The barbers chair looks like it's from the 70's or maybe late 60's at most. Looks like an economy model since it has no padded foot or leg rests.
The blow up doll appears to be a representation of a Denver Bronco QB. It would date to the late 70's-early 80's probably by the looks of it. I would imagine it's John Elway being number 7 and saying Denver on it. Although it could be Craig Morton from the first year they won the superbowl in '77, since it doesn't say Elway. A generic representation of either John Elway or Craig Morton. I only mention Morton because he was the first one in Denver to win a Superbowl wearing the number 7, and it doesn't say "Elway" which one would expect. There should be some type of writing on it somewhere to help identify it. Look closely.