Most "traditional" or "free" type softwares out there couldn't handle the commercial address, and "commercial" specific softwares were exorbitantly expensive when I looked, now this was some 4 years ago now so perhaps there is a new player, but regardless that client jumped on hemlane, and I was able to get on as well as his leasing agent and he now has 8 units in total across a couple properties, both commercial and residentially zoned on the one dashboard. 

You really need to talk to a tax advisor in this situation.

This is messy, but try to bear with me:I have two Stessa Accounts: one for my personal properties(account "S1") and another for properties held in a partnership (account "S2"). 

This is quite low for January.

I have personally house hacked for over 10 years and continue to do it to this day, right here is St.

I would like to do some research on other rental properties before I set my priceComputer algorithms are good for studying a general market, maybe even a neighborhood, but they are terrible for evaluating a specific rental.

Explore my personal favorites, Set For Life by Scott Trench or The Total Money Makeover by Dave Ramsey, for invaluable financial insights.3.

I'm willing to help this person in any way I can.

Quote from @Benjamin Jackson: Hi,I need to figure out if this is worth pursuing.

I recommend doing your research and looking at properties online.