A bourbon night that starts with Pappy Van Winkle and ends with purpose doesn’t happen by accident. We pulled back the curtain on how a fourth-year charity tasting in Bentonville raised around $100,000 while keeping the room small, the music live, and the vibe unmistakably warm. From a honey-finished Buffalo Trace that opened up with a few drops of water to VIP bottles at every seat, every detail was designed to turn great pours into generous bids without feeling pushy.

We brought in Scotty Hasting, an up-and-coming Nashville artist and veteran who rebuilt his musicianship after being wounded, and his story anchored the night. That through-line, craft meeting resilience, connected the tasting to the cause in a way slides never could. The auction stayed fresh with experiential lots: a bourbon locker concept, custom art, private tastings, and a dessert twist that stole the show; salted caramel bourbon vanilla ice cream made from donated bottles, offered both as a sweet finish and a “name-your-flavor” auction prize.

Behind the scenes, we refined mechanics that guests actually feel. Pre-poured one-ounce bottles replaced chaotic table pours, turning the lineup into a guided journey. Catering served food hot and flavorful, bartenders handled classics for non-tasters, and our hosts opened a barn that guests never wanted to leave. Demand spiked, tables spoken for months ahead and last-minute calls asking for any spare tickets, which raised the big question: how do we grow impact without growing headcount? Our plan: keep the room intimate, add a small silent auction and a low-barrier door raffle, and test a pre-party with a single rare bottle and simple food to prime the pump.

If you care about bourbon, community, veterans, or the craft of running a high-trust fundraiser, you’ll find a playbook here: lead with a showstopper, tell a real story, obsess over small moments, and keep the numbers transparent.

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