And with your medical experience and real estate experience--not to mention your knowledge of medicaid billing--I don't think you need him.

I love the area but as others have mentioned its really hard to get cash flow unless you are putting 25-30% down which is a large undertaking in Boston.

Hi Tomas,Like a few before me had mentioned, going through a wholesaler would be a good idea for you with having a good tear down and remodeling team.

Hi Tom,  I did not see any posts that mention "Payment Standard". 

@Kevin Sobilo had some good comments but a couple other things to think about.A cashout refi doesn't make sense because you would need to go conventional and the rate would be higher.A HELOC is possible but since it is an investment property, not every lender will have an option AND even with a $100k HELOC at 10%, you're looking at $833 in interest payments, taking your cash flow negative.I think your best options are either selling for the reasons Kevin mentioned or using your current cash on hand.

You might already have some real estate the thread did nto mention but if not focus on that first. 

I'm assuming you're thinking STR because you mentioned seasonality. 

Flips can be done pretty easily in 7 days if they are simple and as mentioned with planning or a templated plan 7 days is totally doable even for one that needs a ton of work.That being said 1 day seems unrealistic unless they exclude a massive amount of planning before the project which maybe they are.    

As mentioned difference between your interest rate and what you could make says keep the loans.  

If you go short-term rental, I would 100% fix it to use for guests especially if it is only $10,000 like mentioned in the post above.