Skai
Director, Revenue Enablement
The Director, Revenue Enablement, will be a strategic partner to senior leadership, driving measurable impact across our go-to-market teams. This leader will architect and scale a best-in-class enablement function that unifies data, process, and change management to accelerate revenue growth. The ideal candidate is an operator at heart—analytical, data-driven, and skilled at leading cross-functional transformation that empowers sales and customer success teams to perform at their peak.
This role reports to the VP of Product Marketing & Enablement. Role location: Chicago or NYC
Responsibilities
Enablement Strategy: Partner with leadership to define and execute a roadmap aligned with company growth objectives.
Data-Driven Change: Use analytics to identify gaps, influence behaviors, and measure ROI of enablement initiatives.
Operational Excellence: Build scalable processes, playbooks, and learning programs that ensure teams have the right tools, content, and messaging.
Change Management: Lead adoption of new technologies, processes, and go-to-market strategies, embedding reinforcement mechanisms for long-term success.
Cross-Functional Collaboration: Align with Sales, CS, Product Marketing, and Operations to support product launches, market shifts, and evolving customer needs.
Learning & Development: Design and deliver onboarding, certification, ongoing training, and annual revenue events across all levels.
Performance Measurement: Establish KPIs and dashboards to connect enablement programs to business outcomes and communicate results to executives.
Content & Playbooks: Oversee creation of sales playbooks, messaging, and supporting materials for consistency and pipeline impact.
Team Leadership: Mentor and grow a high-performing Revenue Enablement team, fostering accountability and continuous improvement.
Qualifications
5+ years of experience in revenue enablement, sales operations, sales, or related fields, with at least 3 years in a leadership capacity.
Proven track record of driving measurable impact on revenue through enablement strategy, process design, and change management.
Deep expertise in data analysis, performance measurement, and using insights to drive organizational change.
Experience in adtech, martech, SaaS, or retail media preferred.
Skilled in change management, with an understanding of how to shift behaviors.
Strong executive presence; comfortable presenting to senior leadership and influencing across all levels of the organization.
Demonstrated success building scalable onboarding, training, and certification programs in a high-growth environment.
Exceptional organizational skills, with the ability to prioritize, simplify complexity, and lead multiple initiatives simultaneously.
Collaborative leader with a knack for empowering customer-facing teams to succeed.
The salary range for this position is $120,000-130,000. The actual salary amount will vary depending on the applicant's experience, skills, and abilities as well as internal equity and market data.
Equal Opportunity Employer
Skai is an Equal Opportunity Employer. At Skai, we believe ensuring a diverse, equitable, and inclusive workplace is not just an ideal to strive for; it is right, necessary, and our responsibility as humans. We strongly encourage and seek applications from women, people of color, and bilingual and bicultural individuals, as well as members of the lesbian, gay, bisexual, and transgender communities.
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