Executive Assistant to CEO

Turning Point Healthcare Solutions is seeking a highly trusted and proactive Executive Assistant to the CEO to provide strategic administrative support to the Chief Executive Officer and selected members of the senior leadership team. This role requires exceptional organizational ability, sound judgment, confidentiality, and the ability to manage complex priorities in a fast-paced executive environment.

The successful candidate will act as a key partner to the CEO by managing executive schedules, communications, meetings, travel, and critical business activities. The position requires someone who can anticipate needs, improve processes, and ensure smooth execution of executive priorities while maintaining professionalism and discretion.

• Manage and optimize the CEO’s complex calendar, ensuring strategic priorities receive appropriate focus and resolving scheduling conflicts effectively.
• Anticipate executive needs, prepare required information for upcoming decisions, and identify potential communication or logistical challenges.
• Coordinate executive travel arrangements, detailed itineraries, expenses, and necessary adjustments.
• Provide additional executive support to designated senior leaders while ensuring CEO priorities remain the highest focus.
• Draft, edit, proofread, and format executive communications, presentations, briefing documents, and meeting materials.
• Manage incoming communications, prioritize requests, and ensure timely follow-up on important matters.
• Serve as a professional liaison with board members, clients, partners, executives, and internal stakeholders while maintaining confidentiality.
• Coordinate executive leadership meetings, board meetings, client meetings, and strategic planning sessions.
• Prepare meeting agendas, pre-read materials, logistics, and follow-up documentation.
• Maintain action trackers, decision logs, deadlines, and ownership records for executive meetings.
• Organize leadership offsites and CEO-sponsored initiatives in collaboration with internal teams.
• Develop and improve systems for scheduling, executive information management, meeting preparation, and workflow efficiency.
• Handle confidential personnel, financial, client, and strategic information with appropriate judgment.
• Resolve routine and complex coordination issues independently while escalating matters requiring executive input.

• Minimum 5 years of executive support experience, preferably supporting CEOs or senior C-suite leaders.
• Proven expertise in complex calendar management, executive travel coordination, leadership meetings, and executive communications.
• Advanced proficiency in Microsoft 365, including Outlook, Teams, PowerPoint, Word, and Excel.
• Excellent written and verbal communication skills with strong attention to detail.
• Ability to manage multiple priorities independently while maintaining accuracy and professionalism.
• Strong discretion, confidentiality, judgment, and problem-solving abilities.
• Experience using AI tools and emerging technologies to improve productivity and administrative workflows.
• Flexibility to support occasional evenings, weekends, and business travel requirements.

• Executive support, leadership coordination, and stakeholder management.
• Board meetings, executive communications, and strategic planning support.
• Process improvement, productivity tools, and AI-enabled workflow optimization.

• Experience with in healthcare services, healthcare technology, insurance, consulting, or private-equity-backed organizations.
• Experience supporting boards of directors and distributed leadership teams.
• Bachelor’s Degree or equivalent relevant professional experience.

• Strong anticipation and proactive problem-solving abilities.
• Excellent judgment and confidentiality.
• Ability to prioritize and execute under pressure.
• Professional executive presence and communication skills.
• Adaptability, composure, and ownership mindset.
• Strong stakeholder partnership and process improvement abilities.

Bachelor’s Degree or equivalent combination of education and relevant executive support experience