Quoddy: Good question but you may be surprised that there is a little more to think about as you’ll see with my answer. Before I continue I want to point out that what I’m suggesting in answering your question is really counter productive to what you’re trying to do and that is power through chop.
My answer depends on the type of fairlead system you have – pin type or adjustable. There are a number of different mainsail trim controls that adjust draft depth, draft position, twist and angle of attack. The problem with the jib, from an adjustment standpoint, is the fairleads are used to adjust all 4 of the above elements. If you have an adjustable fairlead system it doesn’t matter whether you flatten the sail or induce twist first.
Flattening the sail or inducing twist, before you start to roll up the sail, are your first two options. A flat sail is a less powerful sail. The way sail shape works is you start out with a relatively flat sail and then as the wind pipes up you gradually induce draft depth until you get up to about 12 knots of wind and then you start to gradually flatten the sail thus de-powering it.
So let’s assume you have a pin type fairlead system, which is pain to deal with when the sail is powered up. The first thing I’d do is flatten the sail which you can do with the jib sheets, jib halyard and mast bend (if you had a bendy mast). You really need the fairlead to be adjusted but it is a lot of work.
If flattening the jib does not get you the results you desire then the next thing you do is induce twist bit you need to use the fairlead for that that adjustment. In none of that works then start rolling up the sail but you have to reset all the controls when you get to the position you want. In all of this you can’t forget the mainsail.
As I mentioned, if I was trying to power through chop I would do none of the above.