erm.... I'll take a crack at it...
Useful criticism: (Click to show)
Polo's are a little fratty. (puts on flamesuit) I do wear them myself but they're always very fitted and solid dark colors. Ie polos aren't well regarded around these parts unless done well. This one looks like it was bought to fit around your stomach while the rest of it's just plain too big. The shoulder seams are drooping over your actual shoulders, the contrast collars and cuffs draw unnecessary attention, the horizontal stripes only make you look wider, etc... no good. Toss in the charity pile and never wear it again.
Jeans are meh, but I've seen worse. Ignore the 'go super slim' advice/looks you see since you have a wide upper body. That being said at some point you'll probably have to upgrade that part.
Vans, look they're passable in that they're rather nonedescript but if you're not some 16 year old skaterboi or Parker then I'd say start by upgrading the shoes, of course after you start with some other basics like shirts and pants that flatter you (to the best that clothing can do that for you given your body shape, sorry guy, just sayin')
anyway, hope there's something useful in there for ya
I prefer coat/tie at work, but was under some heavy pressure to polo-up on Fridays. "given your body shape…" No offense taken at all, I've dropped 100 pounds over the last year and a half. Some clothes are starting to not fit so well to say the least. I usually just wear the Vans around the house on the weekend. For my foot (which ultimately matters the most) they're a very comfortable shoe. Thanks for the useful criticism, I do appreciate it.