That makes a lot of sense—having tenants pay several months upfront, especially students using their loan money, definitely helps with steady cash flow and reduces the hassle of monthly collections. I agree it’d be great if platforms like TT made it easier to automate those multiple-month charges instead of having landlords do it manually. Hopefully, that is a feature that will be added in the future.
Outside of student rentals, I think taking several months’ rent upfront can be a bit riskier. While it guarantees income for a while, it might reduce the tenant’s incentive to stick around or take good care of the place since they’ve already paid a big chunk. Also, if something goes wrong and you need to end the lease early, handling refunds can get complicated.
For longer-term tenants or non-student renters, I’d probably weigh the pros and cons carefully. It’s helpful for cash flow, but I’d want to make sure there’s a solid lease agreement and clear communication about expectations.
Out of curiosity, have you had any issues with tenants who pay upfront and then want to break the lease or move out early?
