Sheppard mainly played in the American Hockey Association (AHA), spending six seasons there between 1926 and 1932.

[2] His NHL debut came on November 15 against the Pittsburgh Pirates, and he scored his first goal in that game.

[3] Sheppard played eight games with Detroit before being traded to the St. Paul Saints of the AHA on December 19, 1927.

[2] After his hockey career, Sheppard worked as a real estate agent, however soon after the death of his wife in 1953, he quit his job and became homeless and addicted to alcohol, "bounc[ing] in and out of beer parlours and construction camps".

He was also an economic advisor to British Columbia Premiers Gordon Campbell and Christy Clark.