Some degree of doubt is good when in the life of a Christian. Certainly an honest discussion of what and why you believe is important. A faith should be living. We should be wondering how it applies to certain circumstances and relationships. And their certainly are good anti-Christian arguments that should make Christians pause and explore more deeply what it really entails to have faith in the modern age. However, I don't think it's helpful to question God himself, at least not permanently. Doubt can be helpful and can lead to growth in certain ways - but if that's truly the case and you're looking for growth, the doubt should give way to new conclusions about the nature of reality. If it doesn't, then you aren't really growing.
I believe staying in a doubting mindset for a lifetime would have negative consequences for people who consider themselves Christian. As a Christian, I'd like to think that many of my beliefs and actions are inspired and motivated by what I believe about God. Some of what I hope to do in the future include challenging things. One of the fixtures of Christian faith is the idea of sacrifice - that oftentimes serving God and serving man requires giving up creature comforts to help others. Sacrifice is difficult. It's difficult by definition. It can be brutally hard, because you're really, actually placing others above yourself. If you have a firm foundation in God, sacrifice, while still difficult, is feasible. Now you're confident in the true nature of reality, that pain and suffering are temporary, that God knows what suffering is like because he went through it all in the person of Jesus Christ, and that you're part of God's plan to bring peace to other people.
You're obviously a very talented person, just by virtue of getting into Stanford. Along with that, I'm sure, you were very motivated to get in. It, of course, never entered your mind that Stanford wasn't real. But let's say you weren't entirely sure. If you believed it was a 50/50 proposition that Stanford (or any elite college you applied to, or, for that matter, any of job or life prospect that doing well in high school could help with) could actually just be an imaginary place, would you have tried just as hard in school, or worked to create a comprehensive resume that showcased your accomplishments, skills and life experience? That's not for me to answer, but human nature suggests that would not have been the case.
College isn't a minor thing, but it also doesn't encompass all of reality. The question of getting into a desired college is minor compared with the huge implications - ethical, eternal and otherwise - that being a Christian (or vice versa) will end up having.
This type of article is always bit perturbing because it never even brings up the personal nature of the Christian God. It talks all about the search, but it's a pretty weak philosophy that just assumes that no one will ever answer! Much of the power of the Christian faith is in the idea that God became man and lived among us, doing all the ordinary things people do, and suffering even more than the ordinary among us will ever suffer. If that is the God we have, than God may answer us when we have questions, or he might just point us back to Jesus. But he certainly won't tell us to ask question after question ad on an endless loop. If so, one of the Biblical disciples would be referred to as heroically questioning Thomas. Instead he's portrayed in a negative light as doubting Thomas.