Executive Assistant Project Manager

Description Executive Assistant & Project Manager(Chief of Staff Track)Position SummaryWe are seeking a high-performance Executive Assistant & Project Manager (EA/PM) to serve as the operational right hand to the Chief Revenue & Strategy Officer (CRSO). This is not a traditional administrative role — it is a hybrid executive enablement and program management position designed to accelerate execution across revenue, strategy, operations, and cross-functional initiatives.The ideal candidate combines executive-level polish, project management discipline, and AI-native operating capability. This individual will manage critical workstreams, executive communications, strategic deliverables, operating cadences, and enterprise coordination while leveraging AI platforms such as ChatGPT and Claude to dramatically increase productivity and execution speed.This role is structured as a development path toward Chief of Staff responsibilities for the right candidate.Key Responsibilities:Executive SupportManage and optimize the CRSO’s calendar, priorities, travel, and executive communicationsPrepare executive briefings, meeting agendas, pre-reads, and follow-up recapsServe as a gatekeeper and trusted extension of the Office of the CRSOHandle sensitive and confidential information with professionalism and discretionProject & Program ManagementOwn and track strategic workstreams, initiatives, and executive prioritiesCoordinate cross-functional projects across leadership teams and stakeholdersMaintain project plans, risk registers, status reporting, and operating cadencesDrive initiatives from kickoff through execution and completionDeliverables & Business OperationsBuild executive-level presentations, memos, board materials, and reportsSupport data analysis, spreadsheet modeling, and business reportingEnsure accuracy, formatting discipline, and high-quality output across all deliverablesAI-Native ExecutionLeverage AI tools such as ChatGPT, Claude, and custom GPT workflows as a daily operating layerAutomate and accelerate recurring workflows, reporting, research, meeting recaps, and content creationEngineer prompts, workflows, and AI-assisted systems that increase operational leverage and productivityMaintain strong judgment and quality control over AI-generated output Required2+ years supporting senior executives in high-growth, fast-paced environments Experience managing projects, programs, or cross-functional initiatives Advanced proficiency in Microsoft Excel / Google Sheets and PowerPoint / Google Slides Strong written and verbal communication skills with exceptional attention to detail Demonstrated daily use of AI platforms (ChatGPT, Claude, etc.) in a professional workflow Experience with project management tools such as Asana, ClickUp, Monday.com, Notion, or Smartsheet High discretion, professionalism, and ability to manage confidential information PreferredPMP, CAPM, Scrum, or related project management certification Experience in logistics, transportation, supply chain, SaaS, or PE-backed companies Exposure to Chief of Staff or executive operations environments Familiarity with BI tools, SQL, or Python Bilingual English/Spanish