Thinking I made a better decision with the information I have is not being judgemental in the connotation you are implying here. I don't see how this means I hold myself in higher regards. Doing a search on tls on choosing a law school as well as other data from aba, lst and other sources has given me an insight into what a good decision is. Paying sticker to go to the highest ranked u.s news TTT you can get into is not a good decision. I don't hold myself in high regards for making a good decision. I hold the decision I've made in high regards. Some people make stupid decisions. It does not necessarily mean that they are stupid or be held in low regard.
Isn't the goal of going to law school to become a lawyer? Since these individuals are lawyers, it appears their decision worked out for them. Aren't you making assumptions that they made a bad choice/could've made a better one? You only know about your decisions, not theirs. If you end up unemployed three years from now, for example, who will have made the better choice, you or them?
I guess this all depends on how you define a "good decision." I, for one, define it as one that enables you to do what you want (which it appears your enemies have done). If, however, you define it as one that is safe and practical regardless of outcome, than you'd obviously use a different criteria to judge it.