We've a two piece hitch, but I often leave it on the Monty when we want to use the truck bed (got a Softopper cap) while camping. I don't try getting it perfectly lined up when putting it back on, just get it on the bed, release it & drive forward. It's not hard dragging it about to get it in the rail slots and certainly is a lot quicker than getting it just right. I've seen several hitches attached to 5ers in storage for extended periods, so I don't think the ~100 lbs weight is all that big a deal. I don't like the idea of that much weather on it though and either take it off & put it in a shed or put up the Softopper for long periods of time.
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