Remote Outside Sales Rep — Connecticut Territory

Activewear, LLC; Bolingbrook (IL); Hybrid; USD 65,000 - 95,000; Full time

Benefits offered by this job

Vacation time

Personal time

Sick time

Medical insurance

Dental insurance

Vision insurance

Life Insurance

Disability coverage

401(k) plan

Brand-name apparel discounts

Job summary

S&S Activewear is seeking an Outside Sales Representative to drive strategic account development and new business in a remote-capable role with 3–4 days of travel per week across Connecticut. The position offers a full-time schedule, bonus eligibility, and a strong emphasis on analytics and relationship-building.

The successful candidate will manage territory P&L, engage with owners and decision-makers, and collaborate with Account Managers to optimize sales opportunities.

Qualifications

• Bachelor's degree preferred with proven track record of professional achievement.
• Minimum 2 years of field sales experience, with promotional products and apparel industry experience highly valued.
• Superior communication abilities demonstrated excellence in both verbal and written interactions.
• Exceptional multitasking capabilities with strong prioritization skills and time management expertise.
• Self-motivated professional with proven ability to execute complex initiatives independently.

Responsibilities

• Drives territory P&L performance through strategic management of customer volume, sales, and profitability metrics.
• Executes systematic in-person account engagement, demonstrating excellence in call planning, analysis, presentation delivery, and follow-through.
• Cultivates comprehensive relationships across customer organizations, from ownership through sales, service, and merchandising teams, while conducting strategic one-on-one meetings to uncover growth opportunities.
• Establishes strong partnerships with key stakeholders across customer departments including finance, marketing, operations, and production.
• Collaborates with S&S Account Manager to optimize customer service, sales opportunities, and engagement frequency.
• Leads new product launches, internal initiatives, and strategic sales planning with authority and vision.

Skills

Field sales experience

Promo apparel industry experience

Education

Bachelor's degree

Tools

Microsoft Office Suite

Job description

S&S Activewear is seeking an Outside Sales Representative to drive strategic account development and new business in a remote-capable role with 3–4 days of travel per week across Connecticut. The position offers a full-time schedule, bonus eligibility, and a strong emphasis on analytics and relationship-building.

The successful candidate will manage territory P&L, engage with owners and decision-makers, and collaborate with Account Managers to optimize sales opportunities.