Whether a tenant can pay multiple months upfront depends on their payment limit.
Each merchant account has a payment limit set to reduce fraud. If the total upfront payment amount exceeds this limit, the payment will fail.
Options
If the amount is within the limit — The tenant can pay the full amount through the portal normally
Request a limit increase — Follow the instructions in Request a Limit Increase for Rent Payments
Accept payment outside DoorLoop — For very large amounts, it may be simpler to accept the payment outside DoorLoop (check, bank transfer, etc.) and then record it manually in DoorLoop