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Buy a 2nd boat? If you think that she's negative now, wait until she sees all that money flying out the door for a sport that she doesn't care for!
I recommend following the mantra of "Better to undersail the boat than not sail it at all." When we bought our first boat (14') in 1982, my wife was very fearful of everything including heeling even though she grew up 1/4mi from a salt water bay. As she learned to sail and experienced a wide variety of conditions, her confidence grew. To this day, she tends to pick the (somewhat conservative) sail combinations and even if I don't fully agree with her choice I usually keep my mouth shut. Again, better to undersail the boat than not sail it at all. She's gotten to the point that she trusts the boat, her capabilities, and can handle all 38' beautifully. It also helps that I named the boat after her (I like to hedge my bets). I recommend keeping the sailing easy, conservative and low risk until her abilities and confidence grows. I'd also trying to get her on the helm as much as possible in easy conditions to increase confidence. Definitely DON'T push the sailing and conditions to "toughen" her.
I wouldn't buy a second boat. Invariably, the first will fall into some state of disrepair and will yield a lower sale price.
Just my 2 cents......
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Sabre 38 "Victoria"
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