But I had some damage , shingles , about a square and a half blew off 1 of my rentals , I will be using insurance on this one , its not minor .  

I vote stay in the PM role that you love and find another part time job or side hustle to add to your down payment fund.Can you get your own pest spray and tools and hang your shingle as an independent mosquito sprayer on off days, nights and weekends?

Just talk to a CPA about it or use a computerized tax program that will ask about the hardship.

Does anyone know how expensive cypress or cedar shingles are?

Mean while all of the shingles are buckled.

READ all of the through a few times BEFORE you visit a CPA.I always kept a "working copy" of the forms for each property, when I computerized in '95 I made it an Excel file and that worked fine for me.

Im thinking it will be in the 7k range since its a mansard (barn) style roof.The other problem is the asbestos shingles... havent gotten contractor quotes back yet.

Shingle mfg. has the same.

Now why did I cover three stories of asphalt shingle with beautiful white vinyl?

And filing of objections or errors in the assessment of the property.Scavenger Sale BooksThese books contain (for any year in which there is a Scavenger Sale) an accounting of all properties eligible for Scavenger Sale and information on any bids made at the Scavenger Sale and redemption's made afterward.Property Record CardsThe Assessor’s Office has a card for every property containing all information concerning assessment.Current information is also kept on microfiche or Computerized Data Files.The most up-to-date property data is contained in the Computerized Data File.This information is available to the Assessor’s staff but not to the public on a regular basis.