Good Trouble Bourbon
Chicago Market Sales Manager/Market Leader

Chicago | Full Time | Leadership Role
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.
Key Responsibilities
Market Leadership

Lead the growth of Good Trouble Bourbon throughout Chicago and surrounding markets.

Build strong relationships with retailers, bars, restaurants, and cultural venues.
Distributor Partnership

Work closely with distributor partners to drive:
• account placements
• sales velocity
• brand visibility

Ensure Good Trouble receives strong attention within the distributor portfolio.
Retail & On-Premise Expansion

Develop strategic placements in high-impact accounts including:
• premium restaurants
• cocktail bars
• retail liquor stores
• cultural venues

Drive strong relationships with key Chicago retailers including:
• Binny's Beverage Depot and other leading accounts.
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
• community gatherings
Performance Tracking

Monitor and report on:
• account growth
• retail velocity
• event performance
• market expansion opportunities
Ideal Candidate

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
• opening new retail accounts
Experience

Preferred experience includes:
• spirits industry sales
• distributor portfolio management
• hospitality or beverage experience
• account management in Chicago

Strong marketing acumen and network withing the Chicago hospitality community are highly valued.
Skills & Attributes

The successful candidate will demonstrate:
• strong relationship-building ability
• entrepreneurial mindset
• cultural awareness and curiosity
• exceptional communication skills
• disciplined sales execution
What Makes This Role Unique

This is an opportunity to help build Chicago's bourbon brand.

You will play a central role in growing a company that sits at the intersection of culture, music, leadership, and premium spirits.
Compensation
• Competitive base salary
• Performance-based bonuses
• Opportunity to grow into regional leadership roles
• Participation in building a nationally recognized brand
To Apply

Please include:
• a short introduction
• relevant experience
• your perspective on how to build a spirits brand in Chicago