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I find that receipt of special educational benefits increases the probability of choosing schooling by 8% and reenlisting by 6%. Soldiers that contribute to an education benefit program while enlisted are 6% more likely to attend college and 11% more likely to reenlist. Those residing in states with fewer two year colleges or those who have attended some college before enlisting are more likely to choose the college option. Average tuition in both their residing and neighboring states surprisingly do not affect this probability -- likely because educational benefits act as subsidies. College choice is more likely for young soldiers and less likely for those with less cognitive ability. I also find that the choice between schooling, work and reenlistment is made simultaneously, rather than sequentially. The results also provide some support for the increasing importance we observe of two year colleges in the educational mission of many states.