Looking for any creative input on how something like this could be structured.Taking part of the purchase price of real estate as a charitable donation and using said deduction to lower your taxes is tantamount to sending a cover letter to the IRS with your return requesting an audit.  

If the IRS gets busy auditing them, maybe they will leave you alone.

First time in 3 years we have had to file a claim with over 150 airbnb stays. Guest left all windows and door open in our cabin in -15 degree weather when they left causing a frozen pipe. Left the place destroyed and ...

Avoiding the ravages and savages of the IRS audit system.

I also would like to reduce the audit risk due to large bonus depreciation. 

But. that short of a hold period would be suspect by itself if ever audited.  

After doing an audit on my time and realizing that I spent over 40% of my time shopping for materials, I knew I needed to find a better solution.

Here is the email received"An internal audit has been completed for STR permits and our records indicate that your STR permit was issued in error due to exceeding the maximum 12.5% blockface density.

You can do it either way and reality is you will never be audited. 

Thought about if I did scale to say 100-200 doors that I would hire another company to audit the current PM on how they're handling my properties.