I am fortunate to be one of Yeti's original field staffers so I am a little bias towards their "cube type" design.
I also own an Orca, Brute and Grizzly super coolers, (1) one which I won at a fishing tourney and the others were given to me for T&E.
I've also have (2) two other brands that were also provided for T&E which I prefer not to name.
First off, you get what u pay for. Quality is quality just like a gun, boat, waders or in this case a cooler.
My Yeti's all are multifunctional pieces of equipment on all my boats.
Casting Deck
Seats
Dry Storage
Cooler
Let me step back though.
I just spent (4) four days at the international ICAST convention in Orlando, which is where the fishing/boating vendors premier new products and make there orders for the following year.
There was approximately (8) eight "Super Coolers" as I call them at this years event and as far as keeping things cold, I would say due to construction, all are equal.
All are roto-molded and filled with basically the same foam material and testing which has been done by several independent org's show most keep ICE longer and around the same length of time.
All that's left is functionality and fit and here is where many differ.
I have found over the years with any product that the K.I.S.S. method works best for me, so as far as coolers having molded, extended handles and multi-hinged locks are a pain in the ass. So I would stay away from those brands.
Oh, let's not forget color!!!
Even though we all would prefer a brown or green color for our duck boat coolers, just remember that these colors run hotter and due not keep ice as long.
Thermal imaging studies on the coolers showed that the brown coolers run between (15) fifteen and (17) seventeen degrees warmer than the white and light blues. So if you spend a lot of time during the summer camping or fishing, you may wish to stick with the white or blue.
Back to functions, I will say I was very impressed with Grizzlys new cube cooler with the integrated cutting board and Arctic Ice packs, so much so that I will be T&E'ing one her shortly. I'm already of fan of the Arctic Ice packs and have been using then for about a year now. We'll worth the money!!!
Another item that I place on all my coolers is the SeaDek no slip EVA foam pads. They are not as soft as a cushion but as far as functionality, they can't be beat.
As far as prepping the cooler, a bag of ice the night before does work best but bringing the cooler into the air conditioned house the night before also works and costs nothing.
Now that I'm guiding full time, I've been spending the summer in the Keys/Flamingo/Everglades and my all my super coolers if properly prepped will keep ice for (3) three days.
Finally, for those looking for a soft sided cooler, Yeti premiered there's at ICAST and it is literally bullet proof, as in a .22 cal is only able to penetrate the first layer and doesn't even make it past the foam.
You've already gotten some great advice, I hope this helps!!!