The front half: climb high, but climb patient
The day starts at 6 AM in Bend and heads up toward the high country around Swampy Lakes and Dutchman Flat, smooth flowing singletrack in the shadow of Mount Bachelor. Almost all of the race’s climbing lives in this first 100K, and this is where it gets won or lost. The trap is obvious once you know it: the trail up here is runnable and you feel fresh, so it is tempting to bank time on the climbs. Do not. Hike the steep pitches efficiently, keep your effort even, and get to the high point with your legs intact, because the bill for pushing early comes due on the long way down.
Up high you are in classic Cascades terrain, pine and volcanic rock with big mountain views. The footing here is mostly forgiving compared to a lot of mountain hundreds, but you are also covering a lot of ground before the heat of the afternoon, so settle into a rhythm you could hold for hours. The race is not decided in the first 30 miles, but it can absolutely be lost there.