Chief Culture & Community Officer (CCO)

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.

Key Outcomes

• Build a national “Troublemaker” community


• Launch membership / subscription ecosystem


• Drive repeat purchase + lifetime value


• Create ambassador + creator network


• Turn events into movement-building moments

Core Responsibilities

• 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

Ideal Profile

• 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

This position will begin as a contractor and if all goes well, in 90 days the contractor can transition to a full time employee. 

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.