Director of Sales Operations & Strategy

Givebacks

34d•Remote

About The Position

We are seeking a seasoned Director of Sales Operations & Strategy to serve as a high-impact, strategic leader responsible for architecting, scaling, and optimizing the systems that power our nationwide District and Regional Sales teams. Reporting directly to the CEO, this role serves as the connective tissue between executive vision and field execution—ensuring strategy translates into measurable results. This is a people-leadership role overseeing a sales team responsible for sales operations, enablement, reporting, and results. The ideal candidate is a proactive, data driven leader and high-urgency operator who thrives on bringing clarity to complexity, building scalable systems, and driving performance through insight, alignment, and expert cross-functional leadership.

Requirements

Bachelor’s degree in Business, Finance, or related field (MBA preferred).
10+ years of experience in Sales Operations, Sales Strategy, or Revenue Leadership.
Experience leading small to mid-sized teams, including hiring, coaching, and performance management.
Experience building teams from the ground up and implementing new sales methodologies effectively.
Proven success supporting or leading distributed sales teams at scale.
Advanced proficiency in HubSpot or Salesforce, forecasting tools, and business intelligence platforms.
Prior experience in Payments or SaaS within early or growth-stage companies.
Demonstrated success in GTM expansion, sales process optimization, and revenue reporting.

Responsibilities

Partner with the CEO to design, refine, and operationalize the long-term sales strategy and national growth roadmap.
Build scalable systems and processes for planning, forecasting, headcount modeling, and performance management.
Lead annual and quarterly sales planning cycles, including territory design, quota distribution, comp plan alignment, and objective setting.
Proactively identify performance gaps and lead cross-functional corrective strategies with urgency, clarity, and accountability.
Architect and oversee all sales reporting infrastructure, dashboards, and KPIs to ensure real-time visibility into performance, pipeline health, and forecast accuracy.
Own CRM governance and process integrity, ensuring clean data, standardized workflows, and strong adoption across teams.
Deliver concise, data-rich reporting to executive leadership and the Board, translating field execution into actionable insights.
Build and maintain the operational systems, analytics frameworks, and forecasting models that scale with company growth.
Partner with Legal and Finance to streamline contract workflows, enforce pricing policies, and maintain compliance across the sales cycle.
Lead the development of enablement programs, training curriculum, certification paths, and sales playbooks that elevate performance across all field teams.
Ensure district and regional teams are aligned with national priorities through consistent communication, coaching structures, and performance accountability systems.
Drive company-wide adoption of new tools, processes, and sales initiatives through structured rollout plans and change management best practices.
Lead, coach, and develop a team across sales operations, enablement, and reporting functions.
Set clear goals, establish scalable processes, and cultivate a culture of high performance, service orientation, and continuous improvement.
Develop career pathways, hiring plans, and capabilities that allow the team to expand as the organization grows.
Act as the strategic conduit between Sales, Marketing, Finance, Legal, and the executive team.
Ensure sales strategy is tightly integrated with marketing campaigns, revenue targets, product priorities, and financial planning.
Synthesize insights across the business and present cohesive, data-backed recommendations to executive leadership.