Never under estimate the power of good old fashioned fun in real estate.I have a couple questions/ideas for you. 

If unfavorable response, sue seller for the $3500.2) They're called estimates for a reason.

I'd suggest you keep checking redfin and zillow home estimate, once you see price is stabilizing or moving up then you can buy aggressively.

I'd estimate he spends no more than 3 hours a month working on it.

So it's a flip not an investment and the Airbnb numbers are estimates?

For example I’ve got to add a basement egress window and I’ve just gotten 2 estimates, one for $20K and the other for $23K.

Get 2 or more estimates to treat it, and to sister the damaged boards/beams and/or replace them.

You still have to run comps on everything, determine construction costs & estimate ARV, carry & commission costs, etc to make sure that deal in that market makes sense.

our advisor suggests selling one of our 3 rentals to pay off high interest adjustable debt which will free up cash flow due to our high interest adjustable HELOCs  he also thinks it may be ok to sell even if we pay capital gains which I mentioned before estimated transaction costs close to $150k OUCH> which would leave us with a approx net of $350k.

Never close on their ARV and grossly out of touch with reality on their repair estimates.