Do not use a program for your computer when you can use an online rental manager for nothing.

Not sure what fair housing would say but a lot of the affordable housing programs seem to do it. 

These are popular programs among investors because they do not report to credit agencies, use DTI to qualify, and do not require tax returns or income verification.You can use a DSCR loan to purchase or cash-out refinance, a strategy commonly referred to as BRRRR (Buy, Rehab, Rent, Refinance, Repeat).

In terms of making a unit legal, I was on a call last week with some alderman talking about the ADU program and some of the challenges.

You can program from remote location, key cards have to be done in person.

Income (W2/business) comes sustains RE, RE doesn't sustain income, at least for quite some time, unless you happen upon a unicorn property.Then buy a multifamily place, use everyone's income to get a loan on it (there are financing programs around this) and have other people help to pay your mortgage. 

All the construction for the ADU was unpermitted/undocumented and the previous owners were contractors themselves.I want to apply to the Oakland Amnesty program, but one of the requirements is that they need proof of the establishment/construction and also occupation of the ADU prior to 2021.Since I just bought the home in late 2022, what is the best way to go about the proof of establishment and occupancy requirement?

 https://www.nyc.gov/site/mayorspeu/programs/tenant-rights.pa...

Lenders that have flexibility to originate in multiple states and have a wide range of programs available provide more value. 

They have some interest only investor programs that can also enhance returns.