Buying off market distressed properties will allow you to instantly capture more equity.

I have a giant spreadsheet that captures all regular expenses.

So if you are comfortable with the landlord part and want to capture some of that profit (and are reasonably certain that you can do it without overspending), then maybe you want something that you can force some appreciation on.  

Make sure if you do this, you put a place where you capture email addresses.

The towns already have the mechanisms in place to capture revenue from rentals with occupancy/excise taxes and there is the added Cape Cod & islands Water Protection Fund excise tax of 2.75%.Keep in mind that different towns have different registration policies and fees but even the highest registration fees aren’t over a couple hundred dollars per year.