Head of Content & Storytelling - Fractional

207 E. Ohio St., Chicago, IL
Contractor

Head of Content & Storytelling

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

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If you have questions, please contact careers@robinsonhillusa.com