First it looks like you have wear on the inside thread all the way around the tire. That is a tracking or a negative camber problem.
Second you have a diagonal wear across the tire. On a trailer with matched tires that is usually a wheel bearing issue. But since you said you mix and match tires I would lean to that as the problem. Diagonal wear can also be aggravated by alignment problems.
Since tracking can cause both of these problems; I would be checking the alignment first.
The cupping and flat spot wear caused by out of balance; worn shocks; or braking issues; is usually straight across the tire so I do not think any of these are the problem.
To check your alignment measure from the hitch point to a axle point on each side. This can be hard to do sometimes due to under trailer interference. What you can do is mount a straight edge that is wider than the trailer across the front of the trailer. Measure from outside edges of this straight edge to the hitch point to get it perfectly straight. Then measure down the side of the trailer from the straight edge to the center of the axle.
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Today's Featured Article - Talk of the Town: Trailerin a Tractor, Chains or Straps? - by Staff. Another great discussion from the Tractor Talk Discussion Forum. The discussion started out with the following post: " I bought a trailer and plan to take my CASE VAS to some shows. I don't yet have anything to secure it to the trailer. So which is better to buy and use; the ratchet-type straps or binders and binder chains?
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