I'm planning on buying a rental when I have 80k in savings which could be soon.On a side note if I do lose my job, that might be the extra push I need to get into RE full time.

And now I'm pushing the button and moving forward!

The s*8t only rolls down hill for the tenant if you have to evict.

The reason is that if you have a negative cash flow property, and that single property pushes your dti far above what any bank is willing to work with, you will not be able to get another loan for another property.

Might be better to sell and roll it into something without HOA fees.

Kevin,Push them to extend and pay the fee.

If your roof was at end of life, I would agree that there is some advantage to getting the new roof rolled into your long term financing with the small side benefit of MAYBE a little higher value on the home.

Other Important Items to know about FHA Renovation LoansA FHA option to roll renovation/repair work into the loan.

I’m a new investor in the area and took about a year going through the new investor journey (devour content, analysis paralysis, get lending / agent in place, start making bids but no luck, finally win one, reno / pics, get STR team rolling, STR listing active / mission complete).

Generally it just rolls into month to month (and in today's world that is not a terrible thing) until you get it back.