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How I did it: I purchased the SHTA Guidebook and joined the SHT-L listserv. I used my fledgling knowledge of ultralight backpacking and my somewhat more educated 'regular' backpacking knowledge to put together a reasonable gearlist. I prepared a couple weeks worth of food. I found some time off and hit the trail.
Lessons & tips: This trail is pretty easy when it comes to long trails. It's well signed, has excellent re-supply options and has a knowledgeable user-base available online for questions.
Resources: The SHT Yahoo! Group (SHT listserv). Thru-hikers journals on trailjournals.com.