Hey @Mike Nelson, never assume anything about STR rules and regs.Here is the STR rules for Oak Park - https://codelibrary.amlegal.com/codes/oakparkil/latest/oakpa...I would call the city and make sure it is legal for a specific property.Now regarding the famous person angle, sure it can add value to the property or as a STR, but for STR use, I would think you would need it to be in original condition with a lot of the furniture and knick-knacks that were owned by the famous person along with a bunch of photos etc featuring the famous person.If you buy a place that has been totally redone but was owned by someone famous but has no features or things that were theirs, then I don't see it being a draw. 

My post was mostly influenced by a misunderstanding of the tax code.

If you're already stretched thin and expecting to hit 15-20 properties by year-end, hiring by summer makes sense, specially if revenue can support it.

Hello Andrew,I’d recommend starting by finding an agent who specializes in rental properties.

No dress code.

On the other hand, if you're aiming for long-term rental properties, getting prequalified with a lender specializing in traditional loans or DSCR (Debt Service Coverage Ratio) loans is key.

I also own over 15 properties in these two zip codes. 

Is in the zip code 15140?

One that holds a special place in my heart is Tractionby Gino Wickman.

Always start the eviction process as soon as you're able to by law (not sure what Landlord Tenant code is in your state)  You can always cancel if they catch up if you want to keep them.