homes in this area are routinely selling at 900 to 1mil or so.. without being in what was the perceived to be better parts of LO.. so there would be some upside to rent then do a spec if timing was right.

MA is strict and the opinions outside of MA don't apply.

Email and texting are a good route, I have an e-voice account setup to catch phone calls and they offer texting too, though I have myself on strict budget so I can still provide for the fam., I believe a lot of my urgency comes from giving myself a end date, and from there I planned to start full time, so I feel rushed per say.

You can have the ROTH invest in projects, but there are some pretty strict rules on how involved you can be with the projects.Personally, I wouldn't consider a line of credit on any property below 50k, unless it was a flip, and even then I would go private.

Your Net Sale Price is the Gross Sale Price of $900,000 less your routine selling expenses such as broker's commission, title fees, escrow fees, recording fees, exchange fees, etc. 

Credit Unions tend to be less strict and more friendly with their underwriting guidelines than a national/regional bank, also check out a small community bank as they are also more lenient and friendly.

AirBnB laws are strict and subject to change in a volatile environment where homeowners are seeking to limit them from neighborhoods but I have the advantage of living in a "mixed-use" neighborhood and therefore can run it as a business instead of a personal residence AirBnB rental. 

If it was the tenants security deposit there are very strict laws on how you handle that.

Forgive me, as I'm pretty green, and unfamiliar with market conditions in Westchester (I grew up there but live out of state), but as far as yield % (I guess this could be calculated different ways), but from a strictly cash flow basis, I would hope 9-10% could be had?

They have a forum on the website, but it is strictly monitored by their admin and I don't see much recent posting on it.