Hey guys! Long time no chat. 
One item to consider regarding contactless payments is if the card has been used for a "normal" purchase recently. Meaning it's been swiped or chipped.
Chase for example has a note on new cards that you have to chip or swipe before using contactless feature. Since I work with most of the big bank's cyber security teams helping keep mobile and desktop sites up, I asked if this applied to cards that are not frequent used and was told it does not apply to all cards but is doable based on adaptive risk profile.