Or ensure you're closer to the start than the finish if the two are close together when you hit Go.
Hmmm, I say round trip but I did have the end about 200 metres from the start just to not confuse the gps but it still navigates to the final point as the next point and then calls it a day. What I do not understand is that the Routes are directional so I'm perplexed how this problem occurs. It appears that the Oregon is simply ignoring anything other than what shaping point is the closest.
Correct. It'll go to the nearest point wherever you start it. If you want to start at the start you must be closer to it than any other point.