Currently all $200K is subject to self employment taxes ($30K tax bill).If taxed as an S-Corp, I could pay myself $50K as a salary, and only the $50K would be subject to self employment taxes ($7.5k tax bill).

Tenant stopped paying rent before 2 months of the lease expiring, property manager filed for eviction process but tenant vacated the property before sheriff served the notice.

I'd also suggest that the remaining tenant pay only their rent for one month and that you use the security deposit from the other tenant to cover that missed rent.

Needs new everything floors, kitchen, bathroom, paint, roof, landscaping and also has termites and a tentant that's not currently paying rent, for a 1000 sqft property they want 160,000 for it, but my comps say for a rehabed house in similar sqft property in that zip code would sell at 220,000k and I would say it needs atleast 65,000 to 75,000k in repairs so my offer price was at 100,000 to 110,000 and the buyer will not entertain my offerI would like to offer more but if there are any surprises I'd like to be prepared for those cost during the rehab process.

Even if you get a great deal that is 20% below market, appraisers will typically be anchored by the last sale price and you may be stuck not being able to pull out as much cash as you need to pay off the HELOC.

Our thought process is to never pay off loans to maximize tax benefits from income and also take out interest free cash.

Yes, the government pays the Section 8 rent timely, but more and more tenants are having to pay a portion of their rent.

Your goal is to get a tenant who can navigate an online portal for maintenance request and paying rent online.   

Together we make about 120k-ish and as were doing this, were actively paying down our credit card debt which together is about 20k at the moment, just fyi.I feel like this is a solid plan, but I'm not too big headed to admit that I don't know everything.

We want to use proceeds from our flips here in Central Oregon to acquire and eventually pay off properties in a more affordable market.