49 years ago today, on June 1, 1967, I graduated from high school. That doesn't sound like much, I know, but in a family of 7 kids, where only 2 of us completed high school, and I was the only daughter to do so, it was a Big Deal. I left home the next day, and moved to Chicago, to make my way in the world. Eventually I earned a B.S., summa cum laude, (yeah, I'm proud of that) and an M.S., and I ended up with a corporate job with a 401K, good benefits, and a decent salary. And yet now, as I contemplate retirement this coming fall, I realize that in terms of finances I'm not much more educated than I was at 17. In terms of daily living, I can manage. Since I was 17, I've known that I must pay my bills on time, and spend less than I earn, and save as much as possible, etc., etc., but when it comes to managing a portfolio, or even knowing whom to hire to do that, I'm clueless. We aren't born with this information in our heads (or at least I wasn't) so how on earth are we supposed to acquire this knowledge? Are there courses out there that everyone else has taken, but I haven't? I think I'm going to hire someone to help me navigate the shoals of Social Security but I'm wondering how others approaching retirement feel.