×
Register Here to Apply for Jobs or Post Jobs. X

Outside Sales Representative - FL

Job in Orlando, Orange County, Florida, 32885, USA
Listing for: WorldStrides
Per diem position
Listed on 2026-08-26
Job specializations:
  • Sales
    Outside / Field Sales, Business Development, Sales Representative, Educational Sales
Salary/Wage Range or Industry Benchmark: 70000 - 120000 USD Yearly USD 70000.00 120000.00 YEAR
Job Description & How to Apply Below

Company Introduction

World Strides 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. World Strides 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 s 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,…
To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)
0
200
Filters
Education Level
Experience Level (years)
Posted in last:
Salary