All too often we hear from men in the media (a la comedian Steve Harvey) that the answer to a single, thirtysomething woman’s dating woes is to date older men because they know how to treat you, they have learned their lessons early on and their maturity level is a better fit. On the surface, this seems to make sense. But recently I was out to dinner at a swanky restaurant with a good girlfriend of mine. About half-way into our meal, the waiter comes over with two glasses of wine courtesy of the “distinguished gentleman sitting at the table over there”. So out of gratitude we raised the glasses and from afar said thank you. About 20 minutes later the waiter comes back to ask for our names and where we were from, on behalf of the “distinguished gentleman sitting at the table over there”. Long story short, they eventually decided to speak directly to us but only after introducing themselves with their titles first (e.g. CEO of this, VP of that, etc.). While certainly an impressive group of men, we found it interesting that they would choose this as their approach. The whole situation prompted me to think about whether or not dating older men is really the answer for single thirtysomething women. Do older men think younger women are interested in status? Is it safe to assume that “older men” have unpacked all of their emotional baggage or are their insecurities, issues, etc. just as prominent as younger men’s? Older…younger…is it all just a crap shoot? Let us know what you think!