The largest group I saw in the pictures was around 3 inches. Most of the others look to be around 1.5 inches. I have a 30-06 that shoots around 1.5 inches at 100 yards and the same group at 300 yards. It helps rule out if he has a stability issue or something else. For sure it won't hurt anything to shoot out at 300 yards.
I think you may be ignoring a few shots, I think the best group was like 2.75" and the others all around 4".
Also that's not how angles and trajectories work, once a bullet has started on a path the angle will remain the same unless acted on by another force.
To The OP. I would check the rifle over thoroughly, every fastener. Those groups are indicative of something wrong with the rifle or something very wrong with the loading process.
on another note I have seen people that's as good as they shoot...