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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!

Average salary estimate

$82500 / YEARLY (est.)
min
max
$75000K
$90000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Sr. Sales Associate, Proximity Learning

Are you a dynamic sales professional looking to make a real impact in the K-12 education sector? If so, consider the Senior Sales Associate position at our company! Located in the heart of Chicago, this role is perfect for those ready to dive into a high-energy environment. As a Senior Sales Associate focusing on Illinois school districts, you'll be at the forefront of new business development, forging valuable partnerships, and driving significant revenue growth. Your day-to-day will involve high-volume prospecting, conducting cold outreach, and meeting with decision-makers across school districts. We’re seeking someone who has not only a deep understanding of the Illinois K-12 landscape but also a strong network that you can leverage to build lasting relationships. With at least 8 years of experience under your belt, you know how to navigate the unique challenges faced by school districts and provide tailored solutions to their needs. You thrive on the thrill of closing deals and your hunter mentality pushes you to seize every opportunity. Our supportive team will back you as you help transform K-12 education in Illinois while enjoying uncapped earning potential. If this sounds like a match made in heaven, we want to hear from you! Let’s make a difference together!

Frequently Asked Questions (FAQs) for Sr. Sales Associate Role at Proximity Learning
What are the key responsibilities of a Senior Sales Associate at our company?

As a Senior Sales Associate in our Chicago office, you'll be responsible for new business development, including identifying and securing partnerships with K-12 school districts across Illinois. Your role will emphasize high-volume prospecting, leveraging cold outreach techniques, and maintaining strong relationships with district decision-makers. You'll employ a consultative sales approach to understand district needs and effectively present our innovative education solutions. Additionally, you'll manage a robust sales pipeline, collaborate with internal teams, and drive negotiations to close deals efficiently.

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What qualifications are needed for the Senior Sales Associate position?

To excel as a Senior Sales Associate with our company, it’s essential to have at least 8 years of experience in K-12 education sales or school district partnerships. A proven track record in new account acquisition and familiarity with Illinois school funding and procurement processes are vital. Candidates should possess strong cold outreach skills and a hunter mentality, along with excellent negotiation and presentation abilities. Proficiency in CRM tools, such as Salesforce or HubSpot, will also be beneficial in tracking sales performance.

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How does the Senior Sales Associate role contribute to the success of K-12 education?

The Senior Sales Associate is crucial in addressing the pressing challenges in K-12 education, such as teacher shortages. By establishing partnerships with school districts, you will deliver essential virtual teaching and tutoring solutions that directly impact educational outcomes. Your efforts in securing new contracts mean more schools can access the resources needed to support their teachers and students, ultimately contributing to improved educational experiences across Illinois.

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What does the training and support look like for the Senior Sales Associate?

At our company, we believe in empowering our Senior Sales Associates with the tools and support they need to succeed. You'll benefit from a collaborative environment where marketing, product, and operations teams provide essential backing for your outreach efforts. Additionally, we offer ongoing training to keep you updated on the latest education trends and sales strategies, ensuring you’re equipped to tackle challenges and seize opportunities effectively.

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What kind of sales culture can a Senior Sales Associate expect in this role?

As a Senior Sales Associate, you will thrive in a high-energy sales culture that celebrates proactivity and results. Our environment is fast-paced and quota-driven, which aligns perfectly with your hunter mentality. We encourage collaboration, sharing best practices, and celebrating achievements together. You'll be motivated by uncapped earning potential and the satisfaction of making a tangible impact on K-12 education in Illinois.

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Common Interview Questions for Sr. Sales Associate
Can you describe your experience in K-12 sales?

Talk about your previous roles in K-12 education sales, focusing on your achievements in new business development, relationships you’ve built with school districts, and specific successes in acquiring new contracts. Share how understanding the education landscape has shaped your approach.

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What strategies do you use for prospecting and lead generation?

Discuss your effective prospecting methods, including cold calls, networking events, or social media outreach. Highlight any specific tactics that led to successful engagements, demonstrating your aggressive, proactive approach to sales.

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How do you handle objections from school district leaders?

Explain your approach to overcoming objections by actively listening to district leaders’ concerns and providing tailored solutions that address their specific challenges, as well as sharing past experiences where you successfully turned around a hesitant prospect.

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What do you know about our products and how they benefit K-12 districts?

Research the company’s products and their applications within K-12 education. Articulate how they align with current trends and challenges in the sector, demonstrating your understanding of how these solutions can improve educational outcomes.

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How do you maintain relationships with existing clients?

Talk about your approach to client relationship management, including regular check-ins, support during the onboarding process, and proactive communication to anticipate needs. Stress the importance of ongoing engagement to build trust and long-term partnerships.

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Describe a time when you closed a particularly difficult deal.

Share a specific example that illustrates your perseverance and negotiation skills. Outline the challenges faced, the strategies you employed, and the eventual success in securing the deal, emphasizing what you learned and how it can apply to future sales.

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What is your familiarity with CRM tools?

Explain your experience with CRM systems like Salesforce or HubSpot, detailing how you utilize them to track sales pipelines, manage client information, and analyze performance metrics to inform your sales strategies.

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How do current education trends affect your sales strategy?

Reflect on recent education policies, funding changes, and other trends affecting K-12 education. Explain how you adapt your approach and messaging to align with these trends and ensure relevance in your sales efforts.

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What motivates you in a sales role?

Share your intrinsic motivations, such as achieving targets, helping educators and students succeed, and the satisfaction of building long-term relationships. Highlight how these motivations drive your performance and commitment to excellence in sales.

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What are your long-term career goals as a Senior Sales Associate?

Discuss your aspirations, whether it’s advancing into higher sales leadership roles, expanding your expertise in the education sector, or focusing on market strategy. Emphasize your commitment to personal and professional growth within the organization.

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Full-time, on-site
DATE POSTED
April 4, 2025

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