I am looking for insights if I should perform a DIY cost seg or if I should work with a firm? 

As used in this Section 18, "Interest in the Property" means any legal or beneficial interest in the Property, including, but not limited to, those beneficial interests transferred in a bond for deed, contract for deed, installment sales contract or escrow  agreement, the intent of which is the transfer of title by Borrower at a future date to purchaser."

@Joseph Lombard we agree with @Travis Biziorek.Suggest you change your post title to: "DIY Investors Please Share Your Detroit Area Contractors" or something similar to appeal to fellow DIY'ers and any contractors.

How much did the pickle ball court cost to install?

After that, you will need to find a good developer who could help you put down the foundation and install those units.

We have had the beds installed for about 4 years now and the reviews are great.

You appear to have a Class A property that will be fairly easy to manage (even DIY!)

Since the weather is getting warmer, they would like to use their window air conditioning.The problem is that the window guards are not allowing the air conditioners to be installed.

I would hop on the forums on facebook by searching for hardwood installers etc and get their opinions on some remedies 

For $3k out of pocket along with my insurance I can have a metal roof installed.