blood sweat and tears...

Even an opportunity to tear down house and build multifamily to make massive cash flow.

And all my customers have been nothing but happy and have easily surpassed LTR profits and less damage/wear and tear to property.

What I'm here to tell you is that unless there is a ton of money on the line then it might not be worth the time, effort, energy, blood, sweat, and tears that it is going to take to bring the case, not to mention the fact the legal matters never really end up in the way that you want them to and you might not get the resolution that you desire.  

Usually, I'm tearing something down and building something completely different.

I'd be interested to see how you felt if you put your own hard earned money into a property, rented it out as a short term rental for a few years, and reflected back on the income, expenses, and wear & tear on your home.There is definitely money to be made with short term rentals but it's not for the faint of heart.

Looks like it was hit with a nuclear bomb and nothing can be done but a tear down.

The deals: I am under contract on two commercial properties; 1. 11,000sq/ft lot with a rundown building currently standing - I plan to tear it down and build a 17,000-20,000 sq/ft 4-story mix-use commercial stores on ground floor and 18 units on the 3 floors above, and 2.

That's what I really think is most important to consider here.Typically, on a a simple gable roof with two equal slopes, homeowners who rely on contractors to take care of their roofing problems will re-roof multiple times, laying down two (or three) layers of shingles, before they bite the bullet and tear off all the old shingles to reroof.

What you say your roof "needs" is already a ton of work, you would not be wrong to do a complete tear off.