There are some reasons why flipping might be better in an S-corp (in terms of expenses, salary, maybe formation of health plan and Solo 401K, etc.), for which you should consult a knowledgeable CPA, but those revolve around shifting areas of taxation and deriving additional benefits.You'll want to do your flipping in an LLC (and if you plan on doing multiples, you should look into Series-LLC) for liability purposes (,  so that if a buyer of one of your flips comes back years after the sale with a lawsuit, you are protected).One way or another, the money gained from flipping is active income and you'll have to pay taxes for it.

Some of my pros and cons for leaving current employer versus staying;ProsGreater growth potential as self employed Realtor;More access to marketing tools;Can start building RE business off of the affiliatIon of a more reputable firm; More practice by repetition; Learning opportunities in the public sector (government contracting for corporate housing)Cons Leaving a more secure job (hourly wage, health benefits, PTO, etc.) 

Nice cars, big house, sweet monthly vacations, eating anywhere and everywhere I want (#singlelife)then after that I'm all about just paying for more time with family, future kids education, health, relaxing. 

Your best option is to do a boat load of market research to demonstrate that the health of the surrounding neighborhoods and community is still strong.

She is an older lady in poor health.

Personally I do not understand the $100/ door mentality and now your willing to settle for $88/ door?

I graduated back in May 2015 with my Bachelors in Public Health.

And how this house is really dirty to damage her physical health.

Contingency planning (stress testing and mental rehearsal).When I bought my personal residence in the 1980s, for example, my budget was tight and I forsook earthquake insurance (most Californians don't have it).

To further complicate things, the health department in the county requires a 1 acre minimum parcel size for a new septic system.