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I'm in Oakland, I love your plan and ambition, and if the timing works out I'd be interested in joining you for a portion of your hike and/or assisting a resupply. I'm a mapper and hiking-logistic planner too, and have been daydreaming about doing the East Bay Skyline Trail in one day for a while. I know the East Bay segments really well and can help with any beta you're stuck on. Hope you can make this happen!

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That's awesome, Matt! Please drop me a line closer to the date.

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