Account Executive in Chicago

PRACTICE
Chicago, IL

Leverage Your Education Leadership Experience in Sales

Are you a seasoned education leader, former principal, assistant principal, or superintendent seeking a new challenge? Do you possess a deep understanding of the K-12 landscape and a passion for student success? We invite you to apply your expertise in a dynamic sales role.

We are hiring Account Executives in the Chicago area and other key markets. This is a remote role!

Opportunity
As an Account Executive on our growing sales team, you will drive new school accounts and build a book of business with a high annual renewal rate of our outstanding educational programs. Prospect primarily through a proactive outreach to our large database of schools. Qualify prospects, build strategic relationships, close new accounts, and manage the full sales process. Call on decision makers (Principals, Teachers, and Administrators) in K-12 public and chartered schools to identify new business opportunities.

Through robust programming and innovative software solutions, PRACTICE provides schools with the tools they need to close learning gaps, enhance instruction, and elevate student performance. As a new member of our sales team, enjoy being supported with a defined onboarding and training program. Reporting to the Sales Manager, you will join a high-energy, fast paced, and growth focused team designed for everyone to win!

Key Accountabilities

  • Meet and exceed monthly, quarterly, and yearly sales quotas, including KPI measures.
  • Develop and close new accounts through disciplined prospecting and relationship building.
  • Utilize effective sales strategies (phone, email, social media, and visits) to cultivate sales.
  • Prepare and present proposals and recommend programs based on customer needs.
  • Tap into our Salesforce CRM to track your sales prospects and closed accounts.
  • Become an expert in our educational program offerings and value proposition.
  • Attend school district meetings and conferences on an as needed basis.

Success Factors

  • Previous experience in the sales and education industry, selling to public, private or charter schools.
  • Prior experience with contract negotiations.
  • Hunter mentality with a proven track record of daily prospecting to achieve sales quotas.
  • Productive energy and discipline to effectively manage your time and territory to achieve sales results.
  • Excels in building strong customer relationships through excellent communication and listening skills.
  • Passionate sales individuals who would love making a difference in children’s lives.
  • Comfortable with remote communication, collaboration, and training.
  • Results-oriented, ambitious, goal-oriented and accountable.

COMPENSATION & BENEFITS:

Base Salary $70K plus commission, with first year on-target earnings (OTE) expected to be $110K - $150K+. PRACTICE will reward your sales talents with a compensation plan that includes a base salary, a lucrative commission structure, plus accelerated bonus opportunities. Income growth continues to grow each year, upward to 300k+. Enjoy a generous benefits package that includes medical, dental, vision, 401(k) match, paid holidays and PTO which includes one free “no questions asked” day per month. Mileage and other travel expenses are reimbursed. Work remotely from your home office.

About Us

PRACTICE partners with Title I K-12 schools to close learning gaps, boost math and reading proficiency, and increase graduation rates. Since 2010, we've empowered over 200,000 low-income students through evidence-based tutoring, program support, and user-friendly gradebook software. PRACTICE enriches urban education by tailoring solutions to meet each school’s needs, supporting both students and teachers through in-person, private and on-demand programs. We’re more than just educators; we’re dedicated champions for every child's success. Our tutors understand what students are going through and are passionate about helping them grow. Our mission is simple: Give every student a fair shot at success by providing the academic and emotional support they deserve!

Posted 2026-04-24

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