Market Sales Manager

Role Overview

We are seeking a Chicago Market Sales Manager to lead the growth of Good Trouble Bourbon across retail, hospitality, and cultural venues. This is not a traditional spirits sales role. The right leader will combine sales execution, cultural intelligence, and entrepreneurial drive to establish Good Trouble as a leading premium bourbon brand in Chicago. You will oversee distribution relationships, retail performance, ambassador teams, and strategic cultural activations.

• Market Leadership
• Distributor Partnership
  • Work closely with distributor partners to ensure Good Trouble receives strong attention within the distributor portfolio to drive account placements, sales velocity and brand visibility.
• Retail & On-Premise Expansion
• Develop strategic placements in high-impact accounts including premium restaurants, cocktail bars, retail liquor stores and cultural venues
• Drive strong relationships with key Chicago retailers
• Ambassador Team Leadership
  • Recruit, train, and manage the Good Trouble Cultural Host team.
  • Ensure brand ambassadors deliver exceptional experiences that translate into sales.
• Cultural Activation Support
  • Partner with leadership to execute brand activations including tastings, cultural events, hospitality partnerships and community gatherings.
• Performance Tracking
  • Monitor and report on account growth, retail velocity, event performance and market expansion opportunities.

The ideal candidate is a relationship-driven market builder who thrives in entrepreneurial environments. You are equally comfortable building relationships with bartenders, presenting to distributor leadership, hosting brand events, creating and executing creative in-market activations and opening new retail accounts.

• Spirits industry sales
• Distributor portfolio management
• Hospitality or beverage experience
• Account management in Chicago
• Strong marketing acumen and network within the Chicago hospitality community are highly valued.

• Strong relationship-building ability
• Entrepreneurial mindset
• Cultural awareness and curiosity
• Disciplined sales execution

• Competitive base salary
• Performance-based bonuses
• Opportunity to grow into regional leadership roles
• Participation in building a nationally recognized brand

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.