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I hate to be the bearer of bad news, but that is a very difficult commute as you have to handle all the west-of-DC/66/29 traffic. Jeffersonton is what, 60 miles from DC?
To the east of you, NoVA and its traffic start somewhat around Warrenton and in earnest around Haymarket.
Others may know better (I briefly lived in Gainesville, know the drive to Jeffersonton but have not done it in rush hour).
My guess would be 1 hr to the VRE (45 with no traffic, maybe 1:20 in really heavy back-up on 29, but you are on the early side). Plus the parking/waiting/riding time maybe 2.5 hrs or a little less total to DC.
Driving is probably the same (I always assumed 1:45 from Gainesville leaving at 6ish), but remember it is HOV only inside the beltway so you can't just do the straight shot on 66 unless you are commuting together. Depending on where you work in DC there are various alternatives.
Leaving at 5 will be much better than 6:30.
As a daily commute this would probably eat up a lot of your time.
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