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Enterprise Territory Development Representative (Midwest)

About Apptegy


Apptegy is more than a tech company; we are dedicated partners transforming communication for school districts nationwide. We develop cutting-edge solutions that empower schools to build strong brands, effectively reach their audiences, and deeply understand their communities. Our commitment to client success and passion for education is reflected in our fast response times and unparalleled support. As an employer, Apptegy fosters a dynamic and supportive environment where our people are known for being thoughtful, innovative, and high-performing. We invest in your tools, provide exceptional mentorship, and offer resources designed for your success, believing that empowering you drives our collective growth and positive impact across the education landscape.


Why You'll Love This Job


You will be a key member of our enterprise business development team, speaking directly with superintendents, communication directors, chief technology officers, and other decision-makers within school districts. Given the remote nature of this role, you will also be considered the “face” of Apptegy in your region — specifically Indiana and Michigan — and be an advocate responsible for building credibility, providing value to potential clients, and ultimately helping close deals to grow Apptegy. This is the perfect role for a true road warrior — if you thrive on being out in the field, meeting new people every day, and building relationships face-to-face, you’ll love this opportunity.


What You'll Do
  • Source new opportunities through onsite visits, re-visit to push conversations forward, and attend presentations, etc.; this requires frequent cold drop-ins locally per week.
  • Attend conferences, conduct focus groups, and lead presentations to engage school leaders in conversations; this requires frequent travel amounting to on average 8-12 overnight stays away from home per month.
  • Have continuous follow-up with prospects from the different events attended to close deals.
  • Work closely with enterprise sales reps, sales engineers, and sales leadership; help enterprise sales reps lead virtual product demos including discovery, value demonstrations, proposal delivery, RFPs, and deal close.


Who You Are
  • 4-year college degree or comparable, continuous work experience with an impressive track record of success
  • Experience working in or with K-12 school districts, preferably large school district experience, and dealing with complex full sales cycles (6-24 months)
  • Capable of managing your day and being effective & efficient
  • Excellent communication and presentation skills
  • Strong relationship-building skills and always looking for opportunities to make more contacts


Why You'll Love Working With Us


At Apptegy, we're deeply committed to creating an environment where you can thrive. We strive to make this a truly impactful and rewarding role, equipping you with experiences that propel your future success. We believe in fostering well-being both at work and at home, which is why we provide:


Comprehensive medical, dental, vision, and life insurance coverage

Retirement 401(k) with employer match

Health Savings Accounts (HSA) and Flexible Spending Accounts (FSAs)

Mental Health Reimbursement

Unlimited paid time off including seasonal (December) company-wide time off

Paid parental and medical leave


Apptegy champions the thoughtful integration of AI to empower our teams and processes. As we seek to understand your individual capabilities and how you might contribute, we ask that all responses to application questions and during interviews are genuinely your own. Please refrain from using AI generation tools, as our aim is to assess your authentic voice and expertise.


Apptegy is an equal-opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, gender expression, national origin, age, protected veteran or disabled status, or genetic information.


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Average salary estimate

$85000 / YEARLY (est.)
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$60000K
$110000K

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Full-time, remote
DATE POSTED
October 16, 2025
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