Market Sales Manager

Robinson Hill•Chicago, IL

10d

About The Position

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 the builders, dreamers, and people willing to challenge the status quo . Rooted in the legacy of Chicago blues and the city’s rich cultural history, Good Trouble Bourbon brings people together through story, music, leadership, and community . Our mission is bold: Make Good Trouble Bourbon Chicago’s Bourbon. To achieve this, we are building a leadership team that can grow the brand through culture, relationships, and strategic distribution. 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.

Requirements

strong relationship-building ability
entrepreneurial mindset
cultural awareness and curiosity
exceptional communication skills
disciplined sales execution

Nice To Haves

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.

Responsibilities

Lead the growth of Good Trouble Bourbon throughout Chicago and surrounding markets.
Build strong relationships with retailers, bars, restaurants, and cultural venues.
Work closely with distributor partners to drive: account placements sales velocity brand visibility
Ensure Good Trouble receives strong attention within the distributor portfolio.
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.
Recruit, train, and manage the Good Trouble Cultural Host team.
Ensure brand ambassadors deliver exceptional experiences that translate into sales.
Partner with leadership to execute brand activations including: tastings cultural events hospitality partnerships community gatherings
Monitor and report on: account growth retail velocity event performance market expansion opportunities