Far better is it to dare mighty things, to win glorious triumphs, even though checkered by failure... than to rank with those poor spirits who neither enjoy nor suffer much, because they live in a gray twilight that knows not victory nor defeat. Theodore Roosevelt. Plato's Shadow.
Convertible models cost about $5,000 more than their corresponding two-door models. The base Cooper convertible starts at $25,950, the Cooper S at $29,600, and the John Cooper Works at $35,600. A John Cooper Works Mini with loads of options and features can command a price of over $45,000.
Given its price range of $20,000 and up, the Mini is less likely to compete against more value-conscious small cars like the Honda Fit and Ford Fiesta, but similar size and features on some models do make them good matchups.