The time to scale quickly with REI is over.

You are very clearly leveling up your game quickly!

This is a fine needle to thread because at this size, you very quickly start competing with high net worth individuals who are seeking summer homes. 

One quick point, you can create sub-virtual accounts for each unit / room by property which I imagine would be helpful if you're renting by the room for your third property.  

Pay attention to how professional and transparent they are.Avoid Pressure Tactics: Scammers often pressure you to act quickly.

How quickly will the income from MTR revenue give you those MTR setup costs back?

That could add up quickly and might be difficult to do. 

@Jordyn Ohs Assuming your heloc is re-advanceable and the rate is higher than your mortgage, I would suggest you pay your HELOC down as quickly as possible with any cash flow from the properties.

My underwriting would have this large negative cash flow for 7 years.I would do a thorough underwriting but want to show using quick math the issue so I will use the 50% rule.  

To get things done as quick as possible , charging by the hour cost the contractor money , charging by the push/inch  is the most profitable way to do snow .