I personally think being a landlord in Chicago is easy and I have never had an eviction. 

Diversifying geographically can also reduce risk and increase long-term returns.For example, there are several markets across the U.S. that are ideal for new investors because they offer affordable entry points, reliable cash flow, and strong economic fundamentals.

My 4 personal STR's are all in San Antonio did over $575k in 2024 and on track for $650k in 2025.I think you are generally looking in the right areas, but there are a few things to keep in mind:1) Stay inside of 1604. 

I am not a huge fan of them personally as they are PE investors and have a very, very narrow view of the industry and how it should be approached. 

I have a situation where a person I know is moving out of the country and would be looking to put their home for sale in the summer.

First person I hired, I also had them write their own job procedures and so on.

Once again, this matches my personal experience that the larger, more expensive properties continue to sell better than smaller properties. 

I personally think they are “higher end” than anything stackable.

It takes time and patience, but the long-term benefits are well worth it.I’ve personally gained invaluable knowledge, listings, and deals from friendships I’ve built over the years.The more people you engage with, the faster you’ll achieve your goals!

Personally, I've felt the investment has been poorly run in almost every possible way.