My doctor subtly brought up the issue of my weight on most visits, usually in relation to some other health issue. It took eight years of prodding to finally get me to do something about it.
I still have a photocopied A4 sheet of weight-loss techniques (food portions, kilojoule counting, etc) he'd given me after one discussion in which I'd grudgingly admitted I *might* have a problem. I ignored it for nearly a decade - but still have it in my files as a reminder of my stupidity.
Losing weight and becoming relatively healthy has helped a lot, since I'm ill a lot less than I was and there is less chance that other serious illnesses are masked by obesity and its own set of symptoms.
I DO wish my doctor had pressured me more about losing weight, but ultimately I doubt I'd have taken his advice until I was good and ready. It's like smokers - how many of them take their doctor's advice to quit?
On a related note, I'm sure I read an anecdote a while back in this forum about a GP who asked a grossly obese patient to get another doctor because the patient wasn't taking any of his advice to lose weight and he felt he was wasting his time trying to improve her health.
Striving to improve in every way possible.