No I don't have experience in using resistance to deepen a trance. To my way of thinking (or given my skill set), the resistance needs to be dealt with prior to doing trancework. I don't work with pain myself, but I assume that you do and that you have tried and tested techniques for doing so. In that case, if you have a self described control freak in your office, then I wonder if you truly have a client.

I might start with asking him (directly) so what do you get out of resistance, in what way is this behavior helpful to you (the client)? If he can see that it's not helpful then you set up a goal to deal with the resistance. Positively stated that might be something like, "client x will have more control over his resistance behaviors" (so he can choose when to resist and when not to resist). Then you could develop a series of interventions to help with this (maybe you could even have him climb squaw peak). Or it might involve him setting out on a search to conceive of an alternative to resistance.

If he resists you on this, in other words if he states that there is no problem being a control freak then I'm not sure I could help him. Sometimes I think it is important to educate a person about their problem. "You're telling me that being a control freak is not a problem for you, but you obviously can't control your pain and I can give you techniques that will help to alleviate that pain but I can't do it if your not willing to give up some control."

My two cents worth.
Good luck.

Stuart Moore