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more pics please.
On these burley/ yakima type things, they are made to fit easy peasy. They should not need macgyvering with a dremel/ etc... unless this is a craigslist barn find with some mismatched parts, it should all go together without modification.
On my trailer/stroller, a similar fitting is there to hold a smaller diameter round push bar for behind the "stroller", but it is not to hold the wheel.
Something doesn't seem right, but it's hard to tell without some more pics.
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