So basically, it's piling on this woman because she has the resources and audacity to buy an expensive stroller. The point here should not be the price of the stroller, but the poor decision of the owner to leave her valuables, including medicine, in an unattended stroller and the system in place at Disney that allows the theft to happen.
f this was a $100-$200 stroller this probably wouldn't have even made the forum. My children had umbrella strollers 40 years ago since that was what we could afford. and they turned out fine as well.
As for the long miles, I'm sure an $1,800 dollar stroller can handle the ten or so miles it will travel in a day.