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Depends... as always!
Keep them at the same height, which will usually be perpendicular to the mast. As you reach more and more (and possibly even go slightly upwind in less than say 10kt) you'll want to drop to pole as it nears the forestay, stretch the luff and get and drag the draft forward.
Assuming you have twings and only one set of sheets (the lazy sheet is the guy) then that's enough downhaul for the most part.
Two-handed, it's easiest to do a leeward drop if you have the choice, reason being is that you can leave the pole on. Jib up, sheet almost to upwind setting but not quite. Cleat off spinnaker sheet, keep the guy in your hand, position yourself between the companionway and the mast, grab spin sheet forward of twings and drop the guy, gather the foot, blow the halyard, dump it in the companionway. That approach should work up to about 15. 15+, I'd let the pole all the way forward, cleat off the guy there, haul in on the sheet to strap the thing, lower the halyard while gathering in the trailing edge & stuff below as much as possible, then ease guy and finish the stuffing. It all really depends on how confident/good you and the other guy are really.... there are lots of other options and in the end, the best thing is whatever works for you