I think that 'head hunger' can be dealt with through personal investigation, like you suggested, but it may not always be possible for some people. The addiction to food can be just as serious as an addiction to drugs, in that it can be that difficult to overcome. Sometimes it's a minor problem and you can 'set yourself straight' and deal with it. A lot of the time, it's gone past that point. Getting started is the hardest part, and some people do need assistance with it. For some people, it is an emotional experience. For others, it's a true physical appetite problem. Under the right circumstances, medication is the best option for some people, and it isn't a lifetime committment, but just a 'push' to get people started.
Having said that, I don't think anyone should self-medicate themselves with OTC diet pills, but they should be under the care of their physician, so they can be monitored and counseled during the process. When someone buys a box of Trimspa at Walgreens, the cashier isn't going to ask about their medical history, how often they are taking it, what did they eat yesterday, and btw, let's check your blood pressure and heart rate.
Every person is unique, and the approach to safe weight loss is going to be a little different for everyone.