I was looking to do a cash out refinance to pay down the HELOC and extend the term of the loan, so we can free up some money, and increase monthly cash flow.  

Having been on the sidelines for an extend period while getting your feet back under you is extremely humbling. 

I had a 100 unit extended stay under contract recently with SBA financing in place.

@Gary Swank I have had Pittsburgh on my extended list.

Even if there's nothing you can do to improve their 1031 situation you'll get miles with that kind of win-win thinking.In your situation the absolute best thing you can do to help someone wanting to do a 1031 exchange is to offer them a floating or extended closing date so they can find and get their replacement property under contract. 

Additionally, the smaller 250 sqft "lockout" unit has room on the deck for the interior to be extended.

If this one doesn't address it, the next one needs to have language to cover this scenario.If it isn't in there, they are obligated to pay rent for the duration, but you are obligated to mitigate the damages by marketing and attempting to release the apartment. 

If you extend deals, the seller doesn't have a sense of urgency, sick or not.

The Redemption Period ends on June 13th - I'd like to extend an offer of "Cash for Keys" with a Waiver of Redemption but the documentation I have says I can't contact the occupants of the home.The Title Company running this transaction will provide a Title Commitment for Title Insurance after the Redemption Period is over, which (as mentioned) I'd like to expedite.Can I insure the property with only a Quit Claim Deed?

My network doesn't quite extend all the way up north.As for the LegalZooms of the world...