Materialism is his love language.

From my research, I'm seeing $100-$150/sqft depending on complexity and material.

Retain a cash reserve to cover vacancies or downturns, and align with your long-term goals by consulting a financial advisor.

You could argue that your property has not materially improved and does not meet the same value as the most recently sold properties.

@Steve CrispIf you meet the material participation guidelines and qualify for the short term rental loophole you should get a free cost segregation estimate to see how much you would benefit from the accelerated depreciation. 

You are reading the right material already.

Read as much material as possible and go to some local RE meet ups.

However, as W2 earners, these losses are considered passive and can only offset passive income unless you or your spouse qualify as a Real Estate Professional (REPS) by meeting the 750-hour and material participation requirements or STR is used.

Most are flimsy, thrown-together with uber cheap materials. 

Little paint and the contractor I found let me buy the material and only charged me labor.