I have made sure that both of my riders are being paid on Monday and have done the whole "You must pay two weeks in Advanced to change the date" thing twice- since each rider needed to be set individually.

There is not "Auto Weekly Pay" , setting the payday only means that all riders have to be paid the same day (most choose monday) and not like one rider on monday, three on tuesday and maybe one on thursday again.
So you still have to click the "pay all riders" manually. But instead of several times during the week you got a fixed day for their payment. :P

Also the "pay all riders" is a premium feature. :)

If that is so, then why is only one of my riders being paid every week without me needing to do anything?

There is not 'Auto weekly pay'. Setting them to be paid on monday just means that every monday is when they will need to be paid again. You will still have to go in every monday and individually pay them.

Prisma Heart said:
If that is so, then why is only one of my riders being paid every week without me needing to do anything?

Don't think that's possible

Moved to 'Member Help' because this is not a bug. There is no 'Auto Weekly Pay' - I wish there was because half the time I forget to pay mine, lol.

Is that what it is?! If so I didn't think of it like that, thanks for clearing it up.