Biggest hurdle right now is finding a reasonable cleaner.

Hi @Leon Jamison,I can recommend my contractor. my project was $420K, 7months, funded through 203K. we went slightly over schedule (10months),mainly due to a few failed/ repeat inspections, but we were able ton finish under budget.TBH, Im actually doing a second multi family reno project in the heights, New York Ave with the same contractor beginning March 2025.Anyways, you're bound to have issues when working with any contractor.

You'll see your reviews in the main body (both yours as a guest and as a host).

For me I have 3 main goals I am shooting for:1) Pay back the debt I acquired purchasing rentals this year. 

With just 5% down (yes, I paid PMI initially), we moved into the main bedroom, used the small first-floor room as my office, and rented out the other three bedrooms on Airbnb and Furnished Finder.

Have you got past the hurdle of the first investment yet?

One of the main reasons for this is let's say the lender were to lend off a value that is tethered to how much the property can earn as an STR, and they're at 80% LTV let's say.

Plenty of growth still happening.I think duplex at $180,000 might be pretty tough to find, but maybe single family around the outskirts of the main metroplex.

I've mainly had my eyes on the Northshore area as well Revere, Malden, Saugus, etc. 

I've heard there can be challenges with inspections and paperwork delays, so I want to get a better sense of what to expect and how to navigate those potential hurdles.