I have thought about both of these smokers a lot, just as you have. I want to get the Assassin but one thing that turns me off a bit is a lot of people post about how quickly their smoking wood burns out and how they have to keep adding more. This might partly take away from the set it and forget it technique. Where as with the Humphrey's you can make a nice snake and space out your smoking wood so that it will continue to ignite more wood without your help. I do not hear people complain about bridging much anymore since these tapered chutes came into existence. Some bigger pieces of lump might need to be broken up, but that is about it for that fear.
XL Big Green Egg, Weber kettles, WSM 22.5" and Pellet Pro adapter