Director of Sales Enablement

The Director of Sales Enablement is responsible for building and leading Pomeroy’s sales enablement function to improve seller productivity, pipeline generation, sales execution, and overall go-to-market effectiveness.

This leader will partner closely with Sales Leadership, Marketing, Solutions, and Services to create a scalable enablement engine that supports Pomeroy’s evolving portfolio across Product, Professional Services, Managed Services, ACS, and Smart Desk.

This is a build role—creating structure, consistency, and accountability across onboarding, training, sales process adoption, messaging, tools, and ongoing seller development.

• Build and lead the company’s sales enablement strategy across:
• Onboarding
• Continuous learning
• Sales methodology
• Product and services enablement
• GTM readiness
• Establish a scalable enablement framework aligned to Pomeroy’s growth strategy and portfolio expansion goals
• Improve seller effectiveness across prospecting, pipeline generation, account management, and deal progression

• Design and operationalize a structured onboarding program for:
• New sellers
• Sales leaders
• Overlay and specialist roles
• Reduce ramp time and improve early productivity for new hires
• Develop role-based training paths tied to sales motions and customer segments

• Partner with Product, Services, and Solutions teams to enable the field on:
• Managed Services
• ACS
• Smart Desk
• Professional Services
• Core technology solutions
• Help shift the organization from transactional selling toward strategic, services-led engagements
• Build enablement content focused on business outcomes, customer value, and competitive differentiation

• Drive adoption of consistent sales methodology, qualification standards, and pipeline discipline
• Support forecast rigor and opportunity management best practices
• Reinforce strategic account planning and customer engagement models across the sales organization

• Build and maintain centralized enablement assets including:
• Playbooks
• Battlecards
• Discovery frameworks
• Talk tracks
• Proposal support content
• Improve utilization and effectiveness of sales tools and platforms
• Ensure sellers can easily access and leverage enablement resources

• Partner closely with:
• Sales Leadership
• Marketing
• Services
• Solutions
• Operations
• Align enablement priorities to business goals, pipeline gaps, and portfolio focus areas
• Support GTM launches, strategic initiatives, and sales kickoff programs

• Faster ramp time for new sellers and leaders
• Improved pipeline generation and qualification discipline
• Increased adoption of strategic services offerings across the sales organization
• Consistent sales methodology and account management practices
• Better forecast accuracy and deal progression
• Higher seller productivity and win rates

• Bachelor's degree required.
• 5-10+ years of proven experience Sales Enablement, Sales Training, or GTM Enablement leadership roles.
• Background supporting IT services and solutions sales organizations preferred.
• Experience enabling:
• Enterprise sales teams
• Account management teams
• Services-led sales motions
• Strong understanding of sales methodologies, pipeline management, and strategic selling

• Builder mindset with ability to create structure in evolving environments
• Strong communicator and facilitator capable of influencing senior sales leaders
• Operationally disciplined with focus on measurable business outcomes
• Collaborative partner across Sales, Marketing, Services, and Product organizations

• Ability to build enablement programs from the ground up
• Strong executive presence and credibility with sales leadership
• Experience driving adoption and behavioral change within sales organizations
• Passion for improving seller effectiveness and execution discipline

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