Early Political Career
After the war, Holland resumed his law practice in Bartow. This however, was short-lived, because Holland accepted an appointment as the Polk County prosecutor later that year. He served two years in the prosecutor's office, but left after being elected to a four-year term as a county judge in 1920. Holland was reelected in 1924, but left after the end of his second term in 1929. Holland returned to private law practice later that year, joining William F. Bevis in the law firm of Holland & Bevis. The firm grew rapidly, eventually becoming a large international law firm that still exists today as Holland & Knight.
In 1932, Holland was elected to the Florida Senate, where he served eight years. During his term, Holland was noted for his strong advocacy for public schools; as a member of the school committee, he drafted and cosponsored the Florida School Code and supported legislation that raised teachers' pay and retirement benefits. Holland also supported worker's compensation, tax cuts, and unemployment insurance. He was strongly opposed to both the sales tax and the poll tax, which he helped repeal in 1937.
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