I know that Jack Rogers are a preppy standard of summer footwear.
I used to work in a very preppy women's boutique that sold footwear made by the brand women's clothing (mainly sundresses) we sold, as well as Jack Rogers. This sandal in Platinum were huge sellers. The metallic flat sandal can easily go from day to night, and looks great with just about every color!
These pack flat and are great for travel. Yes, they do take a day or 2 to get used to and don't provide a ton of support, but after I broke mine in, I find them to be very comfortable.
I rarely buy the same item in the same color more than once, but after wearing these almost non-stop for 3 summers, I invested in a second pair.
These are a staple of my summer wardrobe. I have lots of other sandals and flip-flops in a variety of colors, but when it comes down to it, I could get by with these sandals and a pair of havianna flip-flops for around the pool. The only caveat to Jack Rogers is that since they are all leather you should try to avoid wearing them when your feet are wet!