What software did you end up going with?

@Amanda Lindsay curious about which softwares you evaluated to select Rent Redi?

Can anyone recommend software which would accept monthly payments (from me to seller) and create proper 1099 forms for tax purposes at year end? 

I do it myself and takes 20 to 30 minutes a month (did it yesterday for Dec), with about 7 of those minutes for 1 property in Blount County, TN which requires the form to be manually filled out, write a check, address an envelope, scan doc and check for my records and walk it to my mailbox.

They have nice looking direct booking sites, but I'm more curious about their digital marketing training and crm software included with their package. 

Buffalo changes very quickly block to block (not just ZIP by ZIP) and it is crucial that you understand this prior to writing any checks. 

I’m struggling to understand why all of this is necessary just to use their property management software.

Having a great self-storage facility software for online management is key!!

@Tyler Koller, we use QBO for all of our Clients but I don't recommend it as a PM software (since it's not that).

Then the prices lower towards the date and you end up booking at a low price or worse just being vacant.I think manually pricing your STR'S is a much better approach.So many people are looking for the next cool software app to buy a subscription to.