If you had built a separate ADU and not converted the garage, you may have been able to use the garage for the JADU.3 & 4) "multiple accessory dwelling units within the portions of an existing multifamily dwelling structure provided those units meet certain requirements; or (4) not more than two accessory dwelling units that are located on a lot that has an existing multifamily dwelling, but are detached from that multifamily dwelling and are subject to certain height and rear yard and side setback requirements."

If you do go for the furnished, talk about paying separately for any furniture as you pay property tax on purchase price and you don’t want to pay property tax on furniture if that drives up the price at all.

They are two completely separate things.

@Henry GuPlus there’s loopholes like working as a contractor and paying yourself a massive 401k As the employer, filing taxes Married filing separately one year and addending it a year later to get the married brackets a year late but not have your spouses income count toward your repayment.

Or, should I get a separate attorney?

VersusCons:5 separate closings, so 5 title searches, 5 closing Attonery fees, 5 negotiations, possibly 5 different sellers to deal with, 5 locations unless you buy a row of homes which is normally unlikely, possibly multiple PM’s due to location or skill set of PM, 5 insurance premiums.  5 transactions to sell it as well. 

The best thing to do is to separate all expenses into the categories that show up on schedule E and track them as you go.

We also have a land clearing company (separate LLC), which was actually started about 5 years ago.

There are a lot of really terrible flips here, so there's opportunity to separate yourself from the competition, just make sure you budget correctly and make sure there's enough meat on the bone. 

Does anyone see any issue with advertising and landing a deal with one LLC’s name then closing the deal using a separate LLC?