Sr. Sales Associate

Senior Sales Associate – Illinios(K-12 School Districts)

Must be located in Illinois

About the Role

We are seeking a Senior Sales Associate with a proven track record of hunting, opening doors, and closing deals in the K-12 education sector. This role is laser-focused on new business acquisition, building relationships with Illinois school districts, and driving revenue growth through strategic outreach and consultative sales.

The ideal candidate is an aggressive self-starter with deep knowledge of the Illinois K-12 education landscape, a strong network of district decision-makers, and the ability to create opportunities where none exist. If you thrive on high-volume prospecting, cold outreach, and turning leads into long-term partnerships, this role is for you.

Key Responsibilities

• New Business Development: Identify, engage, and secure partnerships with K-12 school districts across Illinois.
• Prospecting & Lead Generation: Develop a high-volume outbound strategy using cold calls, emails, in-person visits, and networking events to open doors with district decision-makers.
• Consultative Sales Approach: Understand district challenges and present tailored virtual teaching and tutoring solutions to meet their needs.
• Pipeline Management: Build and maintain a robust sales pipeline, tracking progress in CRM and moving opportunities through the sales funnel efficiently.
• District Relationship Building: Cultivate relationships with superintendents, administrators, and curriculum leaders to establish credibility and position PLI as a trusted partner.
• Closing Deals: Drive negotiations and execute contracts, ensuring a seamless onboarding process for new district clients.
• Market Expansion: Stay ahead of education policy, funding trends, and procurement processes to identify new opportunities for growth.
• Collaboration & Strategy: Work closely with marketing, product, and operations teams to optimize outreach strategies and support Illinois market expansion.

Qualifications & Experience

• 8+ years of experience in K-12 education sales, business development, or school district partnerships.
• Proven success in new account acquisition, with a strong history of winning new district contracts.
• Deep understanding of Illinois school funding, decision-making structures, and procurement processes.
• Exceptional cold outreach & prospecting skills – comfortable making high-volume calls, setting meetings, and networking.
• Hunter mentality – thrives in a fast-paced, quota-driven environment with a focus on closing new business.
• Excellent negotiation & presentation skills, with experience pitching to school district leaders.
• CRM proficiency (Salesforce, HubSpot, or similar) to track pipeline and performance metrics.
• Ability to travel across Illinois to meet with district leaders and attend key industry events.

Why Join Us?

Uncapped earning potential with a competitive base salary + commission structure.
High-growth company solving the biggest challenge in K-12 education – teacher shortages.
Autonomy & Impact – Drive strategy, own your market, and make a direct impact on district partnerships.
Supportive team environment with marketing, product, and operations backing you.

Ready to Take Illinois by Storm?

If you are a high-energy, results-driven sales leader who thrives on hunting new business and building school district partnerships, we want to hear from you!

Apply now and help transform K-12 education in Illinois!