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Once you do get a reluctant flyer to agree to fly with you, make sure the first flight is as good as possible. An early morning flight with no humidity (for maximum visibility) and no winds/turbulence will help make sure the first flight isn't the last.
You're not far from the Hudson Corridor. A flight up the corridor and back is pretty quick in a 337, and is usually a "knock-your-socks-off" kind of impression.
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