Regional Account Executive (Chicago)

Apptegy•Chicago, IL

11h•$70,000 - $85,000•Onsite

About The Position

At Apptegy, we are more than a tech company; we are partners dedicated to transforming how schools communicate and shape the future of education. Your work here will directly empower districts to share their stories, engage their communities, and celebrate student success. We're a team of thoughtful, high-performing individuals committed to making a tangible impact. If you're looking for a dynamic environment where you'll be supported with exceptional mentorship and resources to grow your career, come build with us.

Requirements

3-6 years of field or outside sales experience, ideally in SaaS, ed-tech, or public sector sales
Demonstrated track record of self-sourced pipeline and closed business; you know how to generate your own deals
Demonstrated track record in multi-product selling
Comfort calling on and presenting to executive-level stakeholders (superintendent experience a strong plus)
Strong communication skills; you can hold a room and write a crisp follow-up email
High personal accountability; this role requires you to own your territory and your results
Willingness and ability to travel extensively within an assigned region (estimated 75% travel in region)
CRM proficiency (Salesforce preferred)

Nice To Haves

Experience selling into K-12 or broader public sector is a plus, but not required

Responsibilities

Prospect independently within an assigned geographic territory, including cold outreach, door-to-door district visits, conference presence, and relationship cultivation with superintendents, communications directors, and other district decision-makers
Own the sales cycle for all new business, from initial discovery through demo, proposal, negotiation, and close, with support from marketing demand generation
Build and manage your pipeline through a combination of self-sourced prospecting and SDR and marketing-generated leads.
Navigate complex K-12 buying processes, including multi-stakeholder decisions, school board timelines, and budget cycles
Maintain accurate CRM records to track activity, pipeline, and forecasting
Represent Apptegy at regional and national education conferences and events
Provide market feedback. As eyes and ears on the ground, you'll surface intel on district needs, competitive dynamics, and positioning