Regional Sales Representative - Chicago

Maplewood Regional Sales Representative – Chicago

Location:

Chicago city

Reports to:

Regional Sales Manager

Maplewood Brewery & Distillery is an independent craft producer known for high-quality beer and spirits, creative innovation, and deep-rooted community engagement. As a small but growing regional brand, we take pride in our commitment to flavor, authenticity, and pushing the boundaries of craft culture.

We are looking for a Regional Sales Representative to join our team and support our growing account and distribution network in Chicago, IL as well as providing support to surrounding markets. This role will play a key part in helping Maplewood grow our brand presence and sales volume across our growing footprint, and reports directly to the Regional Sales Manager.

• Regional Sales Representative specific to Chicago, IL, as well as providing some additional support in surrounding areas
• Solicit and maintain business with new and existing On-Premise and Off-Premise Accounts
• Develop a schedule to cover assigned territory and meet with various Retailers
• Build strategic relationships with Retail Account and Distribution partners
• Create and implement a plan to gain additional points of distribution in alignment with company sales objectives
• Fulfill all expected monthly sales performance metrics
• Maintain a complete Account and Contact database using required software and company tools
• Execute sales marketing strategy throughout territory with utilization of programs, POS, signage, and other available marketing materials
• Schedule and attend in-market events, including:
  Samplings, Bar Promotions, Local Festivals, etc.
• Participate in Distributor sales meetings, crew drives, and ride-along sales days
• Conduct Maplewood portfolio training programs for retailers at Accounts, and provide training and hospitality for Retailers at the brewery
• Provide excellent customer service and extensive knowledge of the Maplewood product catalog to Customers, Accounts, and Distributors

• Required:
  
  1+ year in beverage sales with a Supplier or Distributor
• Minimum 4 year degree in Business or equivalent experience required
• Advanced knowledge and proficiency with VIP, Microsoft Office Suite, and Google Workspace
• Strong written and communication skills, with a relationship-building personality and high standards for customer service
• Organized, self-motivated, and has the ability to independently solve problems and manage time effectively
• Comprehensive knowledge of the craft beverage industry and emerging trends
• Must have a clean driving record, own a reliable car, and be willing to travel
• Ability to work flexible hours including evenings and weekends
• Travel will account for 25-65% of working time based on monthly market needs
• Ability to lift 35 lbs and use dolly to transport/maneuver 170 lbs Kegs
• Illinois Basset Certification, as well as any other regional certifications, must be completed before start date
• Optional:
  Server-Certified Cicerone or Certified Cicerone

Job Title: Regional Sales Representative
- Chicago

Company: Maplewood Brewing and Distilling

Employment Type: Full Time

Industry Sectors: Beer
- Sales/Marketing

Compensation/Salary: $50,000.00 - $60,000.00 per Year

Date Posted: 7/2/2026

Location: Chicago, IL, 60647