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Old 11-04-2006
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The sails could definitely be the problem. Other things that could be part of the problem—where are your genoa/jib fairleads located. The further outboard they are, the less high you can point as a general rule. Has the standing rigging been inspected and adjusted since you bought the boat. A badly adjusted rig can have a lot to do with pointing problems.

I'd look at those three areas first, before doing anything else. The sails may be shot, depending on how hard the boat was sailed, and how the sails were stored and used. 11 summers under the Chesapeake sun without a sail cover could definitely cause some UV damage to the sails. If the boat was raced, the sails could definitely be stretched out of shape—same with the rigging. You don't say how old the boat is, or how old the rigging is. The fairleads, IMHO, are probably the least likely and least expensive cause to fix, unless a PO moved the jib fairlead tracks.
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Telstar 28
New England

You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.

—Cpt. Mal Reynolds, Serenity (edited)

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