For a long time, I’ve struggled with the word “entitled.” If you’ve read Malcolm Gladwell’s “Outliers” you understand how middle-class families instill a positive sense of entitlement into their kids. In this context “entitlement” seems like a good thing. On a gut level, however, this has never sat well with me. While I went to two elite private institutions (Yale and Haverford), my dad worked construction and my mom is a secretary – or as Gladwell would put it, I grew up…