Outside Sales Representative - FL

Posted Yesterday
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Orlando, FL, USA
In-Office
Mid level
Edtech
The Role
Drive regional sales growth for educational student travel programs by prospecting school districts, presenting to educators and administrators, managing a territory pipeline, building long-term relationships, securing repeat bookings, and attending school meetings and educational conferences. The role requires extensive local travel, public speaking, CRM usage, and relationship development across K-12 education networks.
Summary Generated by Built In
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. 


Skills Required

  • Minimum 3-5 years of outside sales and territory management experience
  • Must reside in the greater Dallas area and understand regional geography and school districts
  • Ability to travel locally up to 70% of the time, including occasional evening commitments
  • Exceptional public speaking, presentation, and interpersonal skills
  • Comfort presenting to parents, school boards, administrators, and corporate executives
  • Bachelor's degree in Business, Marketing, Communications, or a related field
  • Experience selling into the K-12 education market
  • Previous outside sales experience related to education or educational travel
  • Existing network of contacts within North Texas school districts
  • Proficiency with Microsoft Dynamics or similar CRM and Salesforce
  • Reliable vehicle and valid driver's license
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The Company
HQ: Charlottesville, VA
1,091 Employees
Year Founded: 1967

What We Do

WorldStrides provides educational travel and experiences to more than 530,000 students a year. Founded in 1967 by a middle school social studies teacher from Chicago, the company has since grown to become a leader in experiential learning for students of all ages throughout their lifetime learning journey. In addition to domestic and international travel and study abroad programs, WorldStrides offerings include performing arts, sports, language immersion, career exploration, and service-learning. Each of these experiences helps students to see beyond the classroom and to see the world – and themselves – in new ways. Our global team is 1,500+ strong, united by a passion for what we do. We work with students, parents, and teachers, and behind the scenes too, to deliver experiences that transform lives. Let's get out there - together! Community Guidelines We are happy to address questions you may have, but in order to foster a vibrant and useful online community, we’ve outlined a few guidelines to be followed when posting on the WorldStrides and affiliated brands' social channels . Any comments that are in violation of the guidelines will be removed, and repeat offenders may be blocked. Comments will be removed if they contain: • Profane, inappropriate, threatening or offensive language; • Violations of copyright or intellectual property rights; • Purposefully untrue or misleading statements; • Comments that are meant to derail or hijack constructive conversations; • Personal information of community members or WorldStrides employees; • Posts that link to potentially harmful sites.

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