And you have to close on the replacement property within 180 days of the date of the first sale (the first 1031 exchange that will expire).My recommendation is that when you get an offer for that first sale, negotiate as extended a closing as you can. 

He mentioned it won’t work for an extended period of time due to family situation, but if he’s only a few months short I’m sure that’ll be worth the hassle to capture the full exclusion.

The place where a man makes his home, or where he dwells permanently or for an extended period of time.

.- You won't extend the term back to 30 years (which is definitely part of your monthly projected savings). 

We are also living in an extremely extended period of relative calm in this country without major upheaval.

Not sure if you can extend the contract at all and try to get a cashout or a hard money loan on one of your investment properties you currently own?

This past winter i signed a tenant for three months with options to extend monthly until spring summer.

To prevent any future misunderstandings, simply inform them that paying upfront for an extended period is not feasible.

At the time of construction the town sewer hadn't been extended to the neighborhood the property is found but now has one right in front of it.

New fee for extending).