Remote GTM Enablement Lead

Observe.AI; Oregon; Hybrid; USD 215,000 - 235,000; Full time

Benefits offered by this job

Equity

Excellent medical, dental, and vision

Unlimited PTO

401(k)

Remote-friendly

Job summary

Observe.AI is seeking a hands-on Head of GTM Enablement to design scalable training programs that empower sales and CS teams. You will translate AI and sales expertise into practical curricula, certifications, and field-ready content, while partnering with Revenue Operations to optimize tooling and processes.

The role emphasizes coaching, deal reviews, and building an enablement function as a product with measurable impact on win rates and ramp time.

Qualifications

• 8+ years in sales enablement, sales leadership, sales engineering or solutions consulting in B2B SaaS.
• 5+ years of applied instructional design experience building enablement programs.

Responsibilities

• Design scalable enablement programs for multiple roles across GTM.
• Translate sales and AI knowledge into practical curricula and labs.
• Lead role-based certifications and coaching for frontline teams.
• Partner with Revenue Operations on tooling and processes.
• Coach frontline leaders and run deal reviews with structured methodology.
• Operate enablement as a product with governance and metrics.

Skills

Sales enablement

Sales leadership

Sales engineering

Solutions consulting

Instructional design

Salesforce

Tools

Salesforce

Job description

Observe.AI is seeking a hands-on Head of GTM Enablement to design scalable training programs that empower sales and CS teams. You will translate AI and sales expertise into practical curricula, certifications, and field-ready content, while partnering with Revenue Operations to optimize tooling and processes.

The role emphasizes coaching, deal reviews, and building an enablement function as a product with measurable impact on win rates and ramp time.