He told me I qualified for a discount based on expected income and that while the policy was about $350/month with my discount I only pay about $99/month.

Thank you, I've previously requested a copy of the new Rules & Regs, and now have also submitted the request stating I need them even if I need to order and pay for a whole resale disclosure package, although that shouldn't be required for a long-term owner who just wants the Rules & Regs 

That means you are paying money to have someone rent your investment property unless you can rent for another $1000.00.My first question would be what is your equity position on the home?

Section 8 pays "market rents" that are UP TO the amounts as posted on their sites as set for each county / zipcode by HUD.

You pay absolutely NO points; the seller pays them all.

My main focus is really to reduce the number of closings (due to fees) and to pay the family member back for helping cover some previous work.

If your main driver is saving money please pay the professionals.

You’re probably cash flow negative on your current property and then have to pay rent in the new city.

Currently occupied by a section 8 tenant on a year to year lease. currently paying $1805Cash flow = $800- I left out some CapEx expenses in the report, as this is a newly renovated home, but will account for everything once I dive deeper into this potential investment.

Why would I refinance and pay around $15k in costs just so that I can get a HELOC with them.