Outside Sales

S&S Activewear; United States; Hybrid; USD 78,000 - 98,000; Full time

Benefits offered by this job

Exclusive apparel discounts

Health, dental, vision benefits

401(k) plan with retirement options

Travel opportunities and events

Job summary

S&S Activewear is seeking an Outside Sales Representative for the Central Florida region, based near Orlando. The role combines strategic account development with new business acquisition and requires extensive field presence to drive revenue growth.

Ideal candidates have 2+ years in field sales, strong communication, and analytical skills. Travel up to 50% is required, with a personal vehicle for work-related travel.

Qualifications

• 2+ years of field sales experience; promotional products/apparel experience valued.
• Excellent communication and presentation skills.
• Willingness to travel up to 50% of time; reliable transportation required.

Responsibilities

• Drive territory P&L through sales and profitability metrics.
• Engage in in-person account management, call planning, and follow-through.
• Build relationships from ownership to purchasing, service, and merchandising teams.
• Collaborate with Account Manager to optimize service and engagement frequency.
• Lead product launches, programs, and renewal processes with strategic planning.
• Represent S&S Activewear at trade shows and events; manage showroom presence.

Skills

Field sales experience

SPIN selling

Communication skills

Analytical skills

Time management

Self-motivation

Relationship building

Education

Bachelor’s degree

Tools

Microsoft Office

Job description

WHY JOIN?

Be part of something special – a place where work feels like a community, not just a job. We’re a vibrant and innovative crew united by a shared passion for creativity, growth, and collaboration.

S&S is expanding, and we want to connect with dedicated individuals to join our team and create a best place to work. Our team is driven by innovation and partnership, where your ideas are heard and celebrated. We’re building an inclusive environment that values every voice and fosters a culture of mutual support and respect.

WE OFFER

• Incredible team spirit – At the heart of our success is a culture that cherishes teamwork. We thrive on collaboration and value feedback and innovative thinking.

• Opportunities for professional growth – Your contributions are integral to our growth. As we expand, so do your career opportunities to develop and advance.

• Exclusive apparel discounts – Ready to upgrade your wardrobe?! As part of S&S, you’ll enjoy special discounts on our trendy, high-quality apparel. Stay stylish and save big!

• Top‑notch employee benefits – We prioritize the health and well‑being of our team members with an extensive benefits package, including health, dental, and vision coverage, along with retirement planning options.

• Fun employee appreciation events – We love celebrating you! Regular events are our way of saying ‘thank you’ for your hard work and dedication. Prepare for some memorable moments of appreciation and fun.

• State‑of‑the‑art equipment – Experience the best in technology and equipment. We provide cutting‑edge resources to make your work life safe and efficient!

About the Role

Outside Sales Representative covering Central Florida. The candidate should be based in the Orlando, Florida area.

The Outside Sales Representative role combines strategic account development with new business acquisition, serving as the primary field representative for S&S Activewear within a designated geographic territory. This dynamic position requires a sales professional who excels at building and nurturing comprehensive customer relationships while consistently driving revenue growth. The role demands extensive field presence, with 3-4 days of weekly travel and quarterly overnight engagements, varying based on territory scope. The ideal candidate brings polished interpersonal skills, commanding presentation abilities, and a natural talent for engaging effectively with business owners and key decision‑makers. Success in this role requires strong analytical capabilities to transform customer data into actionable business opportunities, coupled with expertise in sales methodology and meticulous follow‑through. Working in close partnership with Account Managers, this position demands both independent initiative and collaborative excellence to maximize customer engagement and sales potential. The successful candidate will demonstrate an entrepreneurial spirit balanced with strong team orientation, ensuring optimal territory coverage and customer service.

This position requires the use of a personal vehicle for work‑related travel.

SCHEDULE

Monday-Friday, Full-Time, Non-Exempt (Remote Available)

COMPENSATION

$78,000 - $98,000 (based on experience)

BENEFITS

We offer a comprehensive benefits package designed to support your life, health, and future. Benefits begin 0–90 days after hire and include Vacation, Personal, and Sick time; Medical, Dental, Vision, Life Insurance, and Disability coverage; Flexible Spending Accounts; and a 401(k) plan. You’ll also enjoy discounts on brand‑name apparel, fun employee events, and meaningful opportunities for growth and advancement. Join a company that invests in you from day one

WHAT YOU WILL DO

• 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 seamlessly with assigned S&S Account Manager to optimize customer service, sales opportunities, and engagement frequency
• Master’s customers go‑to‑market strategies, including program management, merchandising schedules, and renewal processes
• Leads new product launches, internal initiatives, and strategic sales planning with authority and vision
• Leverages advanced merchandising expertise to highlight S&S Activewear’s competitive advantages and drive strategic upsell opportunities
• Orchestrates cross‑functional collaboration, utilizing internal resources including trade marketing, decoration services, EDI, pricing, and custom solutions to maximize sales potential
• Maintains impeccable administrative management through precise reporting, calendar organization, sales funnel tracking, and program administration
• Ensures premium S&S Activewear brand presence through professional showroom and collateral management
• Represents S&S Activewear at industry trade shows, events, and customer functions to strengthen market position and relationships

WHAT WE’RE LOOKING FOR

• 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
• Demonstrates meticulous attention to detail and superior organizational abilities
• Results‑driven performer with strong sense of urgency and commitment to excellence
• Brings a dynamic, high‑energy approach with authentic enthusiasm for the role
• Advanced problem‑solving capabilities with innovative solution development
• Expert in consultative sales methodologies, including SPIN selling techniques
• Strong merchandising acumen with proven ability to optimize product presentations
• Polished presentation skills with ability to engage diverse audiences effectively
• Technical proficiency in demonstrating digital tools and web‑based solutions
• Sharp analytical mindset with strong financial acumen for strategic decision‑making
• Demonstrated excellence in strategic planning and documentation
• Proficiency in Microsoft Office Suite and related business applications

Travel

Position requires up to 50% travel throughout assigned territory

PHYSICAL DEMANDS

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. While performing the duties of this job, the employee is regularly required to talk or hear.

WORKING ENVIRONMENT

This job operates in a professional office environment. This role routinely uses standard office equipment such as computers, phones, photocopiers, filing cabinets and fax machines. Reasonable accommodations may be made to enable people with disabilities to perform the essential functions.

EQUAL OPPORTUNITY EMPLOYER

S&S Activewear welcomes people of all backgrounds and experiences and are committed to creating a diverse culture and supporting human growth. We are proud to be an equal opportunity employer and is committed to providing equal opportunity for all employees and applicants. We conduct business without regard to sex, race, creed, color, religion, marital status, national origin, citizenship status, age, pregnancy, sexual orientation, gender identity or expression, genetic information, disability, military status, status as a veteran, or any other protected characteristic. Our policy is to recruit, hire, train, promote, assign, transfer, and terminate employees based on their own ability, achievement, experience and conduct and other legitimate business reasons. S&S participates in E-Verify