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Sarah, were you towing JUST the trailer, or was it loaded?
Kids make a LOT of extra weight in a trailer -- so do groceries! Anything bad in the wheels is magnified big time by the added weight of a load.
We just had DH's rear wheel trued -- it turned pretty nicely when the bike was off the ground, a little wobble, but not rubbing on anthing, but the problems were huge when he was on the bike!
Maybe the wheels aren't as good as you think on the trailer?
Oh -- my DH refuses to take any advice from me too. He claims to be "stiff and sore" from riding the other day, so I suggest easing up on the gearing, and he says that doesn't help, it's more work than the "big gears." Rubbing brakes, though, I HATE when that HAppens!
Karen in Boise