Lead Executive Assistant to the CEO

OpenGov is the leader in AI and ERP solutions for local and state governments in the U.S. More than 2,000 cities, counties, state agencies, school districts, and special districts rely on the OpenGov Public Service Platform to operate efficiently, adapt to change, and strengthen the public trust. Category-leading products include enterprise asset management, procurement and contract management, accounting and budgeting, billing and revenue management, permitting and licensing, and transparency and open data. These solutions come together in the OpenGov ERP, allowing public sector organizations to focus on priorities and deliver maximum ROI with every dollar and decision in sync. Learn about OpenGov’s mission to power more effective and accountable government and the vision of high-performance government for every community at OpenGov.com http://OpenGov.com. JOB SUMMARY We are seeking a dynamic and highly trusted Lead Executive Assistant to provide high-level, strategic support to our CEO. This role is mission-critical to the rhythm and effectiveness of our executive team and demands exceptional judgment, foresight, grit, and strong business acumen. As the right hand to the CEO, you will act as an extension of the executive’s leadership style, communication, and priorities. You will manage complex calendaring and travel, drive cross-functional coordination, drive planning of leadership offsites and team events, and lead key administrative and operational processes. You will work in close partnership with the Chief of Staff to the CEO, aligning on priorities, communications, decision making, and planning to maximize executive effectiveness. Moreover, you will be a key contributor toward coordinating with cross-functional executive assistants and Executive Leadership. This is a unique opportunity to play a vital role at the heart of a fast-paced, high-growth SaaS company, supporting a leader who values clarity, trust, discretion, and excellence. KEY RESPONSIBILITIES Executive Partnership - Manage and optimize the CEO’s complex calendar, aligning time and focus with critical business priorities. Proactively identify and resolve scheduling conflicts, exercising sound judgment and providing recommendations to ensure seamless daily execution. - Own and optimize all travel logistics, including visas, agendas, and itineraries, for both domestic and international travel. - Prepare, synthesize, and review executive-level materials, including board documents, strategic briefings, and confidential communications. - Track and follow up on action items across internal and external stakeholders. - Represent the executive office with clarity, poise, and credibility across internal and external stakeholders. Project Leadership & Cross-Functional Execution - Partner with the Chief of Staff to drive executive cadence, operational planning, prepare for key meetings, and ensure alignment across functions. - Drive and manage cross-functional coordination among executive assistants, Chiefs of Staff, and department leaders to ensure smooth operating rhythms, aligned decision-making, and effective facilitation of leadership team cadences, quarterly planning cycles, and executive offsites. - Surface and resolve operational gaps through collaboration, influence, and creative problem-solving. - Act as a perceptive advisor by monitoring organizational dynamics and surfacing insights to keep the CEO informed and aligned. Executive Operations & Systems Management - Lead and continuously improve administrative processes, including calendar strategy, travel logistics, expense management, contract workflows, and signature tracking. - Triage and execute high-complexity, cross-functional requests, ensuring clear delegation, executive visibility, and follow-through on critical deliverables. - Continuously evaluate and refine operational infrastructure to ensure it meets the growing complexity and pace of the executive office. - Occasionally manage high-touch perso