Chief Culture & Community Officer (CCO)

Good Trouble•Chicago, IL

About The Position

Are you a bourbon enthusiast and troublemaker? Join our GROWING TEAM at Good Trouble Bourbon and help drive sales and brand recognition at our rapidly growing company. The Heartbeat of the Brand Mission Build and activate the Good Trouble movement , turning customers into community, and community into evangelists, creators, and repeat buyers. What This Role Really Does This person makes Good Trouble feel like something you belong to , not just something you buy. Inspired by legendary troublemakers like civil rights icon John Lewis who urged us to get into “good trouble, necessary trouble”, Good Trouble bourbon is an award-winning Kentucky Straight Bourbon Whiskey crafted at the historic DSPY-KY-10, the 10th oldest bourbon distillery in Kentucky, dating back to 1885. Good Trouble Bourbon is committed to creating a diverse environment and is proud to provide equal employment opportunities in all employment practices. We will honor your experiences, perspectives, and unique identity.

Requirements

Built community at brands like: Soho House, Nike, Glossier, Peloton, Revolve, or a cultural startup
Obsessed with belonging, identity, and experience
Understands how to turn audience → tribe → movement

Responsibilities

Build a national “Troublemaker” community
Launch membership / subscription ecosystem
Drive repeat purchase + lifetime value
Create ambassador + creator network
Turn events into movement-building moments
Design and launch: “Troublemaker Collective” (membership program)
Ambassador / affiliate program
Community events (Chicago → national)
Build CRM + community engagement strategy (Klaviyo, Substack, etc.)
Activate storytelling: Founder-led Customer stories Cultural narratives (music, impact, leadership)
Own retention, engagement, and loyalty metrics
Partner with CMO on content and CRO on conversion