Executive Assistant - Hybrid MN

Primary Responsibilities

Provide direct executive support to the CIO of Optum Insight and the VP of AI Engineering within a high-volume, fast-paced technology organization.

Manage highly complex executive calendars by applying sound judgment, critical thinking, and business acumen to prioritize requests, resolve conflicts, and align executive time with strategic organizational priorities.

Serve as a trusted advisor and steward of executive time by evaluating competing requests, recommending priorities, and ensuring scheduling decisions align with business impact and organizational goals.

Anticipate executive needs and proactively identify issues, remove obstacles, and address potential conflicts before they arise.

Exercise independent judgment when managing executive schedules, stakeholder requests, competing priorities, and evolving business demands.

Coordinate domestic and international travel arrangements, including itinerary planning, logistics management, speaking engagements, and last-minute schedule adjustments.

Prepare and manage expense reports, travel documentation, invoices, and administrative processes accurately and efficiently.

Plan and coordinate executive meetings, leadership forums, staff meetings, off-sites, and special events, including agendas, materials, logistics, and follow-up actions.

Track key deliverables, action items, deadlines, approvals, and follow-up commitments to support effective execution across both executive offices.

Prioritize communication and execution of organizational priorities by partnering closely with executive leadership teams, Chiefs of Staff, business partners, Executive Assistants, and cross-functional stakeholders.

Utilize enterprise-approved AI tools and productivity technologies to improve planning, organization, communication, and administrative workflows.

Identify opportunities to improve workflows, administrative processes, and organizational effectiveness by implementing scalable solutions and best practices.

Maintain strict confidentiality while exercising sound judgment and professionalism in handling sensitive information.

Thrive in a high-energy, fast-paced environment that requires urgency, responsiveness, adaptability, resilience, and a solid commitment to execution excellence.

Leverage enterprise-approved AI tools to enhance productivity and innovation by streamlining workflows and automating repetitive tasks.

Required Qualifications

• High school diploma / GED
• 5+ years of experience providing administrative support to Vice President, CIO, C-suite, or equivalent senior executives in a large corporate environment
• Demonstrated experience supporting multiple senior leaders and successfully balancing competing priorities
• Demonstrated experience managing highly complex executive calendars and coordinating sophisticated travel logistics
• Demonstrated experience leveraging AI-enabled productivity tools, such as Microsoft Copilot, ChatGPT, Claude, or similar technologies, to enhance efficiency and effectiveness
• Advanced proficiency with Microsoft Outlook, Teams, Word, Excel, PowerPoint, and related productivity tools
• Proven ability to apply critical thinking and independent judgment to optimize executive time, evaluate requests, and manage competing stakeholder demands
• Demonstrated ability to independently manage competing priorities and resolve complex administrative challenges
• Demonstrated business acumen and the ability to understand organizational priorities, executive objectives, and stakeholder needs when making scheduling and prioritization decisions
• Demonstrated ability to exercise sound judgment, maintain confidentiality, and interact effectively with senior leaders and stakeholders
• Demonstrated success operating in a high-volume, high-expectation environment requiring flexibility, responsiveness, and exceptional attention to detail
• Demonstrated ability to establish and maintain highly effective organizational systems for managing multiple priorities, deadlines, deliverables, and follow-up actions

Preferred Qualifications

• Experience supporting a CIO, CTO, Chief Digital Officer, VP Technology, VP Engineering, or similar technology executive
• Experience supporting a Chief of Staff, executive office, or senior leadership team where aligning executive time to strategic business priorities was critical to success
• Experience supporting executives with significant organizational scope, complex stakeholder networks, and demanding calendars in a large, matrixed enterprise environment
• Experience preparing executive communications, presentations, leadership briefings, or meeting materials
• Experience supporting executives within technology, engineering, digital transformation, AI, or innovation-focused organizations
• Experience helping executives manage highly dynamic schedules where priorities frequently shift and business decisions require rapid response
• Demonstrated experience independently identifying priorities, exercising business judgment, and implementing administrative or operational improvements with minimal direction
• Demonstrated written and verbal communication skills with the ability to interface effectively across all levels of leadership