Okisollo was built in 1944 I believe. The winch could be original, but I doubt it. Hydraulics were not widely adopted on small craft in BC until the late 1950's. So if the winch is original it was mechanically driven. This involved chains, shafting, bevel gears, and a clutch to transmit power from the main engine to the foredeck. It's unlikely the Canadian Army had money to "waste" on such refinements at the end of the war. That's what the crew were for.
In her original arrangement as an Army tug, she may have been equipped with a deck winch (again mechanical) on the aft deck. This would have been used for general lifting while loading cargo, as well as hauling the anchor as needed.
Of course as an Army boat she would have been underway 24/7 when outside home port, anchoring would be rare. And in BC waters at that time they would tie to a logboom rather than anchor most places.