Director, Global Enablement - Field Readiness; Remote

Director, Global Enablement – Field Readiness

Octave is seeking a Director, Global Enablement – Field Readiness to join our team. The Director, Global Enablement – Field Readiness is responsible for the design, development, and execution of enablement learning programs that equip Octave's customer‑facing teams to perform. Reporting to the Executive Director of Field Readiness, this role focuses on translating business priorities, go‑to‑market initiatives, and field needs into structured, high‑impact learning experiences that drive measurable improvements in knowledge, skills, behavior, and execution across the field.

This role operates as a high‑output designer, builder, and operator across a wide range of training needs.

• Partner with field managers and leaders to identify gaps in knowledge, skills, and execution and translate it into targeted learning programs
• Prioritize and manage a high volume of incoming enablement needs, maintaining standards of quality and pace

• Support the Executive Director in executing against the global learning curriculum and calendar, taking ownership of assigned segments of the curriculum and driving them from concept through delivery, reinforcement, and measurement
• Support the development and management of field competencies
• Play a key role in the development of Octave’s onboarding/induction programs

• Own the end‑to‑end design and delivery of enablement learning programs across product, GTM, messaging and positioning, tools and processes, role‑based execution, skills trainings, business acumen, and manager coaching
• Partner with GTM, Product, PMM, Rev Ops, and other enablement teams to support launches and initiatives
• Ensure all programs are delivered with a strong focus on learner experience and real‑world applicability using a variety of approaches (live sessions, workshops, JIT learning, peer learning, reinforcement models)
• Deliver training sessions, courses, and modules with clarity, engagement, and credibility across multiple roles and regions
• Own program planning, timelines, stakeholder coordination, LMS coordination, delivery logistics, and metric tracking for all learning initiatives

• Define success metrics for each program, including adoption, knowledge retention, and behavior change
• Measure effectiveness and identify opportunities to improve program quality and impact

• Coordinate subject matter experts and stakeholders to co‑plan, build, and deliver programs efficiently
• Intake and prioritize enablement requests, translating them into structured program plans including deliverables, stakeholders, and timelines
• Develop and maintain training materials and supporting assets
• Track participation, completion, and effectiveness of all programs
• Maintain documentation and visibility across all assigned learning initiatives
• Support onboarding program execution and continuous improvement

• Proven ability to design and deliver concurrent, high‑volume, enablement learning programs that drive behavior change across multiple topics and roles at global scale
• Operates with a modern, efficiency‑first mindset, leveraging AI and emerging tools to eliminate friction, simplify workflows, and continuously increase individual and team productivity and impact
• Exceptional relationship builder with high emotional intelligence, known for earning trust quickly, operating with humility, and driving alignment across diverse stakeholders
• Proven ability to take full ownership of programs from concept through delivery, including surfacing issues early, solving problems and removing blockers with transparency across stakeholders
• Willingness to challenge unclear direction, push for clarity, and improve how work gets done rather than simply executing tasks as given
• Deep understanding of customer‑facing roles in SaaS
• 6–10 years of experience in enablement, training, or learning program management supporting go‑to‑market initiatives in a SaaS or customer‑facing environment

Octave provides mission‑critical software that empowers organizations to make…