With the increase of density of fast charging infrastructure (which, is pretty much the only reason you need large ranges in EVs), you require less overall range between stops.
What’s needed is access to at home charging infrastructure so cars can be topped off daily.
No but what they do have is the ability to pull into literally any Andy Griffith backwater town gas station and be on their way in 5 minutes. That makes their range nearly unlimited.
The average American household has multiple cars - having at least one of them being a EV commuter appliance isn't that wild of an idea.
So; to answer your question: how often do I drive 300+ miles in a day? 2x a week for 1/4 of the year.
Also, your anecdote is certainly not the plethora of people in America. The vast majority of folks take maybe one vacation a year, if that, and certainly don’t own a vacation home.