Hi Thane,

A good way to connect the jack to hip is with a housing and GRK screw. The housing must have a bearing surface below though. With the "jack rafter" being 8" in depth and the "hip rafter" being the same, the plumb cut of the jack rafter is going to fall below the bottom of the hip.....

I would also move the abutment between Hip and Lower chord inward instead of at the end. like this: