Haha, maybe the EV transition is easier for those of us, like me, who did a lot of trip planning when I had a gas vehicle?
As to some of the specifics that you mention, I sometimes wonder if Tesla should have kept their original charge strategy with the Model S, where 90% was considered a full charge, and that there was an extra setting for Trips. Psychologically, letting owners set their car for full, seems to make everyone happier, even if it can be filled a little more.
How many times have we seen people fill their gas vehicle to where the pump handle clicks off; then they pump until it clicks a couple times more? At gas stations with attendants, I remember seeing attendants add a full gallon after the first click off. Of course, now we know that filling too full can damage the vapor thingy. Still, people do it, because they like to "fill" their cars.
As for some of the other things, strangely enough, ICE vehicles may also be impacted. Headwinds have exactly the same effect upon ICE vehicles as EVs, since aerodynamics for both face the exact same laws of physics.
Gas vehicles also waste fuel running the AC compressor, just like the EV. That's why we used to have those articles telling us whether it was more efficient to run the AC or crack the window.
Really, the only big difference is cold temps. While cold affects an ICE vehicle's efficiency, it isn't nearly as much as an EV, due to the battery chemistry. With an ICE, because there are so many fluids involved, you had to warm up gently, which wastes fuel. I remember my dad running the car for 15mins before he'd drive away in the cold morning, after unplugging the engine block heater.
Then, my dad would also add dry gas fuel treatment to reduce the risk of condensation in the fuel tank from causing issues, or he'd stop at the gas station more often, to keep a full tank of fuel to prevent condensation.
Then, he'd have to check his antifreeze rating of the engine coolant, to make sure it was protecting his engine, and flush it every couple years.
Then there were the engine belts he'd check and replace since when they got really cold, they were more likely to break. On trips, he'd carry a spare belt, just in case we broke down, and the shop we stopped at didn't have the correct replacement size.
I don't have to do any of those things my dad used to do for his ICE, when Winter comes. Of course, I have to learn new things to do to prepare to drive an EV in Winter.
I remember as a kid, when roadtripping in an ICE was more complicated than today, because gas stations were not open 24/7 on the interstate. Even today, you'd look at those signs telling you where the next rest stop was, with fuel and food, and you'd try to figure out if you could make it to the next stop, or had to stop now, to refuel. Is it really all that different in an EV? And, even with lots of 24/7 places, I still find if I have to exit the highway, independent gas stations that are closed at night.
If anything, the future with EV chargers everywhere there are gas stations today, should definitely be better, since EV chargers don't require the station be "open" in the same way that a gas station needs to be "open" with at least one person there.
Certainly, Superchargers aren't ubiquitous like gas stations, but with the advent of in-built GPS, it's only a minor hardship to plan station to station. Roadtripping in an ICE was pretty much rest stop to rest stop or bathroom to bathroom or coffeeshop to coffeeshop. Is there that big a difference other than nomenclature? You still have to stop every 100 to 150 miles? Why do I care if it's at a supercharger with a coffeeshop and toilet or not?
Driving an EV means learning new habits and forgetting old ICE habits, like looking at the prices while passing a gas station, and doing all those things like my dad did, plugging in the engine block heater, adding dry gas, checking the coolant and bringing a spare belt, etc. I don't miss it.