Here's my advice... don't over-plan it. There's a highway the whole way and it's just like every other highway. I've driven it in bad weather in January, good weather in July, and everything in between. In all the times I've driven that road, I've never taken a gas can of any sort and never had any trouble. At least once, I didn't have a spare tire and was in a lowered truck with a row of subwoofers going behind my seat the whole time. If you are confident that your KJ can make it until its next oil change without a catastrophic failure, it can make it to Alaska. No problem, just go.
My recommendation: drive to Fairbanks via Edmonton, Calgary, Dawson Creek route and plan your assault in Fairbanks. Plan for time spent in Banff on the way up or down, Muncho Lake is worth a overnight, Hot Springs south of Whitehorse are cool, drive the old denali highway, check out Fielding Lake, chill at Chena Hot Springs, drive to Circle, drive to Chicken, Kennicott, McCarthy, Skagway, and Dawson. Ditch the rigs in Homer and hop the coastal ferry for a couple days in the small coastal towns without road access. All awesome stuff and just off the top of my head.
As for backcountry overland travel... not happening. Nothing against Troy or his rig, but it's not made for the wet grass swampy tundra muck that is most of Alaska. Trail runs happen in large groups with 1-2 winches per rig. The only rigs that even stand a chance are very purpose-built and generally sit on 44"+ agro tires with chains. 6x6's are very common with agro tires. Google Alaska moose buggy if you like... and these things get stuck ALL THE TIME.
The common style of rig for running Alaskan trails, and this is what ALL of the trails look like except for a few easy ones here and there: