I would still like a definitive answer from someone in the business on whether there is any flexibility in the sale date and how you calculate the 24 month period.

Private owners are more flexible/generous with security deposits and lease durations unless you’re military and can get out anyway. 

(if they only require 15% down on a single family home that is usually a good sign that you are working with a flexible lender) Can I change title to my LLC?

2-4 unit properties usually have for flexible financing options as they fall under residential lending guidelines.  5 units is the smallest possible # of units for commercial.BP article with info here: https://www.biggerpockets.com/blog/single-family-small-multi-or-large-multi

It also gives you financial flexibility.

My property has increased roughly 50-60k since then but at 80%ltv i can't get money out. so - i'm looking for places that are more flexible with the bk in the past and can maybe do 90%ltv.

The coolest thing about this type of lender is that they are flexible, and fun to work with.  

I do  think it is a better option with ride sharing services becoming seemingly more flexible and affordable offering weekly and monthly deals as you've also mentioned.

I can be flexible with my living situation, as it is just me. 

I’ve found credit unions or local community banks are the best and have flexibility when approving applicants.