Sales Enablement & Content Specialist

What You’ll Do

• Enablement & Methodology Champion the Challenger Sales methodology across the GTM organization, ensuring reps understand and apply Teaching, Tailoring, and Taking Control in their sales conversations
• Create enablement programs for new hires and ongoing skill development, with a focus on practical application of Challenger principles
• Create interactive learning experiences using modern enablement platforms (Spekit, Highspot, Guru, etc.) that provide just-in-time guidance
• Develop role-play scenarios, objection handling frameworks, and discovery question libraries aligned to Challenger techniques
• Partner with sales leadership to identify skill gaps and design targeted coaching programs
• Maintain and update our sales playbook to reflect best practices, winning behaviors, and evolved methodologies

Content Creation & Management

• Build and curate a centralized content library including battle cards, one-pagers, pitch decks, case studies, competitive intel, and ROI calculators
• Collaborate with Marketing to translate marketing content into sales-ready assets that move deals forward
• Create process documentation, SOPs, and how-to guides that make complex workflows simple
• Develop templates and frameworks that help reps execute consistently (email sequences, discovery guides, qualification frameworks, mutual action plans)
• Produce internal enablement content including training videos, knowledge base articles, and quick reference guides
• Use AI tools (ChatGPT, Jasper, Notion AI, etc.) to accelerate content creation while maintaining quality and brand voice
• Ensure all content is accessible, searchable, and integrated into tools reps use daily (Hubspot, enablement platform, Slack)

Process Documentation & Optimization

• Document sales and customer success processes end-to-end, identifying opportunities for improvement
• Create visual process maps and workflows that clarify handoffs, responsibilities, and success criteria
• Work with Revenue Operations to standardize deal progression, stage definitions, and exit criteria
• Build and maintain a knowledge repository that serves as the single source of truth for GTM processes
• Identify process bottlenecks and work cross-functionally to implement solutions

Analytics & Reporting

• Partner with the Revenue Operations Specialist to measure enablement effectiveness and methodology adherence
• Track content utilization, engagement metrics, and correlation to deal outcomes
• Monitor sales activity data to identify where reps are following (or deviating from) documented processes
• Create dashboards and reports that show enablement ROI and highlight areas needing attention
• Use data to continuously refine enablement programs and content strategy
• Present insights and recommendations to leadership on GTM effectiveness