It is legal in MA to rent a house by room to 3 tenants or less without a license.

My husband and I are doing a house hack on a 1890s multi family in Malden MA.

I am investing in the beginning stages. Looking to get my third property but I find myself hesitant continue to invest due to lack of “Reliable Contractors” Do any Boston investors have a contractor you would recommen...

It's owned by M&M, a 69 year old single woman.

I was an active RE salesperson while living in MA and also a member of the NAR and local boards so I know the value and benefits of being a Realtor. 

I also is a new Pro member of BiggerPocket and I am from Boston MA.

In fact I do not qualify for residental financing due to the complexity of my business so these are all commercial loans for New England based properties (CT, MA, NH)$190,000 - Condo refinance = 6.0% for 5 years 80% LTV$740,000 - 3 family refinance = 5.5% for 5 years 80% LTV$4,300,000 - 40+ unit purchase = 5.1% for 5 years 80% LTV$8,550,000 - 85+ unit purchase = 4.75% for 10 years 75% LTV + 2 years of IOFinancing has always been one of our competitive advantages and often times either makes or breaks the deals.

The issue is I can't get a HELOC on an investment property (I have tried - maybe not hard enough) and a cash out refi leaves me with a couple hundred dollar cash flow and roughly an $80k check(cash out refi in MA requires 70 LTV from people who I've spoken to) after finishing the refi (which doesn't feel worth it). 

The 21e requested from you seems to come from a MA state law 

@Max McDonaldDifferent companies is the answer.Do a bit of research on how Corporations work in MA.