The District Sales Manager will lead a field-based team of Sales Representatives for Chesapeake Beverage across the Annapolis and Howard County territory. This role focuses on growing sales and volume, strengthening distribution, and maintaining strong customer relationships in the beverage alcohol market through hands-on coaching and data-driven execution of district plans.

Key Responsibilities

Lead, coach, and develop Sales Representatives to achieve district sales, volume, distribution, and profitability goals.
Spend time in the field coaching alongside the team and identifying opportunities to improve execution.
Run regular one-on-ones and team meetings to set expectations, review results, provide feedback, and reinforce priority focus.
Set performance goals and use KPIs and sales analytics to recognize wins, identify gaps, and build action plans.
Partner with HR on recruiting, onboarding, performance management, and development of sales talent.
Develop and execute district sales plans, promotions, and other initiatives.
Work with Sales Representatives to uncover account opportunities, refine route strategies, and expand product distribution.
Maintain relationships with key customers and identify opportunities to grow existing business and develop new business.
Monitor market conditions, competitive activity, industry trends, and category opportunities to guide execution.
Support open territories as needed to maintain continuity during territory transitions.
Conduct customer business reviews and collaborate on strategies that drive mutual growth.
Coordinate supplier market visits, surveys, and ride-withs in partnership with Business Managers and other internal teams.
Resolve customer concerns quickly and professionally.
Ensure sales programs and priorities are implemented consistently across the district.
Review and approve timekeeping and sales compensation information accurately and on time.
Reinforce company policies, safety expectations, and operating standards.
Collaborate across Sales, Operations, HR, and other functions to solve problems and deliver results.

Requirements

5+ years of experience in sales, account management, or a related field, including at least 2 years in a leadership or supervisory role.
Bachelor’s degree in Business, Marketing, or a related field preferred; equivalent relevant experience will be considered.
Beverage alcohol industry experience is strongly preferred.
Knowledge of the three-tier beverage distribution system is a significant plus.
Proven ability to lead, coach, and hold a sales team accountable for results.
Strong business judgment, including the ability to use sales data to identify opportunities and make decisions.
Excellent communication, relationship-building, organization, and presentation skills.
Ability to manage competing priorities and adapt quickly in a changing market.
Proficiency with Microsoft Office and CRM or sales tracking systems.
Valid driver’s license and acceptable driving record.

Technologies

Microsoft Office
CRM / sales tracking systems

Compensation and Benefits

Salary: USD 80,000 - 95,000 per year
Great benefits program including 3 medical plans
Dental
Vision
HSA option with employer match
401(k) with company match
Commission / incentives

Work Environment

Field-based leadership role with regular travel throughout Annapolis and Howard County.
Significant time visiting customer accounts, working with Sales Representatives, attending meetings, and participating in supplier visits.
Some special events or business needs may occur outside normal business hours.
Occasionally lift up to 50 pounds.
Ability to sit, stand, walk, and bend for extended periods.

Employment Offer Conditions

Employment offers are conditional and subject to satisfactory completion of a background check and drug screening. If the company’s criteria are not met, the employment offer may be withdrawn.

District Sales Manager