Spring offers the Michael Kors Men's Zip-Front Tech Hoodie in Black for $58.50. Update: Coupon code "SPRING10" knocks it to $52.65. With free shipping, that's $207 off list and the best price we could find. It's available in sizes M L to XXL.
REI offers the Born Men's Chad 2-Eye Oxford Shoes in Bath/Green or Grey/Deep Grey for $54.83 with free shipping. That's the lowest total price we could find by $24, although we saw them for $14 less in September. They're available in most sizes from 8 to 14, although not in all sizes/colors.