However, it does mean forfeiting the deposits which is tough to swallow. 

Tim, in lieu of a damage deposit, have you utilized A deposit insurance such as Rhino? 

I know it will happen and I do have a deposit for these issues. 

That's more like a typical security deposit to rent an apartment, lol. 

I did not read the rules around security deposits. you may be allowed to use those funds and still file a small claims action for any remainder, but I can't imagine that it would be worth it if you have at least one month's rent in security deposit. 

with auto-pay options, automatic late fees, and reminders, lease signing, security deposit collection, etc. 

That is not a benefit for you, nor any kind of evidence that they are worthy of becoming a resident.That issue aside, I would not allow someone with a recent eviction on my property unless the "unfortunate circumstance" was unlikely to recur AND they otherwise have a strong historical track record of making payments AND they would put down a very large security deposit.

From screening to security deposits to eviction, recent laws create many ways for owners to trip and fall.And now Multnomah County has prevented landlords from evicting delinquent tenants.

Always charge at least some sort of security deposit, and the first months rent up front upon movein.7. 

Your landlord could also allow the charges to compile until you leave, then deduct it from your deposit.