Bobby Olszewski

Reagan was so excited to go to the Dancing With the Stars concert at UCF last week where she was so VIP, she sat next to JoJo Siwa. Love how happy she was when she heard she was getting to meet Alan and all her favorite DWTS cast! @officialdwts

Tomorrow is Opening Day at @crookedcan! Hang with the Orlando Dreamers, celebrate baseball’s return, enjoy limited edition Orlando Dreamers Hotdogs from The Local Butcher, and enter our raffle for a signed Barry Larkin jersey, a signed Johnny Damon baseball, and more. Details below. Location: Crooked Can Brewery (426 W Plant St. Winter Garden, FL 34787) Date: Thursday, March 26th Time: 12pm-11pm Raffle List: All-Star Fan Pack Hall-Of-Fame Fan Pack Crooked Can Gift Card Johnny Damon Signed Baseball Grand Prize: Framed and Signed Barry Larkin Jersey

To celebrate @MLB Opening Night on WED and Opening Day on THURS, my book Grand Slam Leadership will be FREE for download on Amazon Kindle. Endorsed by @baseballhall member Barry Larkin and MLB All-Stars Johnny Damon and AJ Pierzynski. tinyurl.com/45mnepum

Reagan wanted brunch after Easter Bunny photos. We did not know what we were getting into and yes, there were plenty of leftovers! @SugarFactory

Thank you @KossCountry!

I had a great time on @LegendsOnDeck podcast talking about my book Grand Slam Leadership and @MLB expansion with the @OrlandoDreamers. legendsondeck.com/grand-slam-lea…

@BananaBall_ I was there!

One year ago today, Banana Ball took over a football stadium for the first time 🏟️ In that game, the Party Animals and the Savannah Bananas faced off in one of the most intense Showdowns you'll ever see 👇

This is everyone’s team. Orlando’s ready. #OrlandoDreamers #OrlandoBaseball #BringMLBtoOrlando #MLBOrlando #BaseballForOrlando

Eternal rest for the soul of @CoachLouHoltz88. A great man of faith with a strong love of God, family, & country. Honored to have him support my political campaigns & be an inspiration for decades. I used his book as a text book when I taught at Rollins College. @CoachSHoltz

Thank you to @BianchiWrites and the @orlandosentinel for including me in the 150th anniversary reflection on how sports have shaped Central FL. Sports have played a major role in my life and career. Truly honored to be included through @OrlandoDreamers. orlandosentinel.com/2026/03/01/orl…

A Wicked special time at the Daddy Daughter Dance with my Princess!

We got on the Savannah Bananas TV broadcast during Jackson Olson’s double in the top right of the frame! @TheSavBananas @jacksonolson__ @BananaBall_

Special weekend w/family @TheSavBananas. Reagan met @JacksonOlson_, Kyle “KJ” Jackson, & @YellowTuxJesse. Gave them & @gillum66 a copy of my book Grand Slam Leadership, endorsed by @BarryLarkin, @JohnnyDamon, & @AJPierzynski12. Thanks, KJ, for keeping it close! @BananaBall_

An honor to be in delegation led by Barry Larkin, Johnny Damon, & Jim Schnorf representing @OrlandoDreamers at Governor’s Baseball Dinner, celebrating start of MLB Spring Training as event’s title sponsor hosting all 15 FL teams, @MLB executives & stars, and FL @GovRonDeSantis.

Championship teams are not built by accident. They are built on fundamentals, discipline, and trust. In Grand Slam Leadership, I share powerful lessons that connect the game of baseball to leadership. #GrandSlamLeadership #LeadershipDevelopment #WinningMindset #Baseball

It was great to get some national coverage for Grand Slam Leadership in Insider Weekly. Check out the article here: theinsiderweekly.com/baseball-hall-…

What a fun night at the Orlando Magic game where Reagan got to hang with Stuff, Cory, former Orlando Magic Head Coach Brian Hill and my wife met her all-time Magic crush Ryan Anderson! @OrlandoMagic

Orlando is a Major League city. Period. We’ve got the fans, the growth, the energy, and the community to support MLB the right way. If you believe baseball belongs here, help us prove it. Follow Orlando Dreamers and share this. #OrlandoDreamers #MLBtoOrlando #OrlandoIsMajor #BringBaseballHome

Thank you to @KossCountry and @LegendsOnDeck for the outstanding article on my book Grand Slam Leadership endorse by MLB Hall of Famer and All-Stars! tinyurl.com/mwjrkyy3

This is what Major League Baseball is supposed to mean. Bringing community together. Orlando Dreamers Strategic Advisor Jesse Eisner helped rally the support to get the Central Florida Miracle League back on a safe, accessible field at Trotters Park. Orlando shows up. That’s the point. Follow Orlando Dreamers on social: Instagram: @orlandodreamers Facebook: @orlandodreamersbaseball LinkedIn: Orlando Dreamers Tag us: @OrlandoDreamers #OrlandoDreamers #OrlandoBaseball #MiracleLeague #OrlandoCommunity #BaseballForAll