Director of Sales Enablement

This is a fully remote position, open to applicants in Illinois.

📋 Description

• Develop and oversee a 12-18 month Sales Enablement strategy and roadmap that aligns with HBS revenue, gross profit, services growth, and go-to-market objectives.

• Collaborate with Sales leadership and Revenue Operations to pinpoint productivity gaps, set enablement priorities, and establish measurable success metrics.

• Design and continually enhance onboarding and ramp-up programs for new sales team members.

• Manage an ongoing learning curriculum for sales representatives and sales leaders.

• Create and maintain role-specific sales playbooks, sales strategies, messaging, tools, and field-ready content.

• Develop a frontline manager enablement program to ensure consistent coaching and opportunity evaluation.

• Lead enablement initiatives for strategic HBS growth projects, including services, recurring revenue, and cross-selling/attaching strategies.

• Establish a sales competency framework and assessment methodology.

• Partner with Revenue Operations to promote Salesforce adoption, pipeline and forecasting discipline, data quality, and effective use of sales technology.

• Assess and enhance the sales enablement technology ecosystem.

• Create a structured rhythm for sales communications.

• Evaluate enablement effectiveness through onboarding, ramp-up, certification, tool adoption, pipeline conversion, sales cycle, win rate, and productivity metrics.

• Collect structured feedback and performance data to refine programs and content.

• Lead and mentor Sales Enablement team members while managing external training partners and vendors.

• Perform additional duties as assigned to support the company's objectives.

⛳️ Requirements

• 8 years of experience in sales enablement, sales leadership, sales operations, learning and development, or related B2B sales roles.

• Proven experience in building and scaling sales enablement programs for a complex B2B sales organization.

• Experience in creating onboarding, continuous learning, sales methodologies, playbooks, and manager coaching programs.

• Proven ability to define enablement metrics and utilize performance data to identify needs and demonstrate business impact.

• Experience in promoting the adoption of CRM, sales enablement, learning, or sales productivity technologies.

• Direct partnership experience with senior sales leaders and cross-functional executives.

• Bachelor's Degree in Business, Marketing, Communications, Education, or a related field, or an equivalent combination of education and experience.

• Strong understanding of B2B sales processes, pipeline management, opportunity management, and seller productivity.

• Ability to design and facilitate effective virtual and instructor-led learning sessions for sales representatives and leaders.

• Strong analytical skills with the ability to translate data into actionable enablement priorities.

• Proficient in Salesforce, Microsoft 365, and sales enablement or learning platforms.

• Exceptional executive communication, presentation, writing, and stakeholder management skills.

• Maintain a results-oriented mindset.

• Possess strong prioritization skills.

• Always exhibit teamwork and collaboration.

• Maintain a professional attitude and respectful demeanor.

🏝️ Benefits

• Competitive Compensation Package.

• Bonus eligibility.

• Incentive and commission opportunities.

• Retirement plans.

• Benefits with HSA Compatible Plans.

• Growth Opportunities.

• Community Involvement.

• Personal Development.

• Employee and Family Celebrations.

• Green Initiatives.

• Personal Time Off.

• Work-Life Balance.

• Recognition and Awards.

• Health insurance.

• Dental insurance.

• Vision insurance.

• Company-paid long-term disability.

• Paid time off.

• 401k package.