It's the guy  cleaning gutters that might do this to make his job easier in the future.

Your zoning should be ok, but you want to do everything by the book (which can be costly) to percent future insurance claims or injury claims in an unpermitted basement living space. 

Speaking with a knowledgeable local lender can help you set goals and work towards building future wealth.

If building wealth quickly is the priority, starting with an investment property or house hacking could be a smart move since it generates income and helps you qualify for future investments.

I have a couple more quotes and will post with my decision for future readers. 

If you convert the garage, you lose that as an asset to the home and a future home buyer.

Reason to repair:1. new shingles may still be blown away in the future.

They want an investor to have some serious skin in the game.The other option would be to wholesale this opportunity to somoene and make a few bucks to save so you have some money for a downpayment in the future.

In this case, he gave us ample notice to (most likely) fill that slot, however, I'd like to protect us in the future.

I'd love to connect for future clients needing to find a good investment deal here as well!