in particular make sure you know the value that will be added by the ADU and that in your case both units may be rent controlled (no 15 year exemption in some jurisdictions for a garage conversion were garage is over 15 years old.  

Lived in it for 2 years and bought a bigger house and have been renting for the last 10ish years.

I assume you deduct it over the next 5, 7.5 and 15 years?

The company itself is pretty much finished and the owner has had her licenses suspended indefinitely 

They are young, still in college one more year with minimal income.

Year 2 you will get close to your potential revenue, most say year 3 is when you hit your peak revenue.

Your Contractor (if he is actually licensed?)

The goal is immediate cashflow that will quickly increase as we fix-up and/or lease up the properties, which ultimately will lead to a higher property value and a cash-out refi within the 5-year term.Do you happen to know of any good portfolio, bridge, and/or DSCR lenders, private or otherwise, that may be willing to work with such a scenario?

Another thought is to find some previous guests (like myself) that are still around, or still alive, and bring them back some years after their previous show, to kind of document their RE journey.

I just got a duplex with tenants in it, one was M2M paying way lower than market rent but she was a 2 year tenant with a good record, I just renewed her lease increasing little to a number that works but still below market rent, the positve note is that she is paying on time and I didn't have to spend money in the property, the other tenant renewed a lease with us and paying close to MR, at the end of the day you need to do your due diligence and make sure the numbers work.Same question for people who have bought properties without tenants already there?