Re: Overwhelmed sailing novice seeks advice
If I were in that situation, and knowing then what I know now, I would get a dingy, say a used Lightning for no more than $3k and sail every possible chance until I would feel that I could handle that boat come what may.
Look, we ALL went through the same anxiety you feel now. Just get out there and make that boat rumble.
The advantage of a used Lightning is that you will get back almost all of your original investment.