Fearless Tower
Touchdown! Greaser!
I can't really answer the question posed, but is it realistic under any circumstance to expect to commute that far, by air, to a job? Seems too much is against it. Cost and safety primarily. I would think it's best to live near where you work, and fly for fun?
I think it depends on the job and how flexible your schedule is and what the alternate plan is.
What do you do on the days when the weather won't support (IFR below mins/ice/bad t-storms....etc)?
What do you do on the days you have a bad cold and aren't fit to fly? ( obviously call in sick, but a bad cold might take you out of the office a day or two driving a car while it could be several days before you are fit to fly again)
What do you do when you get the the airport and something is wrong on the run up?
250nm round trip is at least a 2.5-3 hour drive each way (290sm) and possibly even more in some parts of the country.
When you wake up in the morning and can't fly, you aren't going to be able to hop in the car and make it on time, so how will that effect your job?