I'd say that assuming tracking calories isn't gonna be his bag, at least for now, one of the better things to do is changing high calorically dense food for lower caloric density. This way he can potentially eat less without consuming less food necessarily, and DIET is going to be the first and foremost key to actually losing weight.
So, salad for lunch with light dressing on the side, eggs for breakfast kind of thing might start the ball rolling. Really if he's not ready for a complete overhaul, it's the simple tweaks that can give you big bang. Look for hidden calories and eliminate them (cooking in fat, dressings, marinades, caloric drinks, alcohol, etc) as that is a huge area of extra cals for some people.
When it comes to snacks and more calorically dense foods, prepackaging into reasonable servings could work. Like, he's not willing to weigh and count, but you are, and just get some snack bags and pack up whatever he tends to snack on into single servings, then start limiting them to fewer a day. (This assumes this applies, of course.)
I'd honestly say that while lifting can do good, certainly don't discount walks, leisurely paced cycling, etc. Up and moving, producing some kind of expenditure is better than sitting and doing nothing. Adding a simple evening walk after dinner, the wii fit, a weekend hike are all good. So are the fun tricks of taking the stairs, parking far in the lot, doing more stuff around the house on the weekends, etc.
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