QBO even has a function where you are able to automatically categorize certain recurring payments so your bookkeeper has even less to do. 

I like the mission of the company and I would really like to continue doing business with them, but having to take time out of my day on a recurring basis to deal with something that should be automatic is getting very frustrating. 

@Walter PinedaI set a recurring sales receipt for the first of the month in QuickBooks Online.

I'm sure as owners there could be some benefits on the cost side either one time or recurring...we'll see as we evaluate.

Capital items are considered non-recurring items, so are non-operating.  

I send the tenants a bank authorization form and set up a recurring receipt in QBO that charges them on the first of the month.

Do note that you will need to obtain signed authorization for recurring debits and must operate in compliance with NACHA's rules.

Those are typically homeowners.If you're already losing money with just PITA, you'll be down significantly when you include maintenance, turnover, recurring capex and vacancy.

Platinum level - 1st year $14,041, annual recurring fees $2596 (filing fees for WY, CA, IN, registered agent fee) and a $75 month membership fee.

This is my recurring reminder that granting a tenant the ability to unilaterally "push" funds to you is risky.