It definitely present with its own set of challenges especially in certain C class areas where tenant turnover or rent collection can be tougher but if you're doing your due diligence on the specific street, rental comps, and crime rate, you can find solid, cashflowing deals.Class D tends to burn people, and Class A rarely makes sense unless you're playing a long appreciation game or have a different strategy.

There must be a way but a lot of insurance companies I talk to tend to not do investments. 

Illinois taxes tend to be high, so watch out for that.

Areas close to military bases or strong job markets tend to be great options for this.

In the higher appreciating markets, it does tend to take a second to cash flow.

AppreciationOver time, property values tend to rise (especially in growing markets).

I’m primarily investing for long-term wealth, with the goal of achieving financial freedom by the time I’m 40 (I’m currently 23).Like many, I’ve heard over and over that house hacking is the best way to get started—and based on what I’ve learned so far, I tend to agree.

They tend to be layed out very efficiently, smaller units, and can typically only can add a bedroom.. two max.

Hi Samuel, if you’re looking to invest in Cleveland and considering Section 8, I’d recommend focusing on the west side of Cleveland or nearby suburbs, these areas tend to offer more stability and less red tape.

Unless in a hot market or renovation situation I tend to want a 5 year time frame before I consider purchasing.