@Barry2021,
It is not my place ( because I am not your family ) but if the bill is so $#$#@$@ up for repairs then why not do DIY??? I mean how hard is it to check if their is a problem with the roof and determine if it needs replacing or not? To even purchasing the materials, watching a couple of a youtube videos, and reading a couple of PDF files, and actually work on the project as a team. Granted you all sound like a real laid-back bunch.
I mean I have seen one-man replace an entire roof and rebuilt it in a specific manor. Even people going as far to just make the roof into a floor in itself ( because jeez $9000 I might as well make it a baby-safe deck ).
You guys paid too much for what is a DIY project. There is literally an army of you folks. Might as well make it a family project. Think about funeral minus the expense for the embalming fluid ( the stuff invented during the civil-wars to prevent the body from decomposing so fast and actually harms the dirt below in time ).
Give you an excuse to see each other asides for the Holiday.
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Point taken ? Do you live there, or have your name on the house ? If not then why cling on to it. Might as well use it for storage space ( like your own room or a specific space ). Maybe even build a bat-man-cave garage on the property.