Executive Assistant & Operations Partner: Strategic CEO Ally

Everspring Inc; Chicago (IL); Hybrid; USD 70,000 - 100,000; Full time

Benefits offered by this job

Hybrid work arrangement

Parental leave

Medical, dental and vision insurance

FSA/HSA

Disability insurance

401k with employer match

Generous PTO

Tuition reimbursement

Gym discount

Pet insurance (optional)

Job summary

Everspring in Chicago seeks an Executive Assistant & Operations Partner to the CEO. This is a trusted partner role, coordinating calendars, travel, and communications while supporting the senior leadership team.

You’ll manage complex scheduling, prepare board materials, organize events, oversee the Chicago office, and drive initiatives with discretion and poise. A Bachelor’s degree and 3–5 years supporting senior executives are preferred.

Qualifications

• Bachelor's degree required.
• 3–5 years supporting senior executives.
• Experience with C-suite or senior leadership.
• Strong multitasking in a fast-paced environment.
• Excellent organizational and project management skills.
• Outstanding written and verbal communication.
• Ability to handle confidential information.
• Professional presence and interpersonal skills.
• Self-starter who works independently.
• Proficiency with AI and Microsoft Office Suite.

Responsibilities

• Manage CEO's complex calendar and priorities.
• Coordinate internal and external meetings with executives, boards and partners.
• Arrange travel with detailed itineraries.
• Prepare, submit, and reconcile executive expense reports.
• Draft and edit executive communications and reports.
• Serve as liaison between CEO, staff and external stakeholders.
• Anticipate executive needs and solve problems with minimal direction.
• Support strategic initiatives and special projects for the CEO.
• Adapt to evolving needs and take on new responsibilities.
• Oversee board/event logistics and office operations.

Skills

Executive support

Project management

Office management

Communication

Confidentiality

Self-starter

Interpersonal skills

AI proficiency

Education

Bachelor's degree

Tools

Microsoft Office

Outlook

PowerPoint

Excel

Word

Job description

Everspring in Chicago seeks an Executive Assistant & Operations Partner to the CEO. This is a trusted partner role, coordinating calendars, travel, and communications while supporting the senior leadership team.

You’ll manage complex scheduling, prepare board materials, organize events, oversee the Chicago office, and drive initiatives with discretion and poise. A Bachelor’s degree and 3–5 years supporting senior executives are preferred.