Olszewski says ‘time was right’ to run for county seat

WINTER GARDEN — District 3 Winter Garden Commissioner Bobby Olszewski said there was no better time than last week to go for a constant goal — serving as District 1 Orange County commissioner.

“With my family’s history and my commitment to public service, looking at all that we were able to accomplish in Winter Garden, the time was right to be able to give back even more to Orange County,” he said.

Olszewski grew up in the Orange Tree neighborhood of Dr. Phillips, right next to Dr. Phillips Elementary, where his parents — Bob and Rosie — provided an amazing example of commitment and service for Olszewski and his brother, Matt, he said.

“My family was one of the original season-ticket holders for the Orlando Magic,” Olszewski said. “It was always a special time for my dad, my brother and I to attend Magic games together.”

But baseball was the constant sport for Olszewski as a child, given his father’s roles in Dr. Phillips Little League, from coach and umpire to president. At Dr. Phillips High, he became the backup catcher to current Atlanta Braves catcher A.J. Pierzynski and a teammate of retired MLB outfielder Johnny Damon. Joey Fatone of ‘NSYNC and Florida State Rep. Randolph Bracy were in his graduating class, he said.


Olszewski’s wife, Allison, and his other family members have been the most integral people in his life. Meeting Allison was part of a series of unexpected turns for Olszewski, none bigger than the death of his father from a hip-replacement surgery in 2003, the same year Olszewski moved to Winter Garden...read more



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Political Advertisement paid for and approved by Robert “Bobby” Olszewski,
Republican, for State Representative, District 44

Robert “Bobby” Olszewski
1130 Copenhagen Way
Winter Garden, FL 34787
Telephone: 321.217.8687