I have some specific questions for an active long-term investor in this area.

Longer term older tenants who are constantly on time for the most part.

I am in the middle of renovating my first long term rental and I need new windows for the upstairs unit (it is a top bottom duplex).

I am weighing the benefits of trying to get my contractors license as I am experienced in construction, but don't think this would be an easy process and it would be ideally avoided. 

Investment Info:

Large multi-family (5+ units) buy & hold investment in Clarksville.

Purchase price: $330,000

Cash invested: $1

Sale price: $820,000

This was a zero down deal. I did pledge a...

Their policies are full of legal and industry terms that can be difficult for the layperson to interpret correctly.

You likely will need more than 30 such units for it to have a decent chance to be a benefit to your lifestyle.

It might be worth looking into specialized insurance providers that cater more to investors with rental portfolios, as they usually understand the nuances of long-term investing and tend to be more flexible.Also, if you're investing in certain markets, like Indianapolis, where property values are lower, you can sometimes balance these insurance hiccups with much better returns on your investments.

It’s still up-and-coming, so there are some rough spots, but it could be a solid long-term play.

From my experience, starting with long-term rental properties is a smart move, especially for those looking to build wealth steadily over time.