> Why hasn't MIT, especially the men, every really challenged for a title?
Up until ~2005 the women's team basically didn't exist. In the last 15 years he took a team that could barely qualify individuals for conference to a team that regularly wins the regional championships and places on the podium at nationals. On the men's side, we hadn't won a regional title in eons, and now it's a 7-year streak. From my perspective, that seems like solid improvement in the program.
That being said, we did finish 4th as a team (men) in outdoor nationals when I was there.
As for national titles, it's simply more difficult because it has more to do with standout individuals than mid-level depth. To take individuals from that level of "regionally competitive" to "nationally competitive" requires significantly more training and sacrifice. For MIT athletes, most only have 2 hours a day to devote to training (the institute reserves 5-7pm as privileged athlete time to avoid conflicts) including changing, warmup, and showering, then it's back to homework and lectures. In my opinion, that's simply not enough to be a national champion.
Like I mentioned earlier, I was only able to make it as far I did because I purposefully took a "light" courseload where I could devote extra time to training and sleep. (e.g. in the Spring I only had biomolecular thermodynamics, computer science, graduate physiology, genetics, medical school interviews, and two research projects rather than a more typically busy semester with harder engineering courses).