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I don't think there's an easy way to do this. I'd be upfront, first asking him what he had planned to do next year, then informing him that your crew is going with a different U. It will be tough and there may be hard feelings, but if there is going to be anyway, there isn't a lot you can do about it.
If you are the R, you are the one that needs to let him know what you plan to do. You can have someone else ask him his plans, but you need to inform him if you plan on finding someone else. A good friend was telling me the other night that their crew (I'm not on it) was replacing their U. They just felt he was the weak link on the crew and had someone better in mind. The guy got on another crew (ironically, another good friend of mine is the R) fairly quickly -- so if you are going to replace him, do it now so he will have a chance to go with someone else if he so chooses.
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