However, I would need to somehow come up with the remaining 20-40%.

It remains to be seen whether or not this law passes or another like it, but whereas we were at one point heavily-considering a second rental property here, we're holding off until we get a clearer sense as to how this will pan out.

Would it be risky to front the remaining costs (outside of the contingency funds) to incentivize them to get the work done within the timeframe needed?

So, they will need to remove insulation to access all joists/floor boards.We agreed Dehumidifier to be installed to prevent the issue from reoccurring.I already have vapor barrier installed.Crawl Space Ninja stated that the fiberglass blanket insulation between the joists in my crawlspace can remain removed post remediation.

This cap typically remains in effect unless there is a "change in ownership or control" or a qualifying improvement to the property, among other exceptions.

I think it is reasonable to assume 4% annual appreciation in this area, which means after two years, the property could be sold for ~$635k.Based on the terms of the mortgage, ~$351k will be remain on the loan balance after two years.

Current Assets:250k in 403B (max contribution)25k in 401k (wife 401k)400k in HYSA at 4.25% (need to move a lot of this, previously was saving for local Long-term Rentals... but haven't put enough effort into this."30k in checking50k in VTSAX15k in Disneyest 20k (bought side lot adjacent to property in 2020 1/2 acre for 15k... paid off)est 60k (bought back lot adjacent to property in 2020 3 acres for 45k... paid off)est 280k equity (Home valued est at 600k bought for 380, 320 remaining on note at 2.7% in 2020.

In regards to the renting season I know most STR beachfront owners follow the scheme of renting May-October on STR and then doing a mid term rental for the remaining months.

Personally, the Indianapolis and surrounding areas will remain "hot and trendy" for a while as economic development is growing in the region.

Airbnb with all its challenges remains the more reasonable option compared to VRBO, which is why Airbnb’s market share continues to increase.