I've often mused that there are really only two types of hairstyles for men over the age of 30; the highschool haircut (meaning any style that that you or anyone you knew in high school ever enjoyed), or the 'I give up', also known as the 'I surrender'.
While the former is obvious, the latter is basically the ubiquitous, shortly cropped treatment for those in follicle recession. Sporting the 'I give up' is a signal that one has accepted the inevitable and has come to terms with their hair loss (and corresponding lack of hairstyle choice).
As a result, it is quite acceptable to joke with a guy about his hair(lessness) if he wears his 'I surrender' confidently. We never joke with a guy that still maintains a high school haircut despite the fact they should have given up years ago (think Michael Bolton circa mid-nineties). This would be damaging!
I've been able to cut my own 'I give up' for almost ten years now, using a standard Walmart-ish hair clipper set (these last about a year). Having become handy with the buzzers in university (I barbered for a few friends) I also cut my own boys hair now.
Estimating $12/haircut/month this also allows me to save about $432 annually in hair cut costs for me and my two young sons. Less the annual clipper set (~$40) and I'm still ahead about $390/year.