Senior Executive Assistant & Strategic Partner to CEO

Steele Recruiting; Chicago (IL); On-site; USD 115,000 - 180,000; Full time

Benefits offered by this job

Health Insurance

Vision & Dental Insurance

401K with company match

Bonus Opportunity 10-20%

Paid Time Off

Job summary

Steele Recruiting LLC is seeking a Senior Executive Assistant to support the CEO/Managing Principal of Preston Design & Construction Consulting. The role emphasizes strategic calendar management, proactive coordination, and confidentiality to enable executive leadership to focus on high-impact priorities.

The ideal candidate will have 3–7 years in senior EA roles, strong MS Office skills, and a proven record in fast-paced environments.

Qualifications

• Minimum three to seven years of experience as a Senior Executive Administrative Assistant.
• Supporting a CEO, C-Suite, or President in a high-growth environment is ideal.
• High attention to detail, proactiveness, and organizational skills are required.
• Strong communication and professional representation of the team are essential.
• Experience with complex travel, calendar management, and scheduling is needed.
• Proficiency with Microsoft Office and related tools is expected.

Responsibilities

• Manage the CEO/Managing Principal’s calendar and prioritize requests.
• Coordinate meetings, agendas, minutes, and action items.
• Handle email inbox and follow-ups with minimal direction.
• Anticipate needs and improve workflows to support priorities.
• Coordinate heavy travel arrangements and itineraries.
• Maintain confidential information with discretion and professionalism.
• Lead team-building activities and support culture initiatives.
• Protect time and manage competing priorities effectively.

Skills

Calendar management

Executive support

Communication

Organizational skills

Discretion

Travel coordination

CRM experience

Microsoft Office

Adaptability

Team coordination

Education

High School Diploma

College Degree preferred

Tools

Microsoft Office Suite

Microsoft Copilot

Adobe Suite

Canva

DocuSign

CRM (Salesforce)

Job description

Steele Recruiting LLC is seeking a Senior Executive Assistant to support the CEO/Managing Principal of Preston Design & Construction Consulting. The role emphasizes strategic calendar management, proactive coordination, and confidentiality to enable executive leadership to focus on high-impact priorities.

The ideal candidate will have 3–7 years in senior EA roles, strong MS Office skills, and a proven record in fast-paced environments.