Can you comment definitively on whether or not you need to restart the game to get the season pass items if you bought the season pass after leaving the Blue Ribbon restaurant?
This is what I've learned from our Lead Systems Designer. "If the Season Pass was enabled prior to entering the Blue Ribbon Bar, you can pick up the gear on the first table to the right as you approach the bar. All four pieces of gear are only awarded directly if you bought the Season Pass and continued a game after the Blue Ribbon Bar in Town Center."
Is this not what occurred in your situation? Did you try redeeming the Season Pass already? Let me know.