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Anplis de sa ke yo te pati-pwopriyetè a Cobras & Matadors, yon restoran LA kouri pa Steven Arroyo, ak pwopriyetè a yon mache pwodwi nan Cornville, Arizona; Keenan, ki gen granparan ak gwo-tonton te fè diven nan Northern Itali (nan sa ki se kounye a nan Sid Frans), posede viy Merkin ak kav Caduceus, ki baze nan zòn nan enkòpore a Page Springs / Cornville, Arizona, nan sidwès Sedona, kote li abite. Pandan ke distilri diven an te rele apre yon senbòl ansyen pou komès (caduceus), se jaden rezen an te rele apre yon peruk pibyen (merkin). Li se tou yon patnè nan jaden rezen forteresse, "an 80-acre site dedicated to producing affordable wines in the state", sitiye nan ti a, enkòpore zòn li te ye tankou Règleman Kansas nan Fon Souf Springs, Arizona. Manman Keenan a te mouri nan 2003, a laj de 59, akòz konplikasyon soti nan yon awòt. Apre lanmò li, li yo gaye toupatou sann dife l 'nan tout yon sèl nan jaden rezen l', epi pita yo te rele youn nan ven l 'dèyè l', honoring her memory with his Cabernet Sauvignon "Nagual del Judith". Nan yon deklarasyon ki pibliye nan mwa avril 2009, Keenan te deklare:
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In addition to being part-owner of Cobras & Matadors, an LA restaurant run by Steven Arroyo, and owner of a produce market in Cornville, Arizona; Keenan, whose grandparents and great-uncle made wine in Northern Italy (in what is now Southern France), owns Merkin Vineyards and Caduceus Cellars, based in the unincorporated area of Page Springs/Cornville, Arizona, southwest of Sedona, where he resides. While the winery is named after an ancient symbol for commerce (caduceus), the vineyard is named after a pubic wig (merkin). He is also a partner of Stronghold Vineyards, "an 80-acre site dedicated to producing affordable wines in the state", located in the small, unincorporated area known as Kansas Settlement in Sulfur Springs Valley, Arizona. Keenan’s mother died in 2003, at the age of 59, due to complications from an aneurysm. Following her death, he scattered her ashes across one of his vineyards, and later named one of his wines after her, honoring her memory with his Cabernet Sauvignon "Nagual del Judith". In a statement released in April 2009, Keenan stated: