Going East first in this race is almost always your better bet because it is much easier to adjust plans late when you are closer to the finish. Going North and then getting stuck far East with little time to spare is a bad situation. Even if the points were unbalanced it would be smarter to do a shorter loop East and then come back to get what you can in the North.
I think I see what you were trying to do to get to 150. I took the road around from where you went. Were you trying to directly cross the private property? The direct route through the SP may have been as fast but required more effort, energy, and brain power.
I also would have recommended dropping 148. It took you 35+ min b/w 139 and 137 to get 50 pts. It took me only 15 min and I still got 30 pts.
I have gone E 3 of the 4 years, and went N last year. Last year I covered the most distance and did the best placing-wise. But the points were also slightly loaded N last year, and several of the racers who beat me this year weren't there last year, including you! I agree E gives you more end game options. Last year I also had the benefit of racing with my wife as navigator, so I just had to keep up.
After 147 I tried to go out to the same road you did, but I didn't see the road, and didn't feel comfortable crossing what looked to me like someones yard. Maybe I'm just blind! After bailing I didn't fully consider other options as I reconsidered but it probably would have been faster to drop all the way down and get 105 and then 150 instead of following the property boundary across the top of all those reentrants.
I also bailed on 125/145 in my end loop because I was worried about time. Instead I picked up 115, and 102+child. Net loss of 30 points I probably could have gotten.
Nice job! and thanks for the points to consider.
In hind site I think swapping 123 for 148 was smart. I never considered that. I got to climb two more giant hills for 20 more points.
in satellite view it looks like i was just a hair too far east to see the road connection. :(