The punch appears to be a check mark, and metal shows some age, but punch works.
L.O. Crocker, E. Braintree. Mass.
The stamp pad stamp says "Virginia Truckee Transit Co." the corners are torn, and it is taped on. But when stamped that is what it would say.
The Virginia & Truckee Railroad was originally built in the 19th century to serve the Comstock Lode mining communities of northwestern Nevada, primarily transporting gold and silver ore.
Today, it operates as a scenic railroad, offering tours from Virginia City to historic Gold Hill and also extended routes from Carson City.