Keep it simple, attorneys sometimes like to make things complicated.

I imagine that could get complicated in the event a claimed needs to be filed also I can see some issues when its time to file taxes.   

His situation definitely adds another layer of complication as a judge may empathize with him depending on how tenant friendly the jurisdiction is.

SaaDon’t make it more complicated then it needs to be.  

More complicated transactions like purchase, refi, or sale of property require more technical knowledge, but you can have your accountant handle those kinds of transactions.

Renting your existing primary is a complicated question.  

Others may need to be creative, you just need to make sure you hit a simple savings rate and invest competently. i appreciate the advice. my plan is to be saving about 75k/year while I'm paying off student loans and then jump up to about 125-135k/yr once loans are paid off. since my most immediate term goal is to reach partial FI (have the FI to work part time) I see REI as a means via cash flow.the other complicating factor is I think the financial prospects for my field are quite bearish and anticipate a decline in salary in the long term due to: -decreased reimbursement from medicare, increase in PAs/NPs, and and significant increase in residency training programs which will create a surplus of Emergency Physicians -- all of this leads me to believe that if I want to maintain a high savings rate in the future I may have to work even more to get the same income I'm currently getting.

There may also be some benefit to creating a s-corp LLC structure in which you can expense to the LLC a PM Fee from your property, in order to save some on "self employment taxes", but that sounds really complicated and more fit to ask a CPA about - which I am not, just to be clear. 

If your looking into purchasing more properties for business use then perhaps an LLC would be more beneficial but once again, it is up to you and your preference.Before filing your taxes, get in touch with an accountant or CPA who is well versed in Rental Properties and discuss in detail so that you can maximize your deductions.It may seem like a huge complicated process but I assure you it is very simple once you get the hang of it.

I was trying to work through the BP analysis calculator and it is sort of complicated.