Outside Sales Representative - FL

WorldStrides•Orlando, FL

23h•Hybrid

About The Position

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.

Requirements

Minimum of 3-5 years in outside sales and territory management.
Must reside in the greater Dallas area with deep knowledge and understanding of regional geography and school districts.
Ability to travel locally up to 70% of the time, including occasional evening commitments for parent/school presentations.
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.
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.
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.

Nice To Haves

Experience selling into the K-12 education market is preferred.

Responsibilities

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 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.
Navigate the unique landscape of K-12 school districts.
Maintain a robust pipeline of educators and position yourself as a trusted travel advisor.
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.
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.

Benefits

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.