Over the past few years, Moondog Roop has done three major thru-skates. First in 2021, he spent 45 days on the 1,100 mile Florida Trail. In 2022, he thru-skated across the entire state of New Mexico, and in 2023 he skateboarded 444 miles on the historic Natchez Trace, a trail which passes through parts of Tennessee, Alabama, and Mississippi.

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