Have constant outbound and good KPI's to see what lists/marketing campaigns are working best and how the monthly budget will be allocated. 

Quicken download all the transaction and asks you to allocate it to the correct property or a general expense. 

We have sold all of our rental properties and will allocating 50% of the holdings into stocks and other will allocated toward real estate since we are seeing bigger price adjustments.

Your point of lack of housing versus lack of affordability of housing is exactly why it'll be primarily a renter nation, and the allocation of rent to income will tighten sharply.

Yes, that is what I am suggesting- if you got a construction loan on your properties you are in the process of renovating, you could use the cash you have allocated for that purpose for this acquisition. 

I'd even say most people ought to allocate a reasonable percentage of your overall investment portfolio into real estate, but it is best to study first and get some background in the field.

Usually I would allocate over 10-12% per month for the entire job. 

If you did, just have your CPA allocate the costs to the different components that were updated.

A soft lockbox, is after you received your income generated from your property you can allocate the excess funds towards distributions to your partners, maintenance etc. 

Whatever is allocated to the STR part, assuming you pass material participation test, will be allowed as a deduction.