Racing
I raced Highlanders for 12 years. They are a 20' CB boat with a planing hull, spinnaker, fractional rig, and a big main with roach. The sail plan is very simmilar to your boat.A few tips that took me years to learn - serious racers in one-designs will give you bad info to keep you in the back of the pack

These steps assume you are beating up-wind:1. Put tell tales at three locations on your jib, 1/4, 1/2, and 3/4 the way up the luff. I do not know how far back from the forestay, but they should be placed at the point of maximum camber. Do not kill the sail with over trimming, the luff can be a bit lax, a few wrinkles along the forestay are fine. Let the top open out a bit so it is breathing well. Use the tell tales to tell you if the sail is stalling or not. The tell tales should be streaming out together on both the outside and inside. They are easy to see on sunny days - not so easy when cloudy! Use the jib lead ajustment and winch to get them in sync. 2. Trim the main to the jib, keeping the shape similar. Many racers use draft stripes (black tape) along the horizontal seems of both sails, or in an equivalent position to assist them in seeing this. Place two sets of tell tales along the leech just in enough so that they do not hang over the leech. You also want them to flow smoothly. If they are curling on either side of the sail; it is stalling and creating turbulence that slows you down. In order to keep the main from overpowering you, use a vang as necessary to pull down the center of the boom, this is a separate control function from the mainsheet. Use your traveller to bring the boom in without tightening the sail shape. A Cunningham to tighten the luff, and the outhaul to tighten the foot. 3. Points common to both sails. Basic trim - lose on everything in low wind, this is the most powerful setting and will push you through waves and chop. As wind speed picks up, moderately tighten haylards, sheets, vang, outhaul, leech lines, etc. to keep the best shape and greatest speed. As wind speed gets even higher, tighten the haylards, trim the jib and main in, tighten the vang, outhaul, to the max, and losen the leech lines but continue to control flutter. The least powerful and fastest settings are the tightest you can get, but you must balance this to the wind speed, water conditions, boat loading and characteristics. If things get really hectic, reduce sail before you lose control. Remember it is just a game, and should be fun!4. When reaching the windward mark, loosen everything up as you turn the mark. Again this is based on judgement of the wind speed. Use a whisker pole as needed, if you have one.5. Always use your crew weight in positions on the rail and in the cockpit to keep the boat on her feet, that is, to control both heel and fore and aft balance. You can kill your speed if you do everything right and have all your friends in the cockpit or sunning on the foredeck. Your crew may need to learn how to eat peanuts and handle their beverage while also serving in this capacity. Assign each to specific duties ahead of time and make sure they understand what is expected of them. This avoids uncomfortable communications under stress.Well, so much for sail trim. If you have not raced before, get a rule book and read it over, find out about any unusual local rules to be followed and be sure you understand the racing instructions before the start of the race. There is nothing worse that thinking you won the race and later learn you had to go around twice!Good Luck and have fun!!