Awesome, Moo! That umbrella and portfolio! Totally not SW&D but I understand the look and that you'd like to drop weight before a wardrobe overhaul. Though that trouser break is quite substantial, shirt color is okay, and the duffle doesn't seem right with everything else. Damn, I really can't get over the patina on that portfolio!
Someone with Photoshop skills superior to mine needs to replace the split face of this and replace it with a similar split of moo and kiton brioni's hands: