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Head of Content & Storytelling – Fractional

Good Trouble, chicago, il, United States


Are you a bourbon enthusiast and troublemaker? Join our GROWING TEAM at Good Trouble Bourbonand help drive sales and brand recognition at our rapidly growing company.

Mission

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

What This Role Really Does

This person ensures:

  • The brand shows upevery day, everywhere, with intention
  • The story isfelt, not just told

Key Outcomes

  • Build ahigh-output content engine (daily/weekly cadence)
  • Scale Dee as acategory-defining founder voice
  • Driveorganic reach, engagement, and cultural relevance
  • Createsignature content series (Blues, leadership, legacy)

Core Responsibilities

  • Own content strategy across:
    • LinkedIn (thought leadership)
    • Instagram (brand + lifestyle)
    • Email
      ewsletter (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 builtaudience-driven brands or personalities
  • Understandsalgorithm + emotion + narrative
  • Can balanceluxury + 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.

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