Tell them to get out in seven days, use the deposit for unpaid rent, cleaning, and repairs.

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

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

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.

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

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

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.

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. 

Financing-  build a relationship with a regional banker, don’t shop for interest rates, start small and build history and loyalty they are your team, Cross collateralize, deposit CD/MM or custodial account with bank for loan, give them monthly updates, nail your deal analysis, do stress tests on your deal analysis-cost/interest rate/deal length/ sale price etc. 12.  

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