It's a great way to talk through your plans and goals for real estate with people that actually understand! 

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. 

Their plan is to raise rents (on the poor remaining souls, improve infrastructure and exert some sweat equity. 

It's essential for me to acquire these skills as I navigate potential roles in the real estate industry.If you have any insights, recommendations, or perhaps know of specific training programs or resources for learning Yardi, I would greatly appreciate your guidance.

Then once it's acquired and/or fixed up you could shop around for long term financing if planning on holding the property rather than flipping it. 

Just make sure to research your local rental market and get comfortable estimating rehab costs.It’s a smart plan, and you’re off to a great start.

Would be happy to chat if you have any specific questions.

would get estimates and see how long to recover the money and your long term plan for the property

Quote from @Mel Kirchhoff:Some specific questions I have:• Should it stay fully stocked like an Airbnb (plates, utensils, towels, etc.), or pared down?

I’m at the very beginning of my REI journey and I would love some guidance on how I can best optimize my planning, research and saving phase (which I’m dedicating 2025 to).