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Joe Wortley, 75, a semiretired entrepreneur and C.P.A. from Boca Raton, Fla., on his 1929 Jack Dempsey Chrysler Imperial Roadster, as told to A.J. Baime.

I am a collector of things that may seem odd to some, but they have meaning to me. I own an Apollo 13 mock-up that was used in the Tom Hanks movie “Apollo 13,” a 19th-century pipe organ that is bigger than a car and a nearly full-scale recreation of Charles Lindbergh’s Spirit of St. Louis airplane. My most noteworthy car is a Chrysler that once belonged to Jack Dempsey,…