@Sofia Komrskova The biggest selling point for me is access to the existing network of IMTR relocation specialists which would take years to build up on my own and I have had zero luck on BP getting any feedback specifically for relocation specialists. 

I have heard mixed reviews on East Cleveland and heard the tenants is an issue but I'm specifically looking to rent to s8 only for the guaranteed rent.

I don't want to get into specifics but we passed on the property for a couple of reasons you mentioned.

Have proof on hand (easy enough to find) online of the missed tax payments and any documentation that supports that he specifically didn't pay his taxes.Probably a simply mistake on his part, but now if he wants to develop on it, he either has to land lease it from you or buy it back.I'm not sure how the whole tax deed thing works, so that would be something you have to figure out between the two of you.

The specifics of your situation will determine where you might need to fall on that spectrum of holding period.

When faced with scenarios like this, it's tough to answer such a specific question with limited information. 

You can find online which larger institutions are buying in a specific area and try and reach out to them.

Have you explored specific neighborhoods yet?

Short Picture: Instead of dumping 300K out of a brokerage account all at once, how about you find another investment you are comfortable with, multifamily specifically, and only withdraw the needed funds for the down payment on it from your brokerage account. 

Learn what each one of these are, and see which makes the most sense to apply to your specific financial plan. $150 cash flow on any rental especially a triplex is dangerzone imo. 1 month of vacancy of 1 unit could destroy a years worth of financial gains.