Outside Sales Representative - FL

world4822stri986des· Group - K12 Domestic Sales
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📍 Orlando - Florida

About this role

Company Introduction

WorldStrides is the global leader in educational travel and experiential learning. The company was founded in 1967 to provide middle school travel programs to Washington, D.C. and has grown to provide a wide range of programs for more than half a million students annually to over 100 countries around the world. WorldStrides offers experiential learning programs in educational travel, performing arts, language immersion, career exploration, service-learning, study abroad, and sports. Each of these experiences helps students to see beyond the classroom and to see the world – and themselves – in new ways.

Job Description:

We are seeking a dynamic, self-motivated Outside Sales Representative based in the Orlando / Tampa metroplex who wants to use their talents to make a real-world impact at WorldStrides. This role focuses on expanding our footprint in the educational student travel sector. You will be a consultive partner with educators, school administrators, and community leaders to design, promote, and sell life-changing travel experiences for K-12 and students.

Responsibilities:

  • Drive Business Growth: Prospect, qualify, and close new sales opportunities within regional school districts. Develop and execute a strategic territory plan to systematically break into new schools and districts.
  • Conduct Field Presentations: Conduct high-impact, face-to-face presentations and pitches with teachers, principals, and district decision makers. Effectively articulate the educational value, safety standards, and logistical ease of our travel itineraries.
  • Build Educational Relationships: Navigate the unique landscape of K-12 school districts. Maintain a robust pipeline of educators and position yourself as a trusted travel advisor.
  • Maximize Retention: Cultivate long-term relationships with past and current educators to secure repeat annual travel bookings, identifying opportunities to expand travel programs to other grade levels or departments.
  • Manage Territory: Strategically manage a local travel schedule to maximize daily school visits and networking events, attend in person and evening parent information meetings, and represent the company at regional educational conferences.

Qualifications:

  • Experience: Minimum of 3-5 years in outside sales and territory management. Experience selling into the K-12 education market is preferred.
  • Local Expertise : Must reside in the greater Dallas area with deep knowledge and understanding of regional geography and school districts.
  • Travel: Ability to travel locally up to 70% of the time, including occasional evening commitments for parent/school presentations.
  • Communication: Exceptional public speaking, presentation, and interpersonal skills and comfortable presenting to both small and large audiences of parents, school board districts, administrators, as well as corporate executives.
  • Education: Bachelor’s degree in Business, Marketing, Communications, or a related field preferred.
  • Former experience in outside sales related to education or educational travel.
  • Existing network of contacts within North Texas school districts (DISD, PISD, FISD, etc.).
  • Proficiency with Microsoft Dynamics (or similar CRM) and Salesforce platforms to track pipeline activity.
  • Must possess a reliable vehicle and valid driver's license.

Work Perks:

  • Competitive base salary with an uncapped commission structure tied directly to your territory’s growth.
  • Comprehensive mileage reimbursement and monthly travel stipend and technology equipment including laptop and monitors.
  • Extensive onboarding training on our travel products and educational sales cycle.
  • Comprehensive health benefits: medical, dental, vision, life, AD&D, accident, critical illness, disability insurance, FSA/HSA options with employer HSA contributions, and a generous 401(k) match.
  • Generous paid time off including 11 paid company holidays, 25 PTO days the first year (prorated), 1 paid volunteer day, 4 mental health days, and bereavement
  • Professional development support, including up to $5,250 annually for tuition reimbursement and up to $1,000 for certifications annually
  • Opportunities for paid and discounted travel
  • Flexible work schedule providing on-site, remote, and hybrid office opportunities
  • Encouraged participation in a wide variety of Employee Resource Groups
  • Employee Assistance Program (EAP) and wellness resources, including fitness centers at select locations
  • Paid parental, caregiver, and disability leave
  • Team Member Discount Program
  • Engaging, collaborative, and fun work environment

 

WorldStrides, a global organization, is committed to educate and serve communities worldwide. Our commitment is fueled by the passion of our team members and partners to make experiential learning accessible, while also being socially, environmentally, and ethically responsible. Together, we accomplish this by investing in initiatives to promote inclusion, diversity, and sustainability.

As an Equal Opportunity Employer, WorldStrides is committed to building a diverse workforce, supported by an environment that promotes inclusion and belonging. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.

WorldStrides will only employ those who are legally authorized to work in the United States. This is not a position for which sponsorship will be provided. Individuals with temporary visas such as E, F-1, J-1, H-1, H-2, L, B, J or TN, or who need sponsorship for work authorization now or in the future, are not eligible for hire. Select seasonal roles may consider students on J-1 or F-1 visas. 

 

Frequently Asked Questions

Is the salary disclosed for the Outside Sales Representative - FL position at world4822stri986des?
The salary for this Outside Sales Representative - FL role at world4822stri986des is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Outside Sales Representative - FL position at world4822stri986des located?
This Outside Sales Representative - FL role at world4822stri986des is based in Orlando - Florida. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Which team or department does the Outside Sales Representative - FL at world4822stri986des belong to?
This Outside Sales Representative - FL position is part of the Group - K12 Domestic Sales department at world4822stri986des. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Outside Sales Representative - FL position at world4822stri986des?
Click the "Apply Now" button on this page. You will be redirected to world4822stri986des's official application portal hosted on greenhouse where you can submit your application directly.
When was the Outside Sales Representative - FL job at world4822stri986des posted?
This Outside Sales Representative - FL position at world4822stri986des was posted on Aug 20, 2026. Apply as soon as possible — early applications are often reviewed first.
Outside Sales Representative - FL
world4822stri986des
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