If you’re new to Chicago sailing, one peculiarity to be aware of when the water is still cold is excessive wind shear. The colder layer near the water moves more slowly so there’s more breeze aloft, and the upper air is often more from the right, especially in easterly and southeasterly wind directions. The taller your rig, the more you need to be cognizant of this phenomenon, which will require slightly different approaches to trimming and steering from tack-to-tack. When you do your pre-race wind check, keeping the main boom on centerline, check to see if the windex points to the right. Starboard tack will be easier to maintain speed and height because the upper breeze is a wider angle. Port tack, on the other hand, can be frustrating as helmsmen must steer lower and pay special attention that the upper telltales aren’t luffing.