Mine looks very similar, maybe one size smaller anchor. First time I tried loading with the anchor in the pulpit, it would not clear. Had to drop it, and lay it on top of the pulpit. Lowered the winch stand a couple of inches, and now it barely clears.
It is because of the way I load. With the truck tires just clear of the water, I can float the boat on until the anchor is at the bow roller, and winch the last 3 feet or so. I will try leaving the trailer a foot or two higher on the ramp, so the bow rises sooner, but that water gets noticeably colder every week.