Sales Enablement Manager

Sales Enablement Manager

Location Requirements: Hybrid to Wayne or Naperville. Remote candidates will be considered.

Your role on the team:

Reporting to the VP of Learning and Development, the Sales Enablement Manager is responsible for empowering our sales team with the tools, training, content, and support they need to effectively engage school districts and education leaders. This role collaborates closely with leaders in sales, marketing, product, and customer success to create a consistent and high-performing sales motion. You will play a strategic role in improving sales productivity and accelerating revenue growth by ensuring our team is equipped to deliver value at every stage of the buyer journey.

The Sales Enablement Manager will be a core member of the Learning and Development team and work closely with Sales Leadership. This role will drive sales performance and productivity through world-class onboarding, training, and enablement initiatives. This role plays a critical part in accelerating ramp time for new hires, supporting ongoing skill development, and aligning sales teams with business goals and strategies. They will consistently and effectively collaborate with sales leadership and product marketing to continue to refine and execute onboarding and enablement strategies and programs.

You can expect to:

Sales Training & Onboarding:

• Develop and execute enablement strategies and initiatives that are aligned to company OKRs.
• Develop and manage onboarding programs for new sales hires (e.g., Inside Sales Reps, Sales Development Reps, and Solution Executives), ensuring rapid ramp-up and comprehension of product offerings.
• Create ongoing training modules, including playbooks, pitch practice, objection handling guides, and certification programs.
• Deliver workshops and coaching sessions focused on complex, value-based, consultative selling in the K–12 space.

Content & Resource Management:

• Partner with stakeholders to curate, create, and maintain a scalable library of high-impact sales enablement content (e.g., playbooks, talk tracks, onboarding guides).
• Collaborate with Marketing and Product to create and update sales assets aligned to current messaging, competitive positioning, and product launches.
• Ensure resources are easily accessible and up to date in enablement platform (eg. SalesHood, Salesloft, Consensus) and CRM tools (ex. Salesforce). Leverage these platforms to deliver learning experiences, track engagement, and measure program effectiveness.

Sales Process Optimization:

• Analyze sales processes and recommend improvements that drive efficiency and conversion.
• Support Salesforce hygiene and workflow optimizations to ensure consistent sales pipeline tracking.
• Develop tools and templates to streamline prospecting, presentations, and proposals.

Performance Insights & Feedback Loops:

• Monitor and analyze KPIs such as time-to-ramp, quota attainment, win/loss rates, and content usage to drive continuous improvement in training content and delivery.
• Gather feedback from sales teams to refine enablement strategies and surface gaps in knowledge or tooling.
• Partner with Sales Ops to implement metrics dashboards and data on enablement effectiveness.

What you bring to the role:

• Ability to communicate effectively with all levels within an organization.
• Excellent facilitation, presentation, and communication skills.
• Data-driven mindset with experience analyzing sales metrics and training KPIs.
• Highly organized, proactive, and capable of managing multiple priorities in a fast-paced environment.
• Exceptional organizational and analytic skills in an entrepreneurial fast-paced environment, using a variety of tools and systems, including CRM (Salesforce).

Qualifications

• 10+ years of experience in sales enablement, training, or a sales role with enablement responsibilities ideally within SaaS or EdTech.
• Deep understanding of K–12 education ecosystem (district buying cycles, roles like Superintendents, CTOs, Curriculum Directors).
• Proven track record of designing and executing onboarding programs for B2B sales teams with measurable, reliable results.
• Hands-on experience with enablement and learning tools (e.g., LMS, CMS, video coaching platforms, like SalesHood).
• Bachelor’s degree in Business, Marketing, Education, or a related field (preferred).
• Strong understanding of sales methodologies (e.g., SPICED, MEDDIC, Challenger, SPIN, Sandler)
• Certifications in sales methodologies or training programs.

Who we are

Frontline Education is a pioneer of school administration software purpose-built for K-12 districts. We provide innovative, connected solutions for student and special programs, business operations, and human capital management with powerful data and analytics to empower educators and administrators. We earn the trust of K-12 leaders across the U.S. by serving as a consistently high-performing, forthright partner of school districts through every dimension of the company.

We're a group of unique and talented individuals that love what we do. We've been lucky enough to land jobs with a rapidly growing tech company that supports an appreciative and friendly customer base. We work hard to make our customers happy, but we like to have a good time in the process. We are a company that strives to think in terms of “we” instead of “me.” We believe in the philosophy of servant leadership and that it’s all about putting others first. We also value the balance between family and work.

Frontline embraces diversity, equity, and inclusivity. We are intentionally building a workplace that respects, supports, and values the identities of all our employees. We believe this to be foundational in developing a strong community in our company. Frontline Education is an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

The perks of being a Frontliner

Frontline offers a competitive compensation package including a base salary, rewarding bonus structure, 401k match, ESPP, and personalized PTO! Our company growth has created a promising environment for career advancement and rewarding challenges. We offer a tuition reimbursement program for eligible college credit coursework available to employees depending on their status and length of employment.

The salary range for this role is $135,000 - $150,000 per year, based on experience, skills, and internal equity. In addition to base salary, this role includes a bonus, personalized PTO, and comprehensive benefits, including health insurance, 401k, and much more!

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