We are wondering what would be the best option to do with the property during this 6-7 month period, whether that be Airbnb or what other short term rental options might there be that could make more sense?

It may make sense for the right purchaser to repair.

W2 and 1099 income, 2 kids, renting, and 1 rental.At what point does it make sense to hire tax help and how much should that expect to pay?

They gave me decent terms on financing the rental and providing rehab funds but it did not make sense with me being so close to finished. 

Long-Term takes the least amount of time, Short-Term the most.Unless you have the time & discipline for this, SELL.4) If you sell, would it make sense for you to re-invest in other rental properties?

This rating will give you a sense of the carriers financial solvency.

Financially it only makes sense to invest remote if you have a sufficiently large economic delta between the market you live/work and Milwaukee.

I appreciate the reminder as well that if the gain is fairly low then it may make more sense to just pay the capital gains taxes now versus 1031 exchange. 

Later, you could refinance, pay off the sister’s share, and potentially renovate further to add value.The big questions seem to be how to handle the mortgage so the parents aren’t stuck paying rent and whether setting up a trust or another legal structure makes sense for passing ownership smoothly.

For example, if you’re into turnkey properties, how much cash flow do you need for a deal to make sense for you?