Quote from @Jason Wray: Yes, you can use an FHA 203K program or even convert it to Fannie mae and use a renovation loan if the LTC/ARV allows.Cool thanks for the info!  

- Will lenders likely make me wait more than 1-6 months from closing on my multi-family, to approving lending for the second home?

I've had qualified renters move into a rental, add their bum friends or family members, and then disappear, leaving me with bad renters who weren't approved and aren't on the lease.The best practice is to screen every adult, approve them, and add them to the lease. 

Full Disclosure, He has a monthly subscription program to which I am an affiliate of.

I also had to get it approved by the city which was pretty easy. 

Does anyone have any recommendations on property contact programs and software?

5) If approved, how much will they want upfront, when can they start and what's their expected completion date?

If there’s physical damage dishwasher goes out 3 times in one year like it has in the program I work at the company pays the first $500 towards repairs or the new one.

@Don Miller Congrats on the permit being approved! 

It's usually the member/borrower's creditworthiness that is the issue and interferes with approval, not the LLC.