I have been using a Nike backpack (unknown model as it was a corporate gift) for the past 5 years to transport my laptop and other daily needs to work (car commute, corporate environment, business casual) and for travel (by air, max one week a month). The bag has served me well but it’s getting frayed around the edges and finally the seam on one of the zippers has developed a tear so it is time for a new one. I have decided I want a messenger style bag this time. I need to carry a 15-inch laptop, tablet, smart phone, associated chargers, a pouch or two of various EDC items, a book, over ear headphones, wallet, keys, pens, etc. When not travelling I may use it for off body CCW as well. I am 6’5” and 240 lbs. so I am fine with a larger bag. I would prefer to have options for carrying it cross body, over the shoulder, and in hand if possible. When I started my search I was focused on more tactical bags, (Vanquest, 5.11, Hazard4 etc.) and I still like a little tacticool style but I soon stumbled on some of the smaller upscale brands and I am hooked. Admittedly I am as interested in style/cachet as I am function. Hear are the bags I am considering. I would be interested in any feedback on these bags or any suggestions of bags I have not listed. · Mission Workshop Messenger o Probably The Rummy size with the arkiv system. About the only thing I don’t like about these bags is the lack of a handle to carry it like a briefcase when I want to. · Defy Recon Large o Probably get the Wax Canvas and would add the Schlep pad and Mr. Groper. o The Defender Workcase and Ninja Zombie are similar options here. I think I like the Recon Large best of those three but would be interested in any comparisons. · Defy Vicious o With the Cobra buckles. Also no handle for carrying and I would need to buy a laptop sleeve · Chrome Citizen Messenger o Probably the Motor model but I also like BLCKCHRM or the Chicago Black Ops. Again as with all the ‘bike’ messengers no handle and I would need to buy a laptop sleeve. · Peak Design The Everyday Messenger o Possibly the most functional of the bunch but not as much the style I am after. · Tenba Small Messenger o I include this one only because it was one of the first I was considering before finding the smaller upscale brands. Similar in function to the Peak Design and by far the cheapest. I think I would only go this route if I gave up trying to make a decision and just went the cheap route. · ITS Discreet Messenger o When I heard about the new one yesterday I almost pulled the trigger immediately but as I looked at it closer it was not so clear cut. A very interesting option and one of the more tacticool. · Blackhawk! Diversion Wax Canvas Messenger Bag o I look at this like a cross between the Defy Recon Large and the ITS Discreet Messenger, but not as stylish or as much cachet as either. It is at the lower end of my price range though. · Timuk2 o Too many options, but one of the messengers with a dedicated laptop sleeve. Which is the best??? This is almost the default option…who doesn’t have a Timbuk2? I even do (xs classic). Not the style or cachet I am looking for but it would be extremely functional and relatively inexpensive. So that’s the list. I really need to narrow this down somehow if I am ever going to make a decision! Any and all feedback is welcome. Thanks in advance.