Sales Enablement Specialist

HEARTLAND BUSINESS SYSTEMS LLC•Lisle, IL

About The Position

The Sales Enablement Specialist supports the execution and day-to-day operation of HBS Sales Enablement programs that help sellers ramp faster, build skills, and consistently use the processes, content, and technology needed to succeed. Working closely with the Director of Sales Enablement and partners across Sales, Marketing, Revenue Operations, Services, and Human Resources, this role coordinates onboarding and training, administers learning and enablement platforms, manages program logistics and communications, maintains field-ready content, and tracks program participation and effectiveness. Success means well-run enablement programs, an organized and relevant seller experience, strong adoption of tools and learning, and reliable data to help HBS continuously improve seller productivity.

Requirements

At least 2 years of professional experience in sales enablement, sales operations, learning and development, project coordination, or a related function; preferably supporting a B2B sales organization.
Experience coordinating training, onboarding, workshops, or multi-stakeholder programs.
Experience working with CRM, learning management, sales enablement, or similar business technology.
Experience managing multiple projects, deadlines, and stakeholder requests simultaneously.
Associate’s Degree or an equivalent combination of education and relevant experience.
Strong project-management and organizational skills, with the ability to prioritize competing needs.
Strong written, verbal, and presentation communication skills.
Comfort working with data, reporting, and spreadsheets to track program performance.
Proficiency with Microsoft 365 applications and working knowledge of CRM platforms.
Ability to learn new systems quickly and translate business requirements into practical workflows.
Outcome-focused mindset.
Strong prioritization skills.
Team-player approach.
Professional attitude and respectful demeanor.

Responsibilities

Coordinate new-hire sales onboarding from pre-start planning through completion, including schedules, communications, learning assignments, facilitator coordination, certifications, and progress tracking.
Support the development and delivery of virtual and instructor-led sales training, workshops, certifications, and ongoing learning programs.
Manage logistics for enablement events and sessions, including calendars, presenters, materials, technology, attendance, and follow-up actions.
Administer the Learning Management System and other enablement platforms, including enrollments, course assignments, content updates, user access, and reporting.
Maintain sales playbooks, training materials, job aids, templates, and other field-facing content so sellers can find current and approved resources.
Coordinate the Sales Enablement communications cadence and curate relevant, actionable content from Sales, Marketing, Services, Revenue Operations, and other stakeholders.
Support sales technology administration and adoption, including user access, license management, basic troubleshooting, training, and usage reporting.
Provide basic Salesforce and sales-tool training, including common workflows, accessing information, and using reports effectively.
Track participation, completion, certification, feedback, and adoption metrics; prepare recurring reporting highlighting program performance and opportunities for improvement.
Support competency assessments, skills-development programs, and reinforcement activities established by Sales Enablement leadership.
Build and maintain project plans, timelines, and task tracking for enablement initiatives, identifying dependencies and risks early.
Collect seller and manager feedback and recommend improvements to onboarding, training, content, communications, and technology experiences.
Partner with internal subject-matter experts and external vendors to ensure enablement deliverables are accurate, timely, and aligned to HBS priorities.
Perform other duties as assigned in support of company objectives.

Benefits

Competitive compensation package, which may include bonus, incentive, commission, fair wage, retirement plans, and 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.
Employee benefit plan including health, dental, and vision insurance, company-paid long-term disability, paid time off, and a 401(k) package.
Eligibility to earn a performance-based bonus.