About Us
At PLS 3rd Learning, we believe that the life prospects of children are profoundly shaped by the educational leaders who serve them. For more than forty years, we have partnered with school districts, associations, and higher education institutions to develop and elevate educational leadership through professional development, instructional design, and custom software. Our fastest-growing platform, SuperEval, is built on a conviction that has become our signature: leadership evaluation should move beyond compliance to become a meaningful practice of reflection, growth, and goal attainment in service of children, communities, and the work of leading well.
Superintendents, principals, and district leaders across the country trust SuperEval as a thought and action partner in their leadership development. Our culture reflects the same standards we ask of the leaders we serve. We are formal in our professional standards, warm in our relationships, and direct in our communication. We hold ourselves accountable to one another and to the educational leaders who depend on us. We celebrate our colleagues' contributions, invest in lifelong learning, and act with integrity in every interaction. We work both independently and collaboratively in a high-accountability environment where dependability, initiative, and thoughtful judgment are valued.
About the Role
Location and Work Arrangement: Midwest region, supporting an established Illinois territory with expansion opportunity across the broader Midwest. Candidates based in Buffalo, NY work a hybrid schedule requiring a minimum of two days per week in our Buffalo office; candidates based in Illinois work fully remote. Regular travel within the territory is required, with occasional travel beyond.
As an Account Executive, you take ownership of an established Illinois territory with a proven book of business, while building out fresh opportunity across the broader Midwest, including Minnesota, Iowa, Wisconsin, and Michigan. This is not a cold-start territory: you'll inherit existing district relationships to grow from day one, alongside real runway to expand our footprint into new states over time. It is a strategic relationship role requiring sound professional judgment, consultative selling skill, and a genuine conviction that strong leadership evaluation practices make a difference for students and communities.
You will collaborate closely with the team to manage the existing book of business and grow the territory from prospecting through close. The role suits a candidate who is self-directed, resilient through a full sales cycle, and comfortable balancing relationship stewardship on an established base with disciplined new-business development.
Key Responsibilities
- Manage and grow an established Illinois book of business, deepening existing district relationships and identifying expansion opportunities.
- Own and develop new territory across the broader Midwest region, achieving and exceeding quarterly and annual sales goals.
- Prospect, qualify, and nurture leads to build and maintain a strong pipeline.
- Deliver tailored proposals and close agreements with K–12 superintendents and district leaders.
- Conduct engaging, consultative product demonstrations that align with district priorities and challenges.
- Represent PLS 3rd Learning and SuperEval professionally at conferences, trade shows, and association events across the territory.
- Provide timely, professional, and responsive communication to prospective and current partners.
- Develop and execute territory-specific sales strategies in collaboration with colleagues.
- Maintain accurate and organized records of leads, activities, and opportunities in Salesforce.
- Represent the company with professionalism, dependability, and responsiveness in all interactions.
These responsibilities are not exhaustive. Employees may be asked to follow additional job-related instructions and to perform other job-related duties as assigned by authorized personnel.
Who We're Looking For
- Proven experience managing a sales territory from prospecting through close.
- Excellent written and verbal communication and presentation skills, both virtual and in-person.
- Self-starter with strong time management skills and dependability.
- Sound judgment and a consultative approach to selling complex solutions to senior leaders.
- Comfort managing an existing account base while also building new business in unestablished territory.
- Comfort navigating ambiguity and adapting in a fast-moving environment.
- Proficient with Salesforce (or a similar CRM), HubSpot (or similar email sequencing software), Microsoft Office, and virtual meeting tools such as Zoom and Teams.
- Willingness to travel within the assigned territory and occasionally beyond.
- Demonstrated success selling to senior leaders, such as superintendents, CEOs, or equivalent decision-makers.
- Established relationships with superintendents, districts, or associations in the Midwest preferred.
- Knowledge of school district procurement and budget cycles preferred.
Education and Experience
- Bachelor's degree preferred, or equivalent combination of education and professional experience.
- Experience in K–12 EdTech or K-12 SaaS sales, with a track record of managing a territory from prospecting through close, required.
- Experience selling to K–12 or education-sector decision-makers preferred.
- Experience managing complex, multi-stakeholder sales cycles preferred.
Why Join Us
Joining PLS 3rd Learning means stepping into a territory with a genuine head start: an established Illinois book of business to build on from day one, plus real room to grow into new states across the Midwest. You will partner with influential K–12 leaders, join a forty-year-established organization built on professionalism and impact, and have access to a competitive base salary, commission, full benefits, and real opportunity to grow into senior sales or leadership roles as we expand.
Compensation and Benefits
Base Salary: $105,000
On-Target Earnings: $133,750 in year one, including base salary plus commission and bonus tied to performance.
Stretch Earnings: $162,500, with uncapped commission beyond.
Benefits: Comprehensive health benefits, 401K matching retirement plan, and generous paid time off.
Travel
Regular travel within the assigned territory is required, along with occasional travel beyond the territory for conferences and company events.
Essential Functions and Accommodations
Essential functions of this role include communicating effectively with prospective and current district partners by phone, video conference, email, and in person; using computer-based tools and platforms to manage pipeline, deliver demonstrations, and coordinate sales activity; and regular travel within the assigned territory, with occasional travel beyond. All listed duties and responsibilities are essential functions of the position and are subject to possible modification to reasonably accommodate qualified individuals with disabilities. PLS 3rd Learning is committed to providing reasonable accommodations to enable qualified individuals with disabilities to perform these essential functions, and we invite candidates to share any accommodations needed during the application or interview process.
Equal Employment Opportunity
PLS 3rd Learning is an equal opportunity employer. We are committed to fostering an inclusive workplace where every team member can contribute fully and meaningfully. Employment decisions are made without regard to race, color, religion, creed, sex, sexual orientation, gender identity or expression, pregnancy, national origin, age, disability, genetic information, veteran status, marital status, familial status, or any other characteristic protected by federal, state, or local law.
PLS 3rd Learning uses E-Verify to confirm the identity and employment eligibility of all new hires.
How to Apply
Interested candidates are invited to submit a cover letter, current resume, and three professional references. Applications will be reviewed on a rolling basis. We look forward to learning about your interest in supporting educational leaders through this important work.
Pay: $105,000.00 - $134,000.00 per year
Benefits:
- 401(k)
- 401(k) matching
- Dental insurance
- Flexible schedule
- Flexible spending account
- Health insurance
- Health savings account
- Life insurance
- Paid time off
- Parental leave
- Retirement plan
- Vision insurance
Education:
Experience:
- managing a sales territory from prospecting through close: 2 years (Required)
- K–12 EdTech or K-12 SaaS sales: 2 years (Required)
- Selling DIRECTLY to school district leaders: 2 years (Required)
- CRM: 1 year (Preferred)
Location:
Work Location: Remote
