Very often they sound robotic and scripted and does not lead to hot leads or appointments. 

You sound super motivated, I am excited for you! 

I’m a first-timer, so bear with me if I sound a little clueless – I’m still figuring it all out.Here’s the scoop: I’m looking to purchase a long-term rental property within the $300-350k budget range.

Sounds like you are better off in a high yield savings account like @Dominic Mazzarella mentioned...Just out of curiosity, Nilusha, what Chicago neighborhood are your 2 flats in?

Sounds crazy to me.....you are rehabbing a property you don’t own, and may never own. 

It sounds like you had a terrible manager.

It by no means is an exhaustive search but I also haven’t seen any co-op communities selling for 50% of comparable condos.I also know lenders that have originated loans for the co-ops in Laguna Hills and I was also reading how Fannie Mae buys mortgages issues to co-ops so it sounds like there’s a market for both qualified and non-qualified loans.

It sounds like you do if you want to self manage.

It sounds like you've gotten some solid direction above, but a few flags stood out to me in the above discussions and I wanted to point them out to help make your decision.- You mentioned this sale is tax free 121 exclusion, which is great, and seems like a solid start to your goal.- The townhouse you're moving into is currently a rental, but you plan to live there two years for the 121 exclusion.

It sounds like your LLC is a disregarded entity.