I have a few pair from each of Bestetti and St Crispin and am a HUGE fan of both. Even if you have money to throw away, the only thing that makes sense is to try a test shoe in the style you're choosing. You can start a dialogue with Riccardo and Mr. Carr by email to get their guidance. Both are very flexible and helpful. Take your time, mistakes in the $2k realm would be hard to swallow regardless of how excited you are in the beginning.