Head of Content & Storytelling – Fractional

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.  

Mission

Turn Good Trouble into a daily, unavoidable cultural presence through powerful storytelling across platforms.

What This Role Really Does

This person ensures:

• The brand shows up every day, everywhere, with intention
• The story is felt, not just told

Key Outcomes

• Build a high-output content engine (daily/weekly cadence)
• Scale Dee as a category-defining founder voice
• Drive organic reach, engagement, and cultural relevance
• Create signature content series (Blues, leadership, legacy)

Core Responsibilities

• Own content strategy across:
• LinkedIn (thought leadership)
• Instagram (brand + lifestyle)
• Email/newsletter (conversion + depth)
• TikTok (engagement + lifestyle)
• Video (short-form + long-form)
• Build and manage:
• Content calendar (90-day rolling)
• Creative team (design, video, copy)
• Develop:
• Campaigns (Trouble in Blues, Pour With Purpose)
• Founder storytelling platform (“Courage by Design” integration)
• Track and optimize engagement + conversion

Ideal Profile

• Background in:
• Media, storytelling, or brand content
• Has built audience-driven brands or personalities
• Understands algorithm + emotion + narrative
• Can balance luxury + authenticity

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.