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A cutting board worth owning once: John Boos.
Recently seen around $124.95 — check Amazon for the current price
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John Boos R-Board Series Rectangular Wooden Maple Cutting Board, built for daily cooking.
John Boos has built end-grain maple butcher blocks in Effingham, Illinois since 1887. Oiled periodically, a Boos block is a genuinely generational purchase.
Currently $124.95. The case for it is simple: buy the version that lasts and stop thinking about it.