Our buddy Alex, current New Yorker but DC native and Bowdoin grad, met up with us in Tribeca Sunday morning for a mini reunion. What he didn't realize was we brought a few of our new items from Castaway for him to wear as we wandered our favorite NYC neighborhood. Check out how the finance guy dresses down on the weekend and embraces Fall with Tuckernuck layers. (Alex is wearing the Straight Wharf Button Down, Reversible Vest, Peter Millar flax sweater, and the Classic Bedale in Olive Barbour jacket).