I see what looks like either a formerly renovated property that now looks pretty rough; or a rehab that simply got stalled and never finished. 

What's the condition of the chinking--and has it succeed in keeping moisture out of the house or simply channeled moisture onto the logs? 

If I can make it work, it would save me a substantial amount of taxes.I would then plan on taking those funds (profit from the flip) and either (a) investing it in other self directed eligible assets (RE, LLC interests, etc.) or (b) transferring it back to a traditional brokerage firm and to simply invest it in equities.  

We have a turnkey property we bought with a couple living in there.  One of the tenants wants to move out for a "job." The other Im not sure is aware the other wants to move.  When the original lease was signed it was...

This is the first time I have attempted a flip and I really don't want to pay that huge tax hit. 

Not to say those problems didn't happen, but how did you attempt to manage them?

.), but have no clear answer on whether our basement could qualify as a 3rd bedroom and the black and white to verify.Based on the attempted drawing to scale of the basement, are we able to make the basement a 3rd bedroom?

I am attempting to purchase a tri-plex in a somewhat small town.

It’s definitely a challenging market segment and if you’re attempting it out of state, the higher turnover rate and increased property damage can be real profit killers due to more vacancy, increased PM fees and rates (15% is more than double the rate I pay for example) plus you’re likely to have higher costs on maintenance, leasing, inspections, turnover/make readys, etc. just because sec. 8 tenants are a lot harder on units and also super high maintenance to manage.

In a jurisdiction where you can set policies to preclude having your unit approved by the welfare office it is a no brainer to simply avoid renting to S8.