Background
Gillespie was born in Edinburgh, Scotland. Like his father, he was a member of the Royal Company of Archers.
Gillespie was born in Edinburgh, Scotland. Like his father, he was a member of the Royal Company of Archers.
As a boy he lived with his family at 53 Northumberland Street, Edinburgh and was educated at the nearby Edinburgh Academy and subsequently at the University of Street Andrews.
A ceremonial unit that serves as the Sovereign"s Bodyguard in Scotland). He was admitted to The Society of Writers to Her Majesty’s Signet in 1875 and also served as a Captain in the Midlothian Coast Artillery Volunteers. Upon his return from colonial service in Australia, his father, Sir John Gillespie, sent him to Sarasota, Florida in 1886 to work for the Florida Mortgage and Investment Company.
Gillespie found his father’s company in poor condition and began improving the community in Sarasota and soon business was booming.
In May 1886 he laid out two golf holes on his property. This was the first golf course in Florida and the second in the United States.
An avid golfer, Gillespie learned the game at Saint Andrews. In 1905 he built a nine-hole course on property now which is now the site of the Sarasota County Courthouse, Florida.
He went on to lay out courses for Henry Plant, Tampa, Winter Park and Havana, Cuba.
Sarasota was incorporated as a town on October 14, 1902, coincidentally Gillespie"s 50th birthday, and he went on to served as the Town"s first Mayor. He was subsequently elected to five additional one year terms.