I ran some analyses with the Biggerpockets rental calculator, and pretty much any property ends up having minimal or negative cash flow.

I ran into an issue assuming we could rent out the home and was not allowed by the association.  

Glad I ran into this post, Did anyone find a good lead system that is working and don't mind sharing?

I ran the numbers in the images below, and wondered if this is a wise investment?

Oregon is proposing state wide rent control.. i ran into a buddy of mine 2 days ago at the airport.

I ran the numbers and was comfortable at that price and it all worked out great!

I ran multiple scenarios at different interest rates, lower rents, higher CAP-X, etc, and the spread still kept looking good.

I ran the numbers, I knew what I was getting into.

Finally, underwriting must always include an ongoing reserve as well as quote supported expenses such insurance, snow removal, water and utilities Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Again because your situation is complicated, it might be more - you would be well advised to speak with a accountant now before you form any entity, about your situation and what the regular filing fees would be, so that if it's more per year you aren't surprised.Real estate is a legal and tax intensive field, I strongly advise you get good tax and legal advice, and pay for it, before wading into the field, so that you know what you're getting into and whether you can afford any up front or ongoing costs.If you can't afford such advice now, save up until you can.