They even do an annual inspection for you.

@Christina VenegasIf you know the renter is problematic, why would you even consider making them a tenant?

Industrial in an area like Chicago will be safe(unless a major event happens), even then those industries don't vanish easily.

Primary goal for investing in real estate to grow my wealth (not to replace my W2 job).As the first investment, I want a safer investment with a goal to break even in 12 months and focus on learning & long-term cashflow/appreciation.

The reason I say this is that no matter what your remodel if you are doing a lot of the work yourself (way to max out equity growth) then maybe look for an even larger remodel than you had thought about? 

Then you should go back later in the evening like around 10 p.m.

Some will offer a HELOC even if they originated your first mortgage. thank you for taking the time to respond, I will look with some credit unions That's a good call.

and even if you aren't going to do an inspection, can you walk it with a couple contractors?

I have debated about moving a house onto the property and either selling or renting the property or subdividing the property with multiple homes or even several tiny homes.

I could have spent even more on mentorship and done nothing.