@Jack Greener if you’re switching then yeah it won’t really matter what you do now, just save as much as you can.I’m very realistic and blunt, and I’m a believer in taking the path of least resistance, which is what I describe above.  

To me, however, that convenience was outweighed by the negatives I described in my earlier post.

"Micro-retail" has been done in some of the more dense places in the country (NYC, SF, etc) but I don't know of any specific examples of exactly what you're describing.

Based on the situation you described I would focus on saving/analyzing deals. 

@JD Martin based on what you described, you are probably the one who wants it most.

Everybody's situation/goals are different, so have a brief conversation with an attorney to make sure that your needs are addressed.A third thought, "now", as you described your situation above, is too early.

Use the investing/business plan to describe your big picture and then using an action plan to figure out the path from point A to point B, if that makes sense. 

You describe it as a C property in a B neighborhood which is ideal for a repositioning and raise rents.

By the way, except for the owner occupied and being able to get owner occupied financing, the described is what we do.  

Business wise quickbooks or any number of others are probably better for the situation you describe quicken would work fine.