Chief of Staff

About Shift5

Shift5 is building the data platform for onboard operational technology (OT). We deliver cybersecurity, predictive maintenance, and compliance capabilities that enable defense and commercial fleets to operate with greater readiness, resilience, and mission assurance.

What You'll Do

Serve as a strategic and financial thought partner to the CEO, helping drive company priorities, revenue growth, and operating performance.

• Own and develop Shift5’s Revenue Operations function, including management of the RevOps team.
• Drive rigor and visibility across pipeline, bookings, forecasting, conversion, and revenue performance, and other key commercial metrics.
• Partner closely with the CEO, CFO, and Growth leadership on revenue planning, annual targets, forecasts, and compensation planning.
• Build and maintain dashboards and reporting that provide leadership with a clear view of pipeline health, revenue performance, and business trends.
• Analyze financial and commercial performance to identify risks, opportunities, and areas requiring executive action.
• Evaluate the ROI and financial impact of strategic investments, headcount, growth initiatives, and other company priorities.
• Establish operating rhythms around company KPIs and ensure leadership has clear accountability against business and revenue 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 other 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, execution, and measurable outcomes.

What Success Looks Like

• Become a trusted strategic and financial advisor to the CEO and executive leadership team.
• Establish a high-performing Revenue Operations function with clear ownership and accountability.
• Improve the accuracy and predictability of pipeline and revenue forecasting.
• Give leadership consistent, actionable visibility into the company’s most important financial and commercial metrics.
• Create greater accountability around revenue targets, company KPIs, and strategic priorities.
• Improve alignment between Finance, Growth, and other teams involved in the revenue lifecycle.
• Identify revenue risks and opportunities earlier and translate those insights into action.
• Improve the CEO’s ability to make fast, data-driven decisions and focus his time on the company’s highest-impact priorities.
• Help Shift5 scale with greater financial discipline, revenue predictability, and operational rigor.