I would say start with the standard Silver Webber Charcoal grill.
Get a few bricks and a Chimeny, small fire place shovel, wood chips, and some real charcoal not the briquettes.
I have a BLACK BELT IN BBQ.
I have 4 burner Propane - Great for Tri Tip and whole chickens - Of course steaks, chops, vegtales, and Pizza.
New Branfels Smoker (Like Brinkman only twice thickness in steel.) Great for large amounts of BBQ - ususally ribs, risket and Pork shoulder all at the same time. Also good for Jerkey.
An electric smoker - good for ribs, jerkey, and fish.
and A webber grill.
For small things like low and slow it is hard to beat the Weber.
I do a timed Turkey on the weber that is fool proof. (this is where you need the bricks) and either an old roasting pan or the aluminium ones. Takes about the same amout of time to cook as 9 holes of golf.
The beer can chicken is the best in the webber as well as dutch oven cooking. With a little know how you can do a whole lot for just the $100 out the door for a Webber kettle grill. Then move up to the smoker also it is good to keep the webber going while using the smoker for long periods. You light the charcoal in the webber and move it once red hot with the fireplace shovel to the smoker. There are some bitter notes that come off the charcoal as it is lit and that will get into your food if you just add charcoal to the fire box of the smoker.
Also the high heat with a grill pan is a great way to do mixed vegtables.
I am not 50 Pound over weight because I eat at McDonalds. It is cause I play with the grill and the smoker testing stuff and try making different sauces.
Great one for the ribs is a Cherry Chipotle sauce. (Dried Cherries, Cranberries and Chipotles, with onions garlic, sugar, brown sugar, white wine cidar vinigar and apple juice.) Lots of cooking and reducing and hints of fruit, smoke, spice, and sweet. Does not hide the ribs it rings out the sweetness of the meat.
Did I mention my extra 50 Pounds.