Outside Sales

S&S Activewear•US FL Remote, FL
•$78,000 - $98,000•Remote

About The Position

The Outside Sales Representative serves as S&S Activewear’s primary field representative in a designated territory covering Central Florida. The candidate should be based in the Orlando, Florida area. The role combines strategic account development with new business acquisition and requires building customer relationships while driving revenue growth. It involves substantial field presence, generally 3–4 days of weekly travel and quarterly overnight engagements, with travel varying by territory scope. The position requires use of a personal vehicle for work-related travel and may involve up to 50% travel throughout the assigned territory. The representative works independently and in partnership with assigned Account Managers to maximize customer engagement, service, and sales potential. Success requires polished interpersonal and presentation skills, analytical ability, sales-methodology expertise, entrepreneurial initiative, team orientation, and diligent follow-through. The schedule is Monday through Friday, full-time and non-exempt; remote work is available. S&S Activewear describes a collaborative and inclusive culture with opportunities for professional growth. The company offers apparel discounts, employee appreciation events, and a benefits package that includes paid time off, health and insurance coverage, flexible spending accounts, and a 401(k) plan. Benefits begin 0–90 days after hire.

Requirements

  • At least 2 years of field sales experience.
  • Superior verbal and written communication skills.
  • Strong multitasking, prioritization, and time-management skills.
  • Ability to execute complex initiatives independently and demonstrate self-motivation.
  • Strong attention to detail and organizational skills.
  • Results-driven approach, sense of urgency, and commitment to excellence.
  • High energy and authentic enthusiasm for the role.
  • Advanced problem-solving skills and ability to develop innovative solutions.
  • Expertise in consultative sales methodologies, including SPIN selling techniques.
  • Strong merchandising acumen and ability to optimize product presentations.
  • Polished presentation skills and ability to engage diverse audiences.
  • Technical proficiency demonstrating digital tools and web-based solutions.
  • Analytical ability and financial acumen for strategic decision-making.
  • Strategic planning and documentation skills.
  • Proficiency in Microsoft Office Suite and related business applications.
  • Ability to use a personal vehicle for work-related travel.
  • Ability to meet the stated physical demands, including regularly talking or hearing.

Nice To Haves

  • Bachelor’s degree preferred.
  • Promotional products or apparel industry experience is highly valued.
  • Professional achievement.

Responsibilities

  • Drive territory P&L performance by managing customer volume, sales, and profitability metrics.
  • Conduct systematic in-person account engagement, including call planning, analysis, presentations, and follow-through.
  • Build relationships across customer organizations, from ownership through sales, service, and merchandising teams, and conduct strategic one-on-one meetings to identify growth opportunities.
  • Develop partnerships with customer stakeholders in finance, marketing, operations, and production.
  • Collaborate with the assigned S&S Account Manager to optimize customer service, sales opportunities, and engagement frequency.
  • Understand and manage customers’ go-to-market strategies, including programs, merchandising schedules, and renewals.
  • Lead new product launches, internal initiatives, and strategic sales planning.
  • Use merchandising expertise to communicate S&S Activewear’s competitive advantages and pursue upsell opportunities.
  • Coordinate with internal resources, including trade marketing, decoration services, EDI, pricing, and custom solutions, to maximize sales potential.
  • Manage reporting, calendars, sales-funnel tracking, and program administration accurately.
  • Maintain a professional S&S Activewear brand presence through showroom and collateral management.
  • Represent S&S Activewear at industry trade shows, events, and customer functions.
  • Travel throughout the assigned territory, including regular field visits and occasional overnight engagements.

Benefits

  • Vacation, personal, and sick time.
  • Medical coverage.
  • Dental coverage.
  • Vision coverage.
  • Life insurance.
  • Disability coverage.
  • Flexible Spending Accounts.
  • 401(k) plan.
  • Discounts on brand-name apparel.
  • Employee appreciation events.
  • Opportunities for professional growth and advancement.
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