Main thing is I wanna do it right the first time. 

Our main carrier policy converts to vacant dwelling policy at completion for duration of term and can be renewed on case by case basis if unfinished or unsold.  

@Shayan Sameer,The really brief answer is that most of TN is pretty affordable apart from Nashville, which is an expensive, supply-constrained metro.The median home price in Chattanooga, for example, is about $300,000, which is a little above your $200,000 budget.

I think the main issue here, is not working with a trusted broker. 1 bad review will ruin a small broker shop's reputation.

Bad contractors are one of the main reasons why first time investors never do a second deal.

I am just saying, everything he shares in the YT videos for free is all he is sharing mainly in the courses as well and not worth the $10k.

STR in Boston (and metro) are mainly for owner occupied residents only which means you can rent your bedroom or an adjacent unit.

A couple thoughts on your question:I tell our STR investors in Colorado that their main goal should be to set up the right way right out of the gate.

The costs are not trivial, but they are less than you would pay for a nice used truck.One of the main reasons I am considering this route is the leads that are provided.

We find that having the tenant pay for all utilities and taking the small hit on rent we are far ahead over supplying utilities to the tenant.