Head of Sales Enablement (AI)

TL;DR

Head of Sales Enablement (AI): Spearheading the creation and execution of a world-class enablement strategy to equip the sales team for complex, high-stakes AI/ML deals with an accent on process building, training programs, and revenue impact. Focus on designing long-term roadmaps, creating high-impact resources like playbooks and battle cards, and scaling the enablement function in a hyper-growth environment.

Location: Remote, but must be based in San Francisco, Chicago, Montreal, New York, Seattle, or Toronto

Company

hirify.global is an AI research and deployment company training frontier models to help developers and enterprises build systems for content generation, semantic search, RAG, and agents.

What you will do

• Design and launch the sales enablement function, including strategy, frameworks, and team structure.
• Develop a multi-year roadmap aligned with revenue and product evolution to ensure scalability.
• Create high-impact resources such as playbooks, battle cards, demo scripts, and certification programs tailored to AI/ML solutions.
• Partner with product, marketing, and sales leadership to embed enablement across the entire sales lifecycle.
• Establish KPIs and use analytics to refine initiatives and prove ROI on win rates and cycle efficiency.
• Recruit, mentor, and lead a high-performing enablement team.

Requirements

• 10+ years of experience leading sales enablement in fast-growing tech companies.
• Mastery of enterprise sales methodologies (e.g., MEDDIC, Challenger Sale) and CRM systems like Salesforce.
• Proven track record of designing long-term enablement strategies and influencing executives.
• Proficiency in data analysis and reporting to optimize enablement efforts.
• Bachelor’s degree in Business, Marketing, or a related field; MBA preferred.

Nice to have

• Experience in AI/ML or enterprise software sales.
• Certification in sales enablement or instructional design.
• Experience scaling enablement in hyper-growth environments.

Culture & Benefits

• Remote-flexible work environment with a co-working stipend and offices in major global hubs.
• Comprehensive health and dental benefits, including a dedicated mental health budget.
• 100% Parental Leave top-up for up to 6 months.
• Generous vacation policy with 6 weeks (30 working days) of annual leave.
• Personal enrichment benefits for arts, culture, fitness, well-being, and workspace improvement.
• Collaborative culture working on the cutting edge of AI research.