Sales and Growth Manager

5 days ago


Chicago, Illinois, United States Digital Flex Education Full time

Job Title:
Sales and Growth Manager

Company:
Digital Flex Education, Inc.

Location:
Remote / Chicago, IL

Job Type:
Full-Time

Salary range:

$90,000–$140,000 OTE (On-Target Earnings, including Base Salary + Commission)

Introducing Digital Flex Education

Digital Flex Education is an innovative education technology company dedicated to transforming the landscape of K–12 learning. We partner with school districts and educators to co-develop, share, and implement High-Quality Instructional Materials (HQIM) that are dynamic, adaptive, and centered on improving student outcomes. Our innovative approach leverages the power of AI to provide real-time insights and personalized learning paths, while our teacher-driven development process ensures that our materials are practical, effective, and truly meet the needs of today's classrooms. At Digital Flex Education, we are committed to providing data-informed professional development and a flexible licensing model that makes high-quality resources accessible to all. Join our team and be a part of a collaborative effort to revolutionize education and empower both teachers and students.

The Role

As the Sales and Growth Manager, you will be a founding sales leader responsible for building and scaling the sales function from the ground up. This is a high-impact, strategic role that requires a blend of leadership, strategic planning, and hands-on sales execution within the K–12 education market. Responsible for selling digital learning tools and related services to K-12 educational institutions. This role combines traditional sales acumen with a deep understanding of district-level education strategy, enterprise education technology solutions, and technology's role in the classroom.

Key Responsibilities

Sales Strategy & Execution

  • Define Startup Sales Strategy:

Develop, implement, and continuously refine a scalable, repeatable, company wide sales strategy and process tailored to a high-growth EdTech start-up selling to K–12 school districts.
- Drive Revenue Targets:

Take ownership of the quarterly and annual sales quota for the inside sales function, ensuring consistent execution and delivery against ambitious revenue targets.
- Historical Execution:

Leverage a clear history of personally executing and closing complex sales deals within school districts to set the standard for the team.
- Market Positioning:

Work closely with the leadership team to translate our value proposition (HQIM optimization, AI-powered PD) into compelling sales narratives and materials.

Prospecting and Lead Generation

  • Identify and qualify potential clients (e.g., school administrators, district technology directors, department heads) who would benefit from the firm's EdTech solutions.
  • Conduct outbound outreach to drive meaningful discussions with decision-makers while managing inbound leads to build a robust sales pipeline.

Consultative Selling and Needs Assessment

  • Act as a consultant to understand the specific pain points and learning objectives of the educational institution.
  • Tailor the sales pitch and product recommendations to demonstrate how the platform or service can solve their challenges (e.g., improve student outcomes, increase engagement, streamline administrative tasks).

Product Demonstration and Presentation

  • Deliver compelling, customized
    p

roduct demonstrations and presentations, often virtually, showcasing the features, benefits, and educational return on investment (ROI) of the technology.
- Clearly articulate complex technical concepts in simple, education-focused language.

Relationship Management and Closing

  • Build and maintain strong, long-term relationships with key decision-makers and stakeholders throughout the often-complex institutional sales cycle.
  • Negotiate contracts, pricing, and terms to successfully close deals and meet individual or team sales quotas.

Market and Product Expertise

  • Maintain a comprehensive understanding of the EdTech platform's features, updates, and implementation requirements.
  • Stay current on industry trends, competitor offerings, and changes in education policy to position the product effectively.

Sales Administration and Collaboration

  • Utilize CRM software (like HubSpot) to meticulously track all sales activities, pipeline status, and customer interactions.
  • Collaborate with internal teams—including Product Development (to relay market feedback), Marketing (for lead quality), and Customer Success/Support (to ensure smooth post-sale implementation and adoption).

Qualifications

  • 6+ years of progressive sales experience in the EdTech or K–12 Curriculum industry
  • 4+ years of direct people management or team leadership experience, preferably in an inside sales environment
  • Proven track record of success selling technology or instructional materials directly to U.S. school districts (Superintendents, Assistant Superintendents, Curriculum Directors, etc.)
  • Demonstrated success in defining and implementing a successful sales process within a startup or high-growth environment highly preferred
  • Industry Knowledge: Direct experience selling into the K-12 market at the district level is required
  • Technical Proficiency: Familiarity with and comfort using digital tools, including CRM software (e.g., HubSpot) for pipeline management, as well as presentation and virtual meeting platforms
  • Track Record: Demonstrated history of consistently meeting or exceeding sales quotas and successfully closing complex deals with long sales cycles

Core Skills and Competencies

  • Communication & Presentation: Excellent verbal and written communication skills to articulate complex product benefits clearly and persuasively. Strong presentation skills for product demonstrations to diverse audiences (teachers, principals, superintendents, district-level tech directors).
  • Consultative Selling: The ability to practice active listening to deeply understand a client's specific educational or operational challenges before presenting a tailored solution
  • Relationship Building: Proven ability to build and maintain trust and long-term relationships with multiple stakeholders within an educational institution
  • Negotiation & Closing: Strong negotiation skills to finalize contracts and pricing, coupled with effective closing techniques to drive deals to completion
  • Self-Motivation & Drive: Must be highly self-motivated, goal-oriented, and resilient to handle the rejection inherent in sales and the long decision-making cycles in education
  • Technical Acumen: A solid understanding of the company's EdTech platform and the ability to explain how technology impacts learning outcomes and instructional environments
  • Territory & Time Management: Excellent organizational skills to manage a sales territory, prioritize leads, and track activities accurately in a CRM system

Education

  • Bachelor's degree required
  • Master's Degree in Business Administration (MBA) or equivalent preferred

What We Offer

  • A competitive compensation package with equity participation opportunities
  • Comprehensive benefits including health, dental, and vision insurance, 401K
  • Generous paid time off and flexible work arrangements
  • A unique opportunity to make a significant impact on the future of education at a national level
  • A collaborative, innovative, and mission-driven work culture

Salary Range

The salary range for this position is
$90,000–$140,000 OTE (On-Target Earnings, including Base Salary + Commission)

How to Apply

Please submit your resume and a cover letter detailing your relevant experience and why you are passionate about joining the Digital Flex Education team to

Digital Flex Education is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees and applicants for employment by providing opportunities without regard to race, color, religion, sex, national origin, age, disability or genetics. In addition to federal law requirements, Digital Flex Education complies with applicable state and local laws governing nondiscrimination in employment. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, leaves of absence, compensation and training.


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