---
title: 'Outside Sales Representative - FL at WorldStrides'
canonical: 'https://feeny.ai/job/outside-sales-representative-fl-worldstrides-orlando-xhx9nc7tqpr2'
type: 'job'
last_seen: '2026-09-11'
---

# Outside Sales Representative - FL at WorldStrides

- **Company:** WorldStrides
- **Location:** Orlando, FL
- **Posted:** 2026-08-20
- **Last confirmed live:** 2026-09-11
- **Apply:** https://job-boards.greenhouse.io/world4822stri986des/jobs/5397157008

## Job description

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.

## About WorldStrides

## Company Overview
- **One-liner**: WorldStrides is the largest educational travel company in the United States, providing immersive travel experiences for K-12 and university students to learn beyond the classroom.
- **Entity Type**: Private (backed by Eurazeo; earlier investors include Metalmark Capital)
- **Headquarters**: Charlottesville, Virginia, United States
- **Founded**: 1964
- **Founders**: Phil Wendel (social studies teacher)

## Core Business
- **Primary industries**: Educational travel, experiential learning, student tourism, study abroad.
- **Target customers**: B2B (schools, educators, administrators) and B2C (students and parents). Primarily serves K-12 and higher education institutions.
- **Mission statement**: “Igniting a passion for lifelong learning, enabling learners to see beyond the classroom and to discover the world — and themselves — in new ways” [worldstrides.com/en-us/about](https://worldstrides.com/en-us/about).

## Products & Services
- **K-12 Teacher-Led Programs**: Customizable educational tours for classes, led by teachers, designed to bring curriculum to life.
- **K-12 Individual Student Programs**: Immersive career exploration, study abroad, and travel opportunities for students without a school group.
- **Higher Education Programs**: Faculty-led study abroad, service learning, internships, and research trips with transferable academic credit.
- **Heritage Festivals**: Performance-based travel experiences for music, dance, and theater groups.
- **Oxbridge Academic Programs**: Summer study programs at Oxford, Cambridge, and other prestigious institutions.

## Market Standing
- **Valuation**: Not publicly disclosed (private company).
- **Key Metric**: Annual revenue of $125.1M (2025 estimate) – [LinkedIn](https://www.linkedin.com/company/worldstrides).
- **Total Funding**: $20.0M across 2 rounds (historically raised from Metalmark Capital and others).
- **Notable Investors/Partners**: Eurazeo (parent company), Metalmark Capital, partner universities worldwide.
- **Growth Signals**:
  - 1,364 employees (+19.7% YoY, +358 people) – [LinkedIn](https://www.linkedin.com/company/worldstrides).
  - Operations in 38 countries with on-the-ground support.
  - Over 10 million students served since 1964; 800,000+ students travel each year.
  - 48,589 LinkedIn followers (+61.4% YoY).

## Competitive Advantages
- **Scale & Experience**: 55+ years in educational travel, largest U.S. player with a vast global network.
- **Safety Infrastructure**: Extensive health & safety systems built over decades, critical for student travel.
- **Academic Rigor**: Programs tied to curriculum and transferable credit, trusted by educators.
- **Vertical Integration**: Owns the entire student journey from marketing to on-tour support.
- **Brand Trust**: Deep relationships with schools and administrators built over 55 years.

## Strategic Focus
- **Expanding Programs**: Continues to add individual student programs (career exploration, study abroad) and seasonal offerings (Oxbridge, Heritage Festivals).
- **Sustainability & Responsibility**: Committed to social, environmental, and ethical responsibility.
- **People First**: Investing in team member growth with tuition reimbursement, ERGs, and inclusive culture (from careers page).
- **Technology & Innovation**: Hiring in IT (Service Desk Analyst, Emergency Travel Coordinator) to modernize operations.

## Why Work Here
- **Culture**: Purpose-driven, inclusive, and values-centered (“One Team, Elevated Standards,” “People and Communities First”). Employee resource groups (ERGs) foster community.
- **Work Environment**: Offices in Charlottesville, VA (HQ); Vienna, VA; Chicago, IL; Orlando, FL; Mérida, Mexico, and more. Hybrid/remote flexibility possible (not explicitly stated, but multiple office locations).
- **Perks & Benefits** (from [worldstrides.com/en-us/careers](https://worldstrides.com/en-us/careers)):
  - Generous PTO from day one.
  - Comprehensive medical, dental, prescription, vision insurance with HSA.
  - 401k with employer match.
  - 8 weeks paid parental leave for all new parents (including adoptive).
  - 4 paid mental health days per year.
  - Tuition reimbursement and certificate assistance.
  - Team member & family travel discounts on WorldStrides programs.
  - Discounts on car rentals, hotels, cruises via IATA membership.
  - Seasonal opportunities and internships for university students.
- **Growth & Learning**: Robust online learning library, specialized training, tuition reimbursement; “lifelong learners” ethos.

## Sources
1. [worldstrides.com/en-us/about](https://worldstrides.com/en-us/about) – Company story, mission, values, leadership.
2. [worldstrides.com/en-us/careers](https://worldstrides.com/en-us/careers) – Benefits, culture, hiring priorities.
3. [worldstrides.com/en-us](https://worldstrides.com/en-us) – Homepage overview and program highlights.
4. [job-boards.greenhouse.io/world4822stri986des](http://job-boards.greenhouse.io/world4822stri986des) – Current job openings and roles.
5. [linkedin.com/company/worldstrides](https://www.linkedin.com/company/worldstrides) – Company size, revenue, funding, employee growth.

## Other roles at WorldStrides

- [Health & Safety Coordinator](https://feeny.ai/job/health-safety-coordinator-worldstrides-merida-jnnxwh6xwstz) — Merida, Mexico
- [Program Support Specialist](https://feeny.ai/job/program-support-specialist-worldstrides-merida-dq5vwjnrqhw7) — Merida, Mexico
- [Internship Placement Coordinator](https://feeny.ai/job/internship-placement-coordinator-worldstrides-madrid-jqnkc47n8cgd) — Madrid, Spain
- [Global Partnership Specialist](https://feeny.ai/job/global-partnership-specialist-worldstrides-united-states-pwsawt4d82x6) — United States
- [International Program Consultant](https://feeny.ai/job/international-program-consultant-worldstrides-united-states-jdhmhqerrs0s) — United States
- [Senior Manager, Website Content](https://feeny.ai/job/senior-manager-website-content-worldstrides-united-states-tj6vsvwcwp4v) — United States
- [Manager, University Relations & Venue Operations](https://feeny.ai/job/manager-university-relations-venue-operations-worldstrides-united-states-7j987qbcg9kt) — United States
- [Senior Manager, Paid Media](https://feeny.ai/job/senior-manager-paid-media-worldstrides-united-states-bn6627h900kf) — United States
- [University & Venue Operations Coordinator](https://feeny.ai/job/university-venue-operations-coordinator-worldstrides-merida-f82j4h2aeebk) — Merida, Mexico
- [Senior Manager, Product Marketing](https://feeny.ai/job/senior-manager-product-marketing-worldstrides-vienna-g1sdskp37vep) — Vienna, VA / Charlottesville, VA / Austin, TX / East Coast Region