He graduated from the University of Iowa law school in 1882.
He educated at the Decorah Institute in Decorah, Iowa. He opened a law practice that year in the frontier town of Warren, Minnesota. He served on the city council and as city recorder.
He drafted the Warren city charter.
He engaged in the real estate firm of Grindeland & Forsberg. From 1889 to 1900, he was probate judge of Marshall County, Minnesota.
He served one term in the Minnesota State Senate from 1899–1903, giving up his seat to unsuccessfully seek the Republican nomination to the United States. House of Representatives. In March 1903, Governor Samuel Van Sant appointed him to the district court bench.
He was elected in 1904, and re-elected in 1910, 1916, 1922, and 1928.
He retired on November 26, 1930. Grindeland married Inger Forde of Big Canoe in Winneshiek County, Iowa in 1882. While on the bench, he served as president of the Warren Commercial Club.
He died in Warren on October 28, 1932, of a heart attack.
His papers are reposited at the Minnesota Historical Society.