It still amazes me that I can sucessfully take care of everything with my phone wherever I am.

So do a background/credit check, get a full application, paystubs (Call to verify), former landlords phone #s (Call to verify), and other information.

You might hit a few bumps in the road...tenants who imagine due dates are more like suggestions, or unexpected repairs that crop up at the worst possible moment...but that’s part of the ride.

You need to be positive, and just get as many reps on the phone as possible.

Consider FHA loans for lower down payments and reserve for repairs or upgrades.

I have used Waivo for 1-2 years and been happy with it.I think it's easiest to just get on the phone with them and let them pitch you so you can ask your questions.

They're fine for buying a turnkey, older home that gets "spruced up" and comes with a 1-year warranty on their repairs.

The plumber will likely have to cut open the ceiling to confirm and make repairs, so you can save a little money by learning how to do that yourself, confirm the problem, and then call the plumber for repair, then patch the ceiling yourself.As Jonathan is trying to point out, it's important to expect these things and have funds on hand to deal with them.

I'd be more than happy to jump on a Zoom call / phone call with you to discuss more and answer any questions you have! 

I am just looking for insight from local MA realtors, attorneys or landlords regarding what my typical monthly expenses (if any) will likely be (I don’t mean one-off expenses like roof repairs).