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Robert Half Logo Robert Half · Office Administration

Strategic Executive Assistant

United States, Louisville · Job Posted February 20, 2026
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Job Description

We are seeking a highly capable, proactive Strategic Executive Assistant to serve as a trusted right-hand partner to the President/COO across multiple business entities. This is a high-impact role that goes well beyond traditional executive support. The ideal candidate will play an integral role in executive operations, project management, internal communications, and cross-departmental coordination. This position supports leadership across five affiliated companies spanning financial services, development, hospitality, management services, and marketing. The Strategic Assistant will help optimize executive time, drive strategic initiatives forward, and ensure seamless communication and follow-through across teams.

Job Responsibility

  • Partner closely with the President/COO to manage priorities, deadlines, and key initiatives
  • Manage complex, multi-entity calendars and high-volume communications
  • Prepare briefing materials, executive summaries, and meeting documentation
  • Track action items and ensure timely follow-up across departments
  • Conduct research and compile data to support business decisions
  • Support operational initiatives and cross-functional projects
  • Monitor timelines, deliverables, and workflow efficiency
  • Collaborate with accounting, HR, property management, and operations teams
  • Help implement and improve systems, processes, and internal coordination
  • Oversee daily administrative functions including scheduling, expense management, and document organization
  • Maintain records, files, and internal communications across multiple entities
  • Ensure consistent follow-up and closed communication loops
  • Handle occasional personal scheduling and time-sensitive matters with discretion

Requirements

  • 5+ years of experience in executive support, operations, or project management (C-level support preferred)
  • Exceptional organizational and prioritization skills
  • Strong written and verbal communication abilities
  • High level of discretion, emotional intelligence, and professionalism
  • Detail-oriented with the ability to manage competing priorities
  • Proficiency in Microsoft 365 (Excel, Word, PowerPoint) and other business applications
  • Ability to travel occasionally and maintain schedule flexibility

What we offer

  • medical
  • vision
  • dental
  • life and disability insurance
  • company 401(k) plan
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