The Bootstrap Boys is the ongoing creative project of Grand Rapids singer‑songwriter Jake Stilson — known onstage as Big Jake Bootstrap. Rooted in the “Up North” character of his native Michigan, Jake writes handcrafted original songs that blend classic Country & Western storytelling with a distinct regional flavor. Backed by West Michigan’s finest musicians, he brings these award‑winning tunes to life onstage night after night. Dubbed “The Hardest Working Band in West Michigan,” The Bootstrap Boys remain fiercely independent and determined to carve out their own space among today’s Country & Western entertainers.

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