Your requirements are going to be unique to you. I will tell you my experience.
My fridge basically sits indoors as a beer cooler. I don't regret the purchase and I will likely use it camping at times in the future, but I typically use a Coleman Extreme cooler.
My camping trips tend to be a night or two and not too far off the beaten path. With kids, it was kind of a pain having to go to the car to get food and drinks. And your car isn't always parked right next to the sight. Even 50 feet away gets to be a pain when you are cooking. That, and the height of the fridge inside the car wasn't very convenient. I actually had started bringing an extra battery and power cord setup so I could keep it outside the car for convenience.
I was always concerned about it running down the car battery. If I had a dual battery/solar setup, this wouldn't be as concerning. The more remote I am, the more concerning this would be. Even if your car battery will be fine after 2 or 3 days, how far do you want to push it if you are out in the boonies? This always made me uneasy, even with a 100Ah battery.
I don't mind ice. I like drinks from an ice cold cooler dripping wet. Silly, but I like it. I like having ice for drinks and pour the melted ice on the fire pit when I leave. I'm not crazy about wet food, but don't find it too big of a deal - just use ziploc bags. I haven't had to buy additional ice for my short trips, but even for a 5 day trip I would only have to replenish once with my $50 cooler. Whenever I have been on longer trips we always had to go re-stock something in town anyway.
That said, I wouldn't spend $350 on a cooler either given how well the cheaper alternatives stack up against the high end ones (other than durability). I would rather spend that money toward a $500 truckfridge and add a $50 Coleman Xtreme. I personally would probably regret spending $350 on a cooler before I would regret spending $500 on a fridge, although after a few years of use on a Yeti it would become a non-issue.