His first appearance was made on June 27, 1853, at a theatre in Rochester, New York, under the management of Messrs., Carr and Henry Warren, as Lopez, in "The Honeymoon."

Raymond first became known in New York in 1861, when he appeared at Laura Keene's Theatre, succeeding Joseph Jefferson in low comedy parts, and at that time he acted Asa Trenchard in "Our American Cousin."

Raymond enjoyed a successful career at San Francisco's California Theater as low comedian, appearing many times in starring roles at Piper's Opera House.

[1][2] His greatest popular hit was as Col. Mulberry Sellers in a dramatization of Mark Twain's Gilded Age' (1873), a character that became completely identified with his own breezy optimism.

Raymond's professional career extended over a period of thirty-two years, in the course of which he acted in all the parts that usually fall to the lot of a low comedian.