Chief of Staff

Our client is a technology-enabled roadside assistance, accident management, and vehicle logistics platform serving insurers, OEMs, fleets, and mobility providers across the United States. Over the past decade, the company has built the most advanced fully digital roadside logistics platform in the industry, replacing legacy call-center dispatch with real-time, AI-driven provider matching that delivers faster service, greater transparency, and a superior experience for motorists and enterprise partners alike. Recently acquired by a Chicago-based private equity firm and simultaneously combined with a strategic add-on acquisition, the company is now led by a team of former executives from a leading logistics marketplace business. With detailed action plans across go-to-market, operations, and technology already in place, the company is now in execution mode with an exciting growth mandate.

About the Role

Our client is seeking a Chief of Staff who will report to the CEO and partner closely with the executive leadership team to drive the execution of strategic initiatives across the business that directly impact revenue growth, EBITDA expansion, and enterprise value. The role serves as a central execution layer, ensuring alignment, accountability, and disciplined follow-through on the company’s highest-priority objectives. The ideal candidate is a proven chief of staffwith a strong blend of strategic thinking, operational execution, and program leadership. They bring a high level of attention to detail, sound judgment, and critical thinking. They are comfortable navigating ambiguity, managing change, and solving complex problems in a highly collaborative environment startup environment, with a consistent bias toward action and results. This will be a full-time position based in Chicago (hybrid work environment).

Responsibilities

• Serve as a direct execution partner to the CEO - own deliverables end-to-end and help team prioritize and execute value creation initiatives across the business
• Establish and manage a consistent operating cadence across the leadership team, including structured reviews of key initiatives and accountability mechanisms
• Translate the value creation plan into trackable workstreams; proactively surface risks and issues to leadership
• Step into functional gaps as needed across go-to-market, operations, logistics analytics, and/or pricing - bringing structure, momentum, and follow-through