Senior Executive Assistant to CEO

Webmate Creative USA
Chicago, IL

Senior Executive Assistant to CEO

Company Description
Webmate Creative is an interactive technology company specialized in internet consulting and development. Since 1999, we have focused on strategizing and executing successful web-based ideas through website and software development, web design, search engine optimization, digital marketing, AI development and business operational strategy and service offerings. At the heart of our innovation lies the vast and broad experience of our valuable teammates.

Employment Type: Full-Time
Reports To: Chief Human Resources Officer
Salary Range: $90k-$105k annually
Location: Chicago This is an in office position 4 days per week with one remote day.

Position Overview
Webmate Creative is searching for Senior Executive Assistant for our CEO in downtown Chicago. Reporting directly into the CEO, this individual will be the epitome of professionalism as well as a multi-tasker who exhibits a strong work ethic and thrives in a fast-paced, results-driven environment! In addition to providing superior executive support, this individual will need to work independently and be a self-starter. Must respond to public and internal requests, prioritize meetings, and re-prioritizing quickly to adjust to urgent issues. The role will also involve supporting the Director of Marketing and Sales. Webmate Creative has offices in Phoenix, Los Angeles and San Diego and the Executive Assistant will communicate frequently with these offices.

Essential Duties and Responsibilities

  • Providing Executive-level support to the CEO including but not limited to, coordinating multiple calendars/schedules and acting as a liaison between internal and external contacts.
  • Planning and coordination of extensive international and domestic travel arrangements including making airline/train/hotel reservations, arranging car rentals, car services, and other means of lodging and transportation.
  • Coordinating and scheduling of internal and external meetings and events, creating agendas, and documenting meeting notes.
  • Assisting with expense reporting and balancing credit card statements with receipts.
  • Creation of presentations utilizing Microsoft Office PowerPoint.
  • Planning and coordinating speaking appearances for conferences and trade shows.
  • Managing social media announcements for Facebook, Twitter and Linkedin.
  • Qualifications
  • A minimum of 10 years of C-Level administration. (Senior Level) administrative support experience, preferably at a senior executive level.
  • Exceptional organizational, time-management, and communication (verbal and written) skills.
  • Extreme detail-sensitivity and productivity without the need to be micromanaged.
  • Ability to proactively make recommendations for more efficient and innovative ways to accomplish tasks, hence improving current operations.
  • Exhibits professional maturity and handles sensitive information discretely.
  • Excellent interpersonal skills and the ability to interface with all levels of internal staff.
  • A true team player with the ability to work independently.
  • A positive attitude and willingness to assist with a variety of tasks, no matter how small or large.
  • Mastery in Microsoft Suite with emphasis in Outlook and Apple calendars. Preferred Qualifications
  • Bachelor’s Degree in Business Administration or Marketing
  • Paralegal experience a plus

Why Join Us?

  • Competitive salary
  • Robust bonus packages for continuously reaching milestones and generous referral sales incentives
  • Flexible work hours and remote-friendly flexibility
  • 100% employee health premium, dental and vision coverage
  • Unlimited PTO
  • Generous parental leave
  • Professional Development and Tuition reimbursement.
  • Robust employee well-being programs and mental health resources
  • Access to top-tier hardware and GPU infrastructure

Webmate Creative USA is an Equal Opportunity and Affirmative Action Employer. Webmate Creative provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. If you require accessibility assistance applying for open positions because of a disability, please contact Webmate Creative's Human Resources Department at 708-880-9551 or email at [email protected]

Pay: $90,448.27 - $105,615.12 per year

Benefits:

  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Employee assistance program
  • Employee discount
  • Flexible schedule
  • Health insurance
  • Health savings account
  • Life insurance
  • Parental leave
  • Professional development assistance
  • Referral program
  • Retirement plan
  • Tuition reimbursement
  • Vision insurance

Work Location: In person

Posted 2026-05-30

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