUT THERE WAVING PLAYERS HOME!!!
Tonight the boys broke out the bats and broke out of their shells. The excitement from the bench was infectious and the fans kept the spirits high! (Also, another superb performance from Jax on the play-by-play!)
Superstars all around tonight!!! I really wish my grandfather was around to see this!!!
GAME 4:
Short handed, playing a much better, more experienced team, in 90* humidity (and a fourteen year old umpire whose brother was on the team we were playing)… we lost, but did hold our first lead of the season thanks to some timely hitting in the early innings.
Oliver went 2-3 with an RBI to put us up for the first time all season. His third at bat was a screaming line drive that would have been a double if not for a nice play by the third baseman. He made another great play in the field at shortstop with his partner in crime Connor. They are turning into a dominant defensive force in the middle infield (sort of).
GAME 5:
We “RUN MERCIED” our first team in the third inning yesterday! I can not tell you the screaming and jumping up and down from the kids and families when the ump called the inning! I swear, you would have thought we won the World Series! It felt good to put things together… move players along the bases and get big hits when we needed them! Though we lost the game, this was definitely a BIG step for the boys!
Oliver went 2-3 (his out came on a hard line-drive, so he is making good contact even on outs). He played catcher and came a few inches from making a great tag on a play at the plate. It was one of the most exciting games so far this year!
UPDATE GAME 6:
Yuck. We aren’t going to talk about this game or the umpire again.
Ollie went 0-1 with a hard ground out in the first and didn’t bat again.
UPDATE GAME 7:
The single most thrilling game this year and by far one of the most exciting games I’ve ever been part of as a coach and/or parent. We held our first lead of the tournament, scored five runs in an inning and batted through a the lineup four times.
All you can ask for is a chance to win. We came into the bottom of the sixth down two and came up just a run short. Ollie came up down one with runners on first and second and did his job and moved the runner into scoring position with a sacrifice ground out. The game ended on the next at bat with the tying run on third and winning running on second. A loss stings, but this was one of the best losses I’ve ever been part of (if that’s possible).
Ollie went 3-4 with three RBIs and a two runs. His first two hits were absolutely crushed into the outfield. His second hit was a bomb over the centerfielder’s head and Ollie pulled into second base with a double!
Look at the ball (top of the picture) absolutely crushed off the bat!
GAME 8:
Ollie was 1-2 with a single and fly out. He was an absolute vacuum in the field. He looked like Brooks Robinson at third. As far as the game… YIKES. Quite a step back for the boys today. This is one of those games you live and learn.
GAME 8:
I’m still not ready to completely accept that the end of the season is here, but our 8u Grizzlies’ Seabreeze team ended their season with a 17-16 loss which has a LARGER ASTERISK than Barry Bonds’ homerun record. Oliver “The Ultimate Warrior” Fragola (who in his last game of the seasons went 3-4 with 5 RBIs and 2R) came to bat with the game on the line, down three with the bases loaded and knocked in two runs to bring the game within one, however the game ended there “time limit rule”. These kids’ commitment was unwavering and their resolve and hard work to improve each day was more than i could have ever imagined. I am proud to be their coach, I am proud to have grown with them and I am proud of the frienships and bonds that have been forged from this travel baseball season.
Thank you to Steph for allowing me to be gone six nights a week and to be cranky when things weren’t going our way. Thank you to the parents for trusting me with your children and trusting me with their baseball development. Thank you for coach Meg for getting me on board, and a special shout out to the Pepperbush Crew. Thanks for dealing w me and Joe (thanks for all the feedback, you’ll always be Coach Joe to me!!!)… and thank for getting my third base coach arm “wave them home” working!!!
But most of all thank you Oliver for teaching me more than I could ever teach you; thank you for showing me that coaching could be just as rewarding as being an athlete on the field; thank you for showing me how sports can be about fun and laughter just as much as winning… while reminding me that winning is important too! Thank You for being you, Oliver, a true ALL-STAR!!!
*One of my favorite pictures of the tournament. Clapping for my son who reached first after singling home two runs he knocked in! In one of the biggest spots all summer, Oliver came to bat and came through and had one of the biggest hits of the season. It should have resulted in a win… But Win or lose… I couldn’t be more proud of my son as a baseball player, leader and little boy!!!
Oliver’s Official Rookie Card
Season Ending Totals:
17-27 (.630 AVG); 11 RBI; 6 R
“If my uniform doesn’t get dirty, I haven’t done anything in the baseball game.” -Rickey Henderson
Oliver picked up a pack of 1988 Topps cards today. Today’s break was special not just for the Tom Glavine rookie card he pulled, but his first experience with baseball card pack gum! what’s your favorite Oliver quote from this break!!??
We had an epic show down at the Hearthstone’s house today. BROTHER v BROTHER. Jax pitched great for the first time off a mound and Ollie got two hits off big bro!!!
“OLLIE STOP!!!!” he’s doing something stupid. IE: Throwing the diving toys back into the pool when I asked him to take them all out.
“Oliver!???!!!!” (Note the sense of worry with the question marks) = He cant be found. IE: We thought he was in the pool, but he’s nowhere to be seen. He actually around the side peeing on the azalea bush.
“OLIVER!!!!” = He’s acting like an ass. IE: He’s screaming on a Sunday morning when the neighbors are trying to enjoy their coffee on a beautiful day on their deck.
“OLIVERRRRRRRRRRR!” (note the emphasis on the last sound). = He’s now screaming at the top of his lungs after you’ve already screamed his name multiple times. IE: he continues to scream while in the pool even after your neighbors have text you that they can hear your child screaming and you yelling at your child from five houses up the road.
I’m not the easiest guy to get along with! I’m definitely not the best at cheering you on… I think I make you nervous. But one thing I am great at… IS BEING SO INCREDIBLY PROUD OF YOU!!!
I’ve watched you grow into a confident leader on your baseball team. I’ve watched you cheer on your team when no one else is. Today I watched you pick up a teammate who tripped and carry his bag for him when he was hurt. Then watching a teammate strike out, you were the first one to meet her at the dugout and give her a high five and a hug and tell her not to worry!
You my friend are everything I have ever hoped you would be as an athlete and person. You Jackson have something NOT THAT MANY OTHER PEOPLE HAVE… compassion, humor and leadership.
I watched you this year work on your swing… let me tell you something, baseball is the hardest sport in the world to play! Ted Williams who is considered one of the greatest, if not THE GREATEST HITTER in the history of baseball said, “The hardest thing to do in baseball is to hit a round baseball with a round bat.” And Deion Sanders (who played nine seasons in MLB including for the Yankees, while also having a Hall of Fame NFL career at the same time) when asked the hardest thing to do in all of sports, he said “Hitting that baseball.”
For some context, remember you have been a switch hitter for six years! That means you take half as many swings as your friends and teammates, because you have to practice swinging both righty and lefty! Switch hitting, Something NOT ONE OTHER PERSON IN ALL OF A, AA, AAA leagues can do! NOT ONE!
In all of Major League Baseball there were only 17 people who could switch hit last year! ONLY 17 of 974 Major League Baseball players can do what you do (thatsmeans 957 Major League Baseball playerS CAN NOT do what you CAN do!!!).
With that being said not many players have what it takes to be a leader, a hard worker and a great teammate. I’m happy you are working lefty and happy watching you get more comfortable at the plate. I’ve never told you this, but I stopped playing baseball in high school because I never really was a good hitter. I know what it’s like to stand in the batters box and be nervous. Everyone who has ever played baseball has felt that way!
I love watching you play baseball. I am so happy when you are out there on the field! Most importantly though, I want you to be happy too! Maybe it doesn’t seem like it, but I am so proud of you. I want you to be successful and maybe I don’t tell you enough… but you are successful. You are a leader, a great player and someone who I would want on my team every single day of the week.