Board Thread:Spoilers!/@comment-1916997-20170725142404/@comment-25926288-20170807020010

Well, despite memory download, it's not like Regina knows what college has to offer. Plus, Henry already has a job and can essentially do whatever he wants.

Why go to college when you can be the richest man in town? Why go to college when you already have a job in store?

I can understand why, but with the amount of possibilities, Henry doesn't need to go to college, at least not right away.

Plus, Emma is all about independence and figuring things out, while Regina is the overly protective mom. Henry didn't go behind her back as he does talk with her after consulting his other family members as well.