@Steven Hamilton II If I read your post correctly, sounds like the start up expenses cannot be deducted until there is income coming in.

But it is not free, it does take some money and it does take work.There are no secret techniques in this business.

@Eric Black is correct you could still finance as OO on the 2nd (150K) home as long as you lived in the 1st one 12 months.

Not sure if this is even the correct place to post this.I was wondering if there is a way to take certain info from my mailing list (spreadsheet) to generate lettersFor exampleDear (first name),My name is Kevin and I want to buy your house at:(property address)I think it can be done for emails but I can't even figure that out, any help would be great!

. , for your kind reply, if for nothing else, just to confirm I posted correctly, lol, no but seriously, thank you for the link, I will check that out right away, make it a great day!

Correct me if I am wrong.

It could be correct, but I've seen 2 bedrooms with annual taxes over $4K in south Ferndale.

I do not know about Chicago's landlord and tenant laws but something isn't right if 7 months later the tenant is still there and hasn't paid anything.I would do an autopsy on my lease, how you started the eviction process and if it was completed correctly, how you handled the tenants first late payment, did the PM company screen the tenant per your instructions or could your tenant screening process be improved??

Originally posted by @Shawn Holsapple: @Stephanie Irto is correct.

However, if I am remembering it correctly, the take away I had was that you should strive to operate like a business.