Head of Content & Storytelling – Fractional at Good Trouble

Chicago, Illinois, United States -

Full Time

Start Date

Immediate

Expiry Date

28 Jun, 26

Salary

0.0

Posted On

30 Mar, 26

Experience

5 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Content Strategy, Storytelling, Brand Recognition, Content Engine Building, Organic Reach, Engagement, Content Calendar Management, Creative Team Management, Campaign Development, Founder Storytelling, LinkedIn, Instagram, TikTok, Video Production, Email Marketing, Conversion Optimization

Industry

Beverage Manufacturing

Description

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.

Responsibilities

This role is responsible for owning the content strategy across multiple platforms including LinkedIn, Instagram, Email, TikTok, and Video, while building and managing a content calendar and creative team. Key outcomes include building a high-output content engine, scaling the founder's voice, and driving organic reach and cultural relevance.