How many semesters are we talking about? The difference between being an experienced tech guy and a MSc with experience is big - in many ways. Confidence, pay, career possibilities.
I would say you'd need to have your wife on board but I think she'll come 'round. It's a GREAT opportunity.
The university here is wierd. It's not an 18 week semester, it's a total of 24 classes, 1 every 6 weeks, take about 22-24 months. So if I'd start in January, I'd be close to my master by the time I get out of the military