I've worked with lenders for Cash-out and I couldn't pull enough from the two.I'm working with several APLenders and a few are trying to make it work with my Construction Company and/or personal but it's real close and the closing date is creeping.  

This is a very simplified version of the process without accounting for market changes or bad investments, but hopefully the example helps show how you can speed up your process.Read Buy, Rehab, Rent, Refinance, Repeat: The BRRRR Rental Property Investment Strategy Made SimpleBuy, Rehab, Rent, Refinance, Repeat: The BRRRR Rental Property Investment Strategy Made Simpleby David Greene.

Why not have her give you a bunch of post dated cheques? 

I have a scenario where there is an overlap with (current) outgoing tenant move-out and incoming tenant move-in dates during the middle of Jan 2022. 

@Dave Spooner Absolutely, the potential of decreased turnover from having a more desirable up to date property can also have a large impact on consistent cash flow!

Depending on the state laws, your tenant may not be able to get rid of his guest at a later date without going through an eviction -- would be good if he knows that ahead of time and has the tools available (ie guest being a subtenant, not a "regular" tenant). 

You may be able to get a non-refundable option payment from the tenant-buyer and can potentially contractually lock-in a premium above the market value on the future sale, which may prevent you from losing money on the resale, if the buyer can actually complete the transaction at a future date.

Finding an investor friendly realtor in your area will speed up this process, save you time and you'll ultimately find a great deal if they are actually 'investor friendly'.

There is no reason to get married without dating first. 

They don't want the drama of an auction or bidding war, they want to work one-on-one with someone for some combination of speed, convenience, or certainty.