Executive Assistant

CVS Health•Chicago, IL

6d•$23 - $54•Hybrid

About The Position

The Executive Assistant, Pharmacy Services serves as a strategic partner to the VP, Chief of Staff of Pharmacy Services, based in the Chicago, IL office. The role maximizes leadership effectiveness by managing complex administrative responsibilities, coordinating business activities, and handling the VP’s calendar, travel, and expenses. It also supports day-to-day site activities that help the Chicago office run smoothly and serves as a trusted point of contact for the Chief of Staff’s office. This is a hybrid role. Candidates must be able to work in the Chicago office three days a week and must reside in Chicago. The role is full-time, with 40 anticipated weekly hours.

Requirements

At least 5 years of administrative experience supporting senior leadership or equivalent experience in a similar field.
Demonstrated expertise managing complex calendars, travel coordination, and expense processes.
Strong experience with Microsoft Suite products, including Word, Excel, PowerPoint, Outlook, and Teams.
Ability to handle confidential and sensitive information professionally and discreetly.
Strong organizational and prioritization skills, with the ability to manage multiple competing priorities.
Must reside in Chicago and be able to work in the Chicago office three days a week.

Nice To Haves

Bachelor’s degree, or equivalent combination of education and relevant experience.
Prior experience supporting site or office operations in addition to executive support.
Strong interpersonal skills and the ability to represent the organization professionally across all levels.
Ability to work autonomously while collaborating effectively with cross-functional partners.
Experience creating and maintaining reports, trackers, or dashboards to support leadership decision-making.
Ability to improve processes and identify opportunities to streamline office and administrative workflows.

Responsibilities

Proactively manage and coordinate the VP’s daily schedule, calendar, and contacts, resolving scheduling conflicts and prioritizing time according to business needs.
Arrange travel and accommodations, prepare detailed itineraries, and process expense reports in accordance with established policies.
Coordinate leadership meetings, business reviews, and planning sessions, including logistics, agendas, pre-read materials, notes, and follow-up on action items.
Prepare, edit, and finalize presentations, communications, and business materials.
Prioritize and track deliverables, project timelines, deadlines, and requests.
Participate in meetings, take notes, and share information with relevant stakeholders.
Serve as the first point of contact for the Chief of Staff’s office, responding to internal and external inquiries and redirecting them as appropriate.
Handle confidential information with discretion.
Support day-to-day Chicago office activities, including space planning, supply ordering, and facilities requests.
Oversee on-site meeting and event preparation, including room scheduling, AV/telepresence setup, and catering.
Partner with Facilities, IT, and other cross-functional teams to ensure the office environment supports business needs.
Coordinate and support community and philanthropic efforts to encourage colleague engagement.