I was told by realtors: of course 2 beds, but from my personal experience as a young professional, I always feel it’s hard to find an affordable 1 bed/studio in MA.

If you look at the recent historical trends it's not hard to identify which markets are 'growth' and which are 'cash flow' type markets, and there are some that show characteristics of both. 

And I have used all cash, FHA, 203k, conventional, refinance into conventional, hard money, and private money.

Contact an asset protection lawyer (It doesn't seem hard to open a single LLC by myself online but I imagine it would be difficult to get much past this without some professional help?)

Is it really going to be hard to oversee 5 renos at once?

That is very unattractive for the LL, Lessee should pay because it is so hard to control the usage.

.- HML often have a hard time giving the new lender an accurate "payoff statement" and verification of on-time payments to them (latter necessary because HML typically do not appear on credit), which can delay the refinance causing (surprise surprise) the HML to get another month and change of interest out of you at the crazy high interest rate.

Once you read it, and it's hard to find the final version, you will see that it is very disorganized without much substance. 

When using hard money ... say the HML wants monthly interest only payments. 

It's very hard to get a quality tenant during these months Good luck!