VP Revenue Enablement & Operations

OneSource Virtual (OSV) has worked exclusively with Workday customers since 2008 to deliver compliant, in-tenant technology and expert services to automate the administrative, transactional tasks of payroll, taxes, earned wage access, accounts payable, and benefits. With over 1,500 customers, 92% retention, and $225+ billion in treasury movement annually, OSV helps organizations maximize their Workday investment and operate it with confidence. Payroll, benefits, and finance solutions — all in one place. 

Position Summary:

The Vice President of Revenue Enablement & Operations is a key architect of OSV’s revenue‑acceleration engine; turning strategy into execution and execution into growth.

Reporting to the Chief Sales Officer, this leader unites Sales, Marketing, Customer Success, and Partner teams with the systems, insights, and enablement that unlock peak performance across every stage of the customer journey.

Enablement and operations are not support functions; they are strategic growth levers:

• Companies with formal enablement programs achieve 49% higher win rates and see up to 84% of their sellers hitting or exceeding quota.
• Organizations that align all GTM functions through revenue enablement and operations practices grow 19% faster and are 15 % more profitable.
• Robust partner-enablement programs can double partner-sourced pipeline.

The right leader will transform these advantages into a force multiplier for OSV; accelerating pipeline, boosting conversion, and expanding customer lifetime value.

This role calls for a confident, data‑driven leader who builds scalable systems, galvanizes cross‑functional teams, and delivers end‑to‑end revenue impact, from first touch to expansion.

Core Responsibilities:

Strategic Revenue Leadership

• Translate corporate growth targets into a pragmatic, scalable GTM operating plan.
• Optimize coverage models, pipeline velocity, and conversion rates to exceed revenue targets.
• Serve as a strategic advisor to GTM executives, turning data-driven insights into actions that move key revenue levers.
• Prepare and monitor presentations for Board of Directors

High-Impact Revenue Enablement

• Build a world-class enablement engine that drives quota attainment and sales velocity.
• Own onboarding, certification, and continuous development for all GTM roles, so each customer touchpoint is met with confidence, credibility, and a competitive edge.
• Align enablement efforts to product launches and priority growth plays, tying initiatives directly to revenue lift.

Predictable Revenue Operations & Insights

• Own forecasting, pipeline health, and funnel conversion metrics, enabling data-backed decision-making across the GTM org.
• Establish leading indicators, performance dashboards, and automated insights that proactively drive revenue outcomes.
• Champion a data-first culture where insights fuel execution and accountability.

Business Systems & Tech Stack Optimization

• Own the vision, investment, and performance of the complete revenue technology ecosystem.
• Eliminate friction with automation, clean data, and streamlined workflows, maximizing seller productivity and minimizing manual effort.

Pipeline Generation & Business Development

• Lead and scale the BDR function to deliver a steady stream of qualified, sales-ready pipeline.
• Partner with Marketing and Alliances to operationalize ABM and partner-sourced strategies.
• Track pipeline coverage, stage conversion, and campaign ROI to refine our demand engine for continuous lift.

Cross-functional Revenue Alignment

• Synchronize Sales, Marketing, Product, Customer Success, and Finance around shared goals and unified GTM motions.
• Resolve bottlenecks, improve handoffs, and accelerate deal velocity across the buyer journey.
• Serve as the force-multiplier that drives collaboration and cohesion across the revenue engine.

Leadership & Culture Building

• Hire, develop, and retain high-performing teams across Enablement, Ops, and BDR functions.
• Foster a culture of ownership, urgency, and outcomes, with a bias for clarity and execution.
• Lead strategic change initiatives that modernize GTM execution and scale revenue impact.

Competencies:

• Strategic Vision & Execution: Balances a long‑term view with near‑term action, turning vision into prioritized roadmaps, clear success metrics, and tangible outcomes.
• Revenue Accountability: Relentlessly focused on delivering revenue outcomes across every GTM touchpoint (pipeline, velocity, win rate, bookings, retention).
• Data Confidence: Fluent in the metrics that matter; interrogates data to diagnose issues, shape strategy, and prove impact, raising the analytical bar for the organization.
• Operational Rigor & Scale: Designs repeatable systems and processes that scale without sacrificing agility.
• Problem Solving & Adaptability: Thrives amid complexity and change, pivoting decisively as markets, technology, or priorities evolve.
• Cross‑Functional & Influential Leadership: Earns trust and alignment across diverse stakeholders, resolving friction and orchestrating a unified, high‑velocity revenue engine.
• Transparency, Communication & Trust: Operates with openness, candor, and consistency; creating visibility into strategy, performance, and decisions that build trust across the organization.
• Enablement Excellence: Equips revenue teams with the skills, tools, and insights to win, linking learning directly to performance and confident customer engagement.
• People Development & Talent Leadership: Hires, coaches, and retains high‑performing, mission‑aligned teams, fostering a culture of ownership, urgency, and outcome‑orientation.

Supervisory Responsibility:

The VP provides senior‑level leadership of Revenue Operations, Sales Enablement, and Business Development. Overseeing functional directors and managers, this role sets strategy, prioritizes resources, hires and develops leadership talent, and instills disciplined performance management. This leader will cultivate high‑performing, scalable teams that execute flawlessly across every go‑to‑market motion.
 

Qualifications and Experience

• 10+ years of progressive leadership in Revenue Operations, Sales Enablement, or GTM roles, preferably within enterprise SaaS or BPaaS organizations.
• Documented success boosting sales productivity, pipeline coverage, and conversion rates.
• Data‑driven expert at turning analytics into decisions, action, and revenue lift.
• Deep fluency with CRM and GTM platforms (Salesforce, HubSpot, Seismic, etc.).
• Influential leader who drives alignment in matrixed organizations and earns executive trust.
• Committed people leader who attracts, develops, and retains top performers.
• Strong program management, change leadership, and analytical capabilities; comfortable taking large, cross-functional initiatives from concept to impact.
• Clear, compelling communicator who brings energy, insight, and alignment to the executive table.

You are encouraged to learn and share ideas when you join the OneSource Virtual team. We reward innovative thinking, fresh perspectives, creative collaboration, and hard work. As an organization experiencing routine strategic growth, we are always on the lookout for intelligent, talented, and forward-thinking professionals to join our team. OSV employees enjoy a values-based culture, upward mobility, and professional development with opportunities of all kinds.