Clockwise vs Counter Clockwise .... I'm assuming you mean you do a forward role and set up on the left side of the boat?
A good video to get is rolling and bracing by EJ. If you work through the video you will decide that bracing is better than rolling, your goal is to stay upright, and you can move into a roll from a brace.
Another idea is to learn the back deck roll (rodeo roll, reverse roll ) so you go down and sweep forward. then if your forward roll fails you can roll up from being back ... it also gives you a way to roll up on both sides if one side is blocked for some reason.
Also don't be afraid to use an extended paddle roll, what ever gets you air and gets you going is fine.
I suck at rolling too, but am rolling a wave ski. WHen you first try it, it seems impossible, but if you let the ocean roll you, it's quite easy.
Full Size Sail Rig
URCHIN Portable Anchor
Paddler's Truck Rack
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