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Senior Executive Assistant

Allwyn North America · Chicago, Illinois, United States · Posted Jul 9, 2026

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Who we are:

Allwyn is a multi-national lottery operator with leading market positions in Austria, the Czech Republic, Greece, Cyprus, Italy, the United Kingdom, and the United States.  Our primary focus is lotteries, helping them raise more for good causes.  We drive innovation, efficiency, and safety across our casual gaming entertainment platform in the quest for enhanced player engagement.

Allwyn North America is headquartered in Chicago and currently operates the Illinois Lottery under a private management agreement while seeking other opportunities throughout the U.S.  We also provide products and services to lotteries and their players throughout Europe and the United States.

Position Overview:

The Senior Executive Assistant is a trusted partner to the CEO and Senior Leadership Team, delivering high-level executive support, strategic coordination, and operational excellence. This role manages executive priorities and calendars, exercises sound judgment and discretion, and serves as a key liaison between executive leadership, employees, board members, external stakeholders, and business partners.

This position primarily supports the CEO, with additional executive support to the Senior Leadership Team as needed.

Responsibilities:

Manage complex, dynamic executive calendars, ensuring alignment with business priorities and strategic objectives

Coordinate domestic and international travel, including itineraries, accommodations, transportation, and meeting logistics, and facilitate cross-divisional travel and outreach plans

Prepare and process expense reports and other administrative requirements accurately and on time

Draft, review, and manage confidential correspondence, presentations, reports, and executive communications

Monitor and prioritize incoming communications and requests, ensuring timely responses and appropriate escalation

Serve as strategic gatekeeper to the CEO, managing competing priorities and protecting effective use of executive time

Handle conflicting priorities expeditiously and proactively, driving projects to completion under deadline pressure

Coordinate Senior Leadership Team meetings, off-sites, strategic planning sessions, and all-staff meetings, including agenda development

Maintain awareness of organizational priorities and key business developments to anticipate executive needs and proactively address issues

Participate as an adjunct member of the Senior Leadership Team — scheduling meetings, attending select sessions, and recording and distributing minutes

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