Executive Assistant

Direct Supply•Milwaukee, WI

About The Position

Direct Supply is building healthcare technology products, solutions, and platforms intended to improve the lives of seniors and those who care for them. The Executive Assistant is a trusted partner to an Executive Vice President, General Managers of the company’s technology platform businesses, and additional senior leaders. The role provides proactive executive support so leaders can focus on strategic priorities by anticipating needs, managing complex operations, and helping key initiatives, decisions, and commitments move forward.

Requirements

  • At least 5 years of experience providing executive or senior-level administrative support.
  • Proficiency with Microsoft Office Suite, virtual collaboration platforms, and AI-enabled productivity tools.
  • Ability to manage multiple priorities, anticipate needs, and deliver high-quality work with strong attention to detail.
  • Strong written and verbal communication skills, including the ability to develop executive-ready communications and presentations.
  • Demonstrated judgment and discretion in handling confidential business information.
  • Experience coordinating executive meetings, travel, and cross-functional activities involving multiple stakeholders.
  • Ability to build effective relationships and collaborate across all levels of the organization.
  • Job is to be performed in the location listed.

Responsibilities

  • Manage complex executive calendars, balance priorities, protect focus time, and adapt to changing business needs.
  • Prepare leaders for meetings, customer interactions, presentations, and business reviews by anticipating their needs.
  • Coordinate leadership meetings, business reviews, and planning activities, and track decisions, action items, and follow-up.
  • Prepare executive communications, presentations, reports, and briefing materials to support informed decision-making.
  • Partner across leadership teams to coordinate priorities, share information, and remove barriers to progress.
  • Coordinate domestic travel, executive meetings, customer visits, and leadership events.
  • Handle confidential information with judgment, discretion, and professionalism.
  • Use AI and productivity technologies to simplify workflows, improve information management, and increase executive effectiveness.
  • Identify opportunities to improve executive support processes and operational efficiency.

Benefits

  • Generous benefit package available.
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