Webb moved to St. Augustine in 1880. He was a member of the St. Augustine Free Public Library Association. Professionally, Webb was a practicing doctor at Flagler Hospital and was assistant doctor at the State School for the Deaf and Blind. He was also the Acting Assistant Surgeon and Medical Officer at Fort Marion at the time when Native Americans lived there during the 1880s. Webb was a member of the Florida State Legislature and Mayor of St. Augustine in 1911 and 1912.
Webb is probably best known for his involvement in the documenting of the St. Augustine Monster of 1896. He was the only person of an academic background to examine the specimen in situ.
References
Ellis, R. 1994. Monsters of the Sea. Robert Hale, London.