IMO its hard to compare one era to another b/c of equipment. Do though feel that Jack had to deal with more competition than Tiger. I can't remember who, but some past PGA tour player said that there are more very good golfers today, but in Jacks day there were more great golfers. Most the time when Jack won someone, G Player, Arnie, T Watson, L Tarvino, was nipping at his heels.
At this time Jack still holds the record for the most wins, so I've got to go with Jack.