As an active JW, I've always had my doubts about the Society's firm stance on higher education, but at the same time I can see the moral snares of placing yourself in a University environment.
When I first graduated HS, I was lost. I didn't want to pioneer, but I didn't qualify for a "real" job, one that could support me. I was a ministerial servant at my local hall and wondered how pursuing higher education would affect my standing in the congregation. Fortunately for me, I had a University in my hometown to which I applied, was granted a scholarship, and attended. My loving father, who is not a JW, lovingly supported me in financing the costs that the scholarship didn't cover.
I had to be very meticulous in arranging classes so that they didn't interfere with "spiritual pursuits". I was able to do so all but one semester. I came up with some good excuses and reasoning to use with my elders on why I was missing our midweek evening for four months straight, and how I was attending another congregations meetings on another night (all true). And somehow with my attitude towards the situation, I was allowed to continue serving. Apparently, I was a likeable person and the congregation maintained their respect for me in how I handled the situation.
Now I have a college education, which doesn't guarantee much in today's society. I also have a full time job working for that university now. I have since gotten married and moved to another congregation. I was given an excellent letter of recommendation as a Ministerial Servant, which baffled the elders at my new hall, especially since I used the opportunity to stop exherting myself in light of my doubts. After serving for 10 years, it has been a relief to not have the responsibilities of an appointed brother, which I know I was never appointed because I never made a dedication to Jehovah, yet I still rose through the ranks. I tried to reason that Jehovah was using me based on my ability to fulfill his will, no matter how wicked my actions were. But after reading the KS-10 Shepherd the Flock of God book, I realize that skill is not a qualification of a ministerial servant, so I was never appointed by holy spirit. I was selected because the elders and the congregation liked me and my family.
Long story short, there are loop holes for a JW to get a higher education. In fact, many of us here do. You just have to maintain the respect of your congregation and the elders. Do not get defensive about why you are seeking a college education. And do not seek out extracurricular activities that would put you at risk for "bad assossiation".