Strategic Executive Assistant to the CEO — Calendar & Ops

Drweng; Chicago (IL); On-site; USD 100,000 - 200,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

401k with match

Disability insurance

Life insurance

HSAs

Job summary

DRW in Chicago is seeking an Executive Assistant (EA) to the CEO to provide strategic, high-touch support across business and personal affairs. You will manage complex scheduling, travel, communications, and partner with senior leaders to anticipate needs and streamline processes.

Ideal candidates are highly organized, discreet, and service-oriented with 7+ years supporting C-suite executives. The role is on-site in Chicago with competitive compensation and comprehensive benefits package.

Qualifications

• Bachelor's degree or equivalent professional experience.
• 7+ years supporting C-suite executives or principals, including CEO exposure.
• Familiarity with financial markets and trading environments is a plus.

Responsibilities

• Act as a trusted partner to the CEO, anticipating needs and removing friction from day-to-day operations.
• Develop a deep understanding of the CEO's working style to refine processes and routines.
• Prepare the CEO for meetings with complete materials, key decisions, deadlines and risks.
• Manage the CEO's calendar, travel, and meetings across multiple time zones.
• Filter and prioritize the CEO's inbox and draft correspondence for review.

Skills

Executive support

Calendar management

Travel coordination

Communication

Discretion

Relationship management

Time management

Problem solving

Education

Bachelor's degree or equivalent

Tools

CRM familiarity

Job description

DRW in Chicago is seeking an Executive Assistant (EA) to the CEO to provide strategic, high-touch support across business and personal affairs. You will manage complex scheduling, travel, communications, and partner with senior leaders to anticipate needs and streamline processes.

Ideal candidates are highly organized, discreet, and service-oriented with 7+ years supporting C-suite executives. The role is on-site in Chicago with competitive compensation and comprehensive benefits package.