Sales Enablement Leader: Strategy, Onboarding & Playbooks

HEARTLAND BUSINESS SYSTEMS LLC; Lisle (IL); On-site; USD 180,000 - 220,000; Full time

Benefits offered by this job

Competitive compensation package

Growth opportunities

Work-life balance

Employee recognition

Job summary

Heartland Business Systems seeks a Director of Sales Enablement to lead strategy, onboarding and ongoing learning for the sales organization. You will partner with Sales, Marketing and Revenue Operations to translate priorities into practical seller capabilities, repeatable motions and measurable outcomes.

The role oversees a comprehensive enablement roadmap, frontline manager programs and adoption of sales technology to improve productivity, time-to-productivity and forecast discipline.

Qualifications

• 8 years of experience across sales enablement, sales leadership, operations or related B2B functions.
• Experience building and scaling enablement programs for complex B2B sales organizations.
• Experience defining enablement metrics and using performance data to drive decisions.
• Proficiency with Salesforce, Microsoft 365 and enablement/learning platforms.

Responsibilities

• Build and own a 12-18 month Sales Enablement strategy and roadmap.
• Partner with Sales leadership and Revenue Operations to identify productivity gaps and define success metrics.
• Design onboarding and ramp programs with milestones and measures of productivity.
• Own ongoing learning curriculum for sellers and sales leaders, including methodology and playbooks.
• Develop and maintain role-based sales playbooks, messaging and tools in partnership with Marketing and Services.
• Create a frontline manager enablement program to coach consistently.
• Lead enablement for growth initiatives like services and cross-sell motions.
• Establish a sales competency framework and assessment approach.
• Partner with Revenue Operations to reinforce Salesforce adoption and data quality.
• Evaluate and optimize enablement tech ecosystem and drive adoption.

Skills

Sales enablement

Sales leadership

CRM adoption

Analytics

Executive communication

Program design

Coaching

Learning platforms

Education

Bachelor's degree in Business/Marketing/Communications/Education or related field

Tools

Salesforce

Microsoft 365

Job description

Heartland Business Systems seeks a Director of Sales Enablement to lead strategy, onboarding and ongoing learning for the sales organization. You will partner with Sales, Marketing and Revenue Operations to translate priorities into practical seller capabilities, repeatable motions and measurable outcomes.

The role oversees a comprehensive enablement roadmap, frontline manager programs and adoption of sales technology to improve productivity, time-to-productivity and forecast discipline.