Good Trouble Bourbon

Chicago Market Sales Manager/Market Leader

Chicago Full Time Leadership Role

About Good Trouble Bourbon

Good Trouble Bourbon is more than a spirit. It is a cultural platform.

Inspired by the call to get into good trouble the brand celebrates thebuilders dreamers and people willing to challenge the status quo.

Rooted in the legacy of Chicago blues and the citys rich cultural history Good Trouble Bourbon brings people together throughstory music leadership and community.

Our mission is bold:

Make Good Trouble Bourbon Chicagos Bourbon.

To achieve this we are building a leadership team that can grow the brand throughculture relationships and strategic distribution.

Role Overview

We are seeking aChicago Market Sales Managerto 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 combinesales execution cultural intelligence and entrepreneurial driveto 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:

Binnys 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 arelationship-driven market builderwho thrives in entrepreneurial environments.

You are equally comfortable:

building relationships with bartenders

presenting to distributor leadership
hosting brand events; creating andexecuting 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 buildChicagos bourbon brand.

You will play a central role in growing a company that sits at the intersection ofculture 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