Director of Sales Enablement

🔥 1 hour ago

🌽 Illinois – Remote

🌽 Illinois – Remote

💵 $200k / year

⏰ Full Time

🔴 Lead

📊 Sales Operations

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Heartland Business Systems

WebsiteLinkedInAll Job Openings

501 - 1000 employees

💼 Consulting

🏥 Healthcare

📚 Education

Consulting • Healthcare • Education

Heartland Business Systems is a nationally recognized partner providing comprehensive IT and cybersecurity solutions to businesses. The company aligns technology with strategic goals to drive growth, enhance innovation, and strengthen data security. Offering a wide range of services such as cloud solutions, data center management, managed IT services, AI and analytics, application development, and cybersecurity risk assessments, HBS helps organizations realize their full potential through modern technology solutions. They are committed to streamlining operations, facilitating communication and collaboration, and safeguarding data, property, and people through customized solutions that fit client needs.

📋 Description

• Build and own a 12-18 month Sales Enablement strategy and roadmap aligned to HBS revenue, gross profit, services growth and go-to-market priorities • Partner with Sales leadership and Revenue Operations to identify productivity gaps, establish enablement priorities and define measurable success metrics • Design and continuously improve onboarding and ramp programs for new sales team members • Own ongoing learning curriculum for sellers and sales leaders • Develop and maintain role-based sales playbooks, sales plays, messaging, tools and field-ready content • Create a frontline manager enablement program for consistent coaching and opportunity inspection • Lead enablement for strategic HBS growth initiatives, including services, recurring revenue and cross-sell/attach motions • Establish a sales competency framework and assessment approach • Partner with Revenue Operations to reinforce Salesforce adoption, pipeline and forecast discipline, data quality and sales technology use • Evaluate and optimize the sales enablement technology ecosystem • Create a disciplined cadence for sales communications • Measure enablement effectiveness through onboarding, ramp, certification, tool adoption, pipeline conversion, sales cycle, win rate and productivity indicators • Gather structured feedback and performance data to improve programs and content • Lead and develop Sales Enablement team members and manage external training partners and vendors • Perform other duties as assigned in support of company objectives

🎯 Requirements

• 8 years of experience across sales enablement, sales leadership, sales operations, learning and development or related B2B sales functions • Demonstrated experience building and scaling sales enablement programs for a complex B2B sales organization • Experience creating onboarding, continuous learning, sales methodology, playbook and manager coaching programs • Experience defining enablement metrics and using performance data to identify needs and demonstrate business impact • Experience driving adoption of CRM, sales enablement, learning or sales productivity technology • Experience partnering directly with senior sales leaders and cross-functional executives • Bachelor's Degree in Business, Marketing, Communications, Education or a related field, or equivalent combination of education and experience • Strong understanding of B2B sales process, pipeline management, opportunity management and seller productivity • Ability to design and facilitate effective virtual and instructor-led learning for sellers and sales leaders • Strong analytical skills and ability to translate data into actionable enablement priorities • Proficiency with Salesforce, Microsoft 365 and sales enablement or learning platforms • Excellent executive communication, presentation, writing and stakeholder-management skills • Maintain an outcome focused mindset • Have strong prioritization skills • Always be a team player • Carry 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