Might be coming in a little late, but we strictly have done entitlement and development projects. 

Still cashflows a lot and uses debt responsibly to expand a little faster.I'm curious what you are looking at when doing a deal similar to this to make the right cash offer of not too little but also not too much when thinking strictly in terms of cashflow.

Revenue-wise, they crushed it, but their median home price (like Austin's) and regulations being more strict pushed them just out.

.- Im thinking of not charging security deposit because of all the strict MA laws and just using the last months rent as a sort of security deposit, thoughts?

We are in New Orleans, the Las Vegas of the South, so IB is very risky for us and the City has very strict rules about parties. 

I'd also suspect that as an owner-occupant, one might be able to skirt strict STR laws, and rent out a primary in an extremely in-demand market, especially in the near-term (think collecting huge fees seasonally around CU football games the next few years). 

Big thanks to @Zach Lemaster and his team at renttoretirement for making this seemingly complicated process with strict timelines a very easy process to navigate so I did not have to end up paying capital gains tax!!  

Yes you want to establish your credibility with a bank and they have very strict guidelines about what they will finance and what they won't.

These deadlines are strict, so it’s essential to plan accordingly.Good luck with your exchange!

Then use those funds strictly to make renovations keeping all receipts.