I haven't reached out to my attorney yet, but plan to. 

Hello my name is Ben and I'm  newly married man planning for his future.

For me, I have STR experience so just need to get the house rehabbed as they were just purchased and had been neglected.The plan is to post on furnished finders and airbnb or vrbo and see which takes off. 

This has been our exit plan to transition to fewer doors.

A self funded care plan is challenging to execute and I empathize with you and your family.   

Your plan is to wholesale the deal and make a 200k profit, by just offering 200k less than asking price.

Just be sure to have a plan in place to avoid any potential financial risks.

The "Live and Flip" idea could work if you're okay with a short-term plan.

I don’t know if it would be worth it to do a 1031 after only a year unless you’re buying both properties for much less than their worth assuming 10% in selling costs (which might offfset any tax savings over just selling the contract) if the property goes from $100k to $110k by next year your taxable gain will already be zero after selling costs.if you plan to sell soon anyway  I think I’d lean towards just selling the contract and freeing up the money, saving loan and interest costs.

When you depreciate that portion of the asset, you reduce your basis, and ultimately increase your future tax liability in exchange for the write off in the current year.1) What is your short/long term plan with the property?