I think that the official WT Society position is intentionally vague.
I live in an affluent area, and the local congregation is VERY tolerant of young JWs that aim for college. I would even go so far as to say...it is encouraged. I don't doubt that in other areas, congregations are very intolerant. I guess that the opinions of the local elders do a lot to shape the overall attitude of the congregation. Over here, the elders are either college educated or own very profitable businesses.
In terms of dollars and cents, I think that the WTS thinks it could profit more from educated JWs. More earnings mean that the JWs have more to give the WTS. Of course, this is a sword that cuts both ways: formally educated JWs are exposed to many ideas, and are perhaps likely to research their beliefs and WT dogma, therby spiraling head-over-heels into the realm of the inexplicable.