Executive Assistant

Wonder•Chicago, IL

5d•$86,500 - $114,500•Hybrid

About The Position

Wonder is seeking a highly organized, proactive, and strategic Executive Assistant to support key executive leaders—specifically supporting two CEOs who oversee our largest business units, our CTO, and other executives. This role serves as a trusted partner to executive leadership, managing complex administrative operations, communications, scheduling, and cross-functional coordination in a fast-paced, high-growth environment. The ideal candidate thrives in ambiguity, exercises exceptional judgment and discretion, anticipates needs before they arise, and brings a high level of professionalism, curiosity, and operational excellence to everything they do. This is a unique opportunity to play a critical role in supporting executive leadership while helping drive organizational effectiveness and operational efficiency across Wonder.

Requirements

7-10+ years of experience supporting C-level executives, preferably within fast-paced or high-growth environments
Exceptional organizational skills with the ability to manage multiple priorities simultaneously
Strong judgment, discretion, and professionalism handling confidential and sensitive information
Outstanding written and verbal communication skills
Proven ability to anticipate needs, solve problems proactively, and operate independently
High attention to detail and strong follow-through
Advanced proficiency in Google Workspace, including Gmail, Google Calendar, Google Docs, Sheets, Slides, and Drive, with experience operating within a highly collaborative Google-based work environment

Nice To Haves

Experience supporting executive leadership in finance, operations, technology, or high-growth startup environments is a plus
Experience coordinating board meetings, investor communications, or executive-level presentations is preferred
Bachelor’s degree or equivalent experience preferred

Responsibilities

Provide high-level administrative and operational support to CEO, CTO and other C-Suite level leaders
Manage complex executive calendars, prioritizing competing demands and aligning schedules with business priorities
Coordinate and support executive meetings with internal and external stakeholders, including board members, investors, and senior leadership
Anticipate executive needs, proactively solve problems, and improve administrative workflows and processes
Track priorities, deadlines, deliverables, and follow-up items with minimal direction
Serve as a trusted liaison across internal and external stakeholders, ensuring seamless coordination and communication
Draft, edit, proofread, and distribute executive communications, presentations, and messaging for a variety of audiences
Communicate professionally and effectively with stakeholders at all levels of the organization, including executives, board members, investors, and external partners
Maintain highly confidential information, files, records, and correspondence with discretion and professionalism
Plan and coordinate executive leadership meetings, business reviews, offsites, town halls, and strategic planning sessions
Manage meeting logistics including scheduling, room coordination, vendor management, agendas, materials, and follow-up actions
Support both virtual and in-person meetings across multiple time zones and locations
Assist with coordination of board meetings and executive-level events as needed
Coordinate domestic and international travel arrangements, itineraries, and related logistics
Prepare and process expense reports, invoices, budgets, and administrative documentation
Ensure efficient day-to-day operations of the executive offices and contribute to a positive team environment
Identify opportunities to improve operational efficiency and administrative processes across the organization