Senior Director, Revenue Operations

Summary

Join Wrapbook as a Senior Director of Revenue Operations and lead the operational backbone of our revenue engine. Partner with GTM leaders to drive forecasting rigor, pipeline health, operational scale, and cross-functional alignment. This high-impact leadership role centers on Wrapbook’s go-to-market strategy, leading systems, processes, and people enabling GTM execution and revenue growth. You will own forecasting, pipeline analytics, GTM processes, and systems, while partnering with Sales, Marketing, Finance, and Product. Lead a RevOps team of five and act as a strategic thought partner to GTM leadership and Finance. This role requires a deep understanding of revenue operations, GTM strategy, and business operations within a high-growth technology company.

Requirements

• 10+ years in Revenue Operations, GTM Strategy, or Business Operations at a high-growth technology company (25M-100M+ in ARR)
• 5+ years of leadership experience managing RevOps or GTM strategy teams
• Experience supporting multiple GTM motions (particularly Mid-Market & Enterprise)
• Deep expertise in forecasting, pipeline management, and GTM analytics
• Mastery of Salesforce and experience implementing/supporting a modern GTM tech stack
• Deep understanding of Account-Based Marketing (ABM) strategy and operations to support targeted GTM motions across Mid-Market and Enterprise segments
• Strong business acumen, executive presence, and the ability to influence through data and insight
• Proven ability to scale processes and teams during periods of rapid growth and change

Responsibilities

• Lead GTM planning and annual target-setting, aligning team quotas, compensation and account allocations with company objectives
• Drive a “rhythm of the business” operating cadence: forecast calls, QBRs, pipeline reviews, and performance dashboards
• Deliver analytics and reporting for pipeline health, attainment, rep productivity, funnel metrics, and deal velocity
• Partner with Finance on annual planning, MBRs and board materials
• Own the end-to-end forecasting process across SMB, Mid-Market, and Enterprise segments
• Drive accountability and transparency through consistent, data-backed inspection of funnel metrics and rep performance
• Design dashboards and tools to highlight the full funnel metrics, stage slippage, and risk-adjusted coverage
• Own Wrapbook’s Salesforce environment and GTM and Client Ops tech stack, including tools like Marketo, Gong, Salesloft, CaptivateIQ, Decagon etc
• Evaluate and optimize tooling architecture to support process automation, reporting hygiene, and scalability
• Implement systems for enablement and content management to drive adoption and rep effectiveness
• Evaluate emerging AI technologies and assess their potential to solve GTM challenges, improve operational efficiency, and drive revenue growth
• Build scalable cross-functional processes and playbooks across the entire revenue engine
• Define KPIs, operational benchmarks, and adoption frameworks for sales execution and CS workflows
• Collaborate with Enablement to ensure reps are equipped with the right materials and training tied to business priorities
• Ensure our operations teams are supported within our tech stack, including case management and routing, onboarding and implementation, product feedback and customer engagement at scale
• Define and support reporting on KPIs including monitoring SLAs for case resolution, time to first response, and volume by support channel
• Drive alignment with Marketing, Product, Finance, and Customer Success to support product launches, pricing changes, and GTM campaigns
• Lead and coordinate transformation efforts and large-scale enablement rollouts across the revenue org
• Influence senior stakeholders and foster buy-in across a distributed, cross-functional team environment

Benefits

• Unlimited Paid Time Off
• Work from anywhere in Canada and USA
• Health and Dental benefits
• Up to $1,500 USD/ $2,025 CAD towards IT set up for your home
• Up to 2% matching RRSP / 401K
• Learning and Development opportunities
• Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service