RE is not a magical business that prints money no matter what.

Most work like this: Rates: 9% to 13% (Most Deals are 11-12%)Terms: up to 36 Months (Most Deals are 6-12 months)Fees: 2-4 points(%) of loan amount paid at closing (Most Deals are 3 points(%))Minimum Loan Amount: $50,000 (For loans less than $250,000 $2,500 minimum fee)Max Loan: 65%-70% of After Repair Value(ARV)100% Rehab Financing Available (Require 20% of purchase price down payment or cross-collateral)Closing Timeframe: 48 Hours - 3 Weeks (Most Deals are 2 Weeks)NO PRIMARY RESIDENCES, NON-OWNER OCCUPIED ONLY, BUSINESS AND COMMERCIAL USE ONLY.

Folks don't go broke taking a profit.That said, if real estate is a long-term business for you, maybe start portioning cash flow into capx so these issues/expenses aren't as worrisome. 

Have you looked into the Padsplit model? 

It really can make or break the success of your STR business.  

.- then we typically have "rent commencement" or when you start paying rent, to be the earlier of either 180 days following lease commencement or when you are open for business.  

Many of us regularly see aggressively modeled exit caps...and the +10 basis points per year rule of thumb is arbitrary. 

Should be no problem deducting this business expense.

I want to automated this process for my business. 

Agreed, I am going to call during normal business hours just wondering if anyone has experience with this - Milwaukee area - thanks!