Sherwood was raised in Mexico, son of parents dedicated to teaching indigenous people groups how to read and write their native languages. He left when he was 15 to finish high school in Iowa. He has lived in Minnesota since 1978.

After college and law school Sherwood moved to Cambridge, MN in 1986 to enter the private practice of law. Sherwood is grateful for the many, many wonderful clients that have entrusted him with their matters since. Of these, friendships have often resulted. Sherwood has continued to commit time and resources to organizations locally, regionally and globally.

When not participating in the above Sherwood enjoys his faith, family, friends, pheasant hunting, BWCA, cooking, exercising and reading.