Territory Sales Representative

Are you passionate about travel, education, and building meaningful relationships? Do you thrive in a self-driven sales environment where your success directly impacts your earnings and career growth?

Our client, a family-owned leader in customized educational tours, is expanding its sales team. With more than 20 years of proven success and an outstanding 9.5/10 customer satisfaction rating, they create unforgettable learning experiences for students nationwide—and Chicago is one of their largest markets

What You’ll Be Doinng

• Own and grow the City of Chicago territory
• Work remotely when you’re not meeting with clients—no corporate office required
• Manage the full sales cycle, from prospecting and opening new accounts to closing and expanding long-term partnerships
• Build trusted relationships with educators and school administrators
• Understanding each school’s needs and recommend tailored travel experiences
• Stay active in the field through face-to-face meetings, relationship development, and community networking

What’s in It for You

• $110K+ year-one OTE, including base salary, uncapped commission, and bonus incentives
• Top performers earning $20
• 0K+Car allowance plus mileage reimbursem
• Expenses account for travel and client entertainm
• ent15 days of PTO plus paid holid
• ays401(k) with company match after six months
• Supportive, growth-oriented culture with a mission that makes a real impact

What They’re Looking

• For:2+ years of successful new-business sales experience
• A proven hunter mentality and the initiative to build a territory
• Experience with consultative, relationship-based sel
• Strong communication skills, empathy, and the ability to connect with educators
• Someone who understands that success requires more than high-volume cold calling-it comes from earning trust, understanding client needs, and developing lasting partnerships

If this opportunity aligns with your background and you’re excited about combining sales, travel, and education, apply directly to the job posting for consideration!