Man, this Chase/Samsung Pay thing is going to be confusing for at least a few days to see how to trigger the 5%.
I can also confirm that if you don't open Chase Pay first (which appears to have not worked for at least one person), but go straight to Samsung Pay, the Chase Pay logo is now already co-listed with the Chase cards. However, this does seem to indicate that you have already activated Chase Pay for your card portfolio.
Further, I got the targeted use Chase Pay with Samsung Pay (via the longer Chase Pay > Pay > Samsung Pay) for $25 promotion which seems to require the longer method so I will need to use that for my own efforts over the next two weeks.
A reddit person has said the longer method did work for a NFC at a vending machine transaction in the past day to trigger the 4x bonus.