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Shift5 is building a data platform for onboard operational technology (OT) that delivers cybersecurity, predictive maintenance, and compliance capabilities to defense and commercial fleets. The company is seeking a Chief of Staff to partner directly with the CEO and drive growth, revenue performance, and operating strategy.
Reporting directly to the CEO, this role sits at the intersection of executive leadership, Finance, Growth, and Revenue Operations. The Chief of Staff will translate company strategy into measurable business outcomes, bring rigor to revenue forecasting and operating performance, and ensure the CEO and executive team have the data and insights needed for informed decision-making.
Key responsibilities include:
- Serve as a strategic and financial thought partner to the CEO on company priorities, revenue growth, and operating performance
- Own and develop Shift5's Revenue Operations function, including management of the RevOps team with a direct report
- Drive rigor and visibility across pipeline, bookings, forecasting, conversion, revenue performance, and key commercial metrics
- Partner with CEO, CFO, and Growth leadership on revenue planning, annual targets, forecasts, and compensation planning
- Build and maintain dashboards and reporting on pipeline health, revenue performance, and business trends
- Analyze financial and commercial performance to identify risks, opportunities, and areas requiring executive action
- Evaluate ROI and financial impact of strategic investments, headcount, and growth initiatives
- Establish operating rhythms around company KPIs and ensure leadership accountability against business objectives
- Partner across Finance, Growth, Product, Mission Delivery, and executive leadership to improve alignment across the revenue lifecycle
- Prepare the CEO for board meetings, financial reviews, strategic planning sessions, and critical company engagements
- Translate complex financial, operational, and revenue data into clear recommendations and decision points
- Lead high-priority strategic initiatives on behalf of the CEO and ensure decisions translate into clear ownership and measurable outcomes
This is not a traditional administrative Chief of Staff role. The ideal candidate is a highly analytical business operator who can move seamlessly between financial analysis, revenue strategy, executive decision-making, and cross-functional execution.
Success metrics include becoming a trusted strategic and financial advisor to the CEO, establishing a high-performing Revenue Operations function, improving forecast accuracy and predictability, providing leadership with consistent visibility into key financial and commercial metrics, creating accountability around revenue targets and KPIs, improving cross-team alignment, identifying revenue risks and opportunities earlier, and helping Shift5 scale with greater financial discipline and operational rigor.
Note: This position requires U.S. citizenship due to federal contract requirements and access to controlled information.
