DRW

Executive Assistant to the CEO

DRW • $100K — $200K *
Chicago, IL 60629In-Person
Business Services
5 - 7 years of experience
Today
Be an Early Applicant
Job Overview by Ladders

Qualifications

  • Bachelor's degree or equivalent professional experience.
  • 7+ years supporting C-suite executives, specifically CEOs or high-profile individuals.
  • Familiarity with financial markets and trading environments is advantageous.
  • Exceptionally organized with strong time-management skills to handle competing priorities.
  • Demonstrated executive-level written and verbal communication abilities.
  • Unquestionable discretion and integrity with sensitive information.
  • Service-oriented mindset, prioritizing the effectiveness of the CEO.

Responsibilities

  • Act as a trusted partner to anticipate needs and optimize the CEO's time.
  • Continuously refine processes based on understanding the CEO's working style.
  • Prepare the CEO for meetings with complete and timely materials and notes.
  • Manage the CEO's complex calendar, identifying conflicts and trade-offs.
  • Plan seamless travel, aligning with the CEO’s objectives and commitments.
  • Filter and prioritize the CEO’s inbox, ensuring critical communications are flagged.
  • Coordinate with teams and stakeholders, keeping them informed on key workflows.

Benefits

  • Comprehensive medical, pharmacy, dental, and vision insurance.
  • 401k plan with discretionary employer match.
  • Short and long-term disability insurance.
  • Life and AD&D insurance.
  • Health savings and flexible spending accounts.
Full Job Description
The Executive Assistant (EA) to the CEO is a strategic, high-touch role supporting the CEO across his business and personal affairs. Working in close partnership with the CEO, the EA helps him make the most of his time by understanding how he operates, anticipating needs and continuously refining the processes that support his work. Key responsibilities include managing complex scheduling and travel, prioritizing communications, coordinating with senior leaders and external partners, and tracking open items. The ideal candidate is a strategic systems thinker who is exceptionally organized, discreet and service-oriented. They adapt to the CEO's working style and thrive amid rapidly changing priorities in a fast-paced environment

What you will be working on:

Strategic Executive Support & Time Optimization
  • Act as a trusted partner to the CEO, anticipating needs and proactively removing friction from day-to-day operations.
  • Develop a deep understanding of how the CEO works, including his preferences, priorities and rhythms. Use it to continuously refine the processes and routines that support him, proposing improvements and adapting to his working style.
  • Help protect the CEO's time by anticipating conflicts and competing demands, and bringing forward the information he needs to decide where his time goes.
  • Prepare the CEO for meetings by ensuring materials are complete, accurate, and delivered in advance; highlight key decisions, deadlines, and risks.
  • Maintain clear documentation of the CEO's preferences, key processes and contacts, so that his support stays consistent and resilient.

Complex Calendar, Travel & Meeting Management
  • Manage the CEO's professional and personal calendar, balancing competing demands across multiple time zones. Anticipate conflicts and surface trade-offs for his decision.
  • Plan end-to-end travel from the CEO's objectives: itineraries, relevant meetings and logistics, with all arrangements coordinated for smooth execution.
  • Coordinate internal and external meetings, including scheduling, agendas, materials, and virtual or onsite arrangements.
  • Maintain a forward-looking view of the CEO's schedule and keep the relevant teams and stakeholders informed of plans and changes, so they can prepare in advance.

Communications & Operational Administration
  • Manage the CEO's inbox by filtering, categorizing and prioritizing incoming communications, surfacing what needs his attention, and responding within agreed guidelines.
  • Draft correspondence and partner communications for the CEO's review, and assist in preparing presentations and briefing materials.
  • Manage expenses, receipts, invoices and related documentation across business and personal accounts, coordinating with finance and accounting teams as needed.
  • Handle day-to-day administration, including filing, records and documentation, with accuracy and confidentiality.
  • Provide personal support across the CEO's broader affairs with professionalism, discretion and sound judgment.

Cross-Functional Leadership & External Partner Coordination
  • Coordinate with senior leaders and teams across the CEO's business and personal operations to align schedules, track deliverables, and keep the CEO informed on key workflows.
  • Serve as a trusted point of contact for the CEO's internal and external network, representing his office with credibility, discretion and tact
  • Maintain an organized record of the CEO's key relationships and contacts, including context, history and priorities, to support how he engages his network.

Skills and Competencies
  • Bachelor's degree or equivalent professional experience.
  • 7+ years supporting C-suite executives or principals, including significant experience supporting a CEO, founder or high-profile individual directly.
  • Familiarity with financial markets and trading environments is a plus.
  • A strategic systems thinker who continuously refines processes, and knows when to propose changes and when to adapt to the principal's preferences.
  • Exceptional organizational and time-management skills, with the ability to handle high volume, competing priorities and last-minute changes.
  • Executive-level written and verbal communication, with the polish and judgment to interact credibly with senior leaders and external partners.
  • Unquestionable discretion and integrity, trusted with confidential information and sensitive relationships.
  • Service-oriented and low-ego, comfortable operating in the background and measuring success by the principal's effectiveness.
  • Adaptable and resilient, able to support extended hours during key events, travel or urgent matters.

Work Environment
  • Fast-paced, high-standards environment supporting a CEO across business and personal priorities, where accuracy, speed and discretion are essential.
  • On-site role based in the Chicago office, with awareness of market hours and international time zones.
  • Flexibility for evening or weekend availability around travel, key events or time-sensitive matters.

The annual base salary range for this position is $100,000 to $200,000 depending on the candidate's experience, qualifications, and relevant skill set. The position is also eligible for an annual discretionary bonus. In addition, DRW offers a comprehensive suite of employee benefits including group medical, pharmacy, dental and vision insurance, 401k (with discretionary employer match), short and long-term disability, life and AD&D insurance, health savings accounts, and flexible spending accounts.

#LI-DW1

About DRW

DRW is a financial trading firm that specializes in derivatives trading. The company was founded in 1992 by Don Wilson and has since grown to have offices in Chicago, London, Montreal, New York, and Singapore. DRW trades a variety of financial instruments, including futures, options, and cryptocurrencies. The company is known for its quantitative trading strategies and has developed a number of proprietary trading systems. DRW is also involved in venture capital and has invested in a number of technology startups.
Learn more about DRW
Size
1,000 employees
Industry
Finance & Insurance
Founded
1992
* Ladders Estimates

Similar Jobs

Ad banner background

Get Ready For Your
Next Interview

More Jobs at DRW

More Business Services Jobs

  • Vice President, Sales & Service
    $150K — $250K + $30K bonus + equity, medical, dental, vision, life, std/ltd *
    Southern Dock Products / DuraServ
    Memphis, TN 38109 (Shelby County)
    Reposted 2 weeks ago
  • Vice President, Sales & Service
    $150K — $250K + $30K bonus + equity, medical, dental, vision, life, std/ltd, auto allowance, *
    Just Rite Equipment / DuraServ
    South Windsor, CT 06074 (Capitol County)
    Reposted 2 weeks ago
  • Vice President, Service & Sales
    $200K — $500K++ $30K bonus + equity, medical, dental, vision, life, std/ltd, auto allowance, *
    Casco Dock & Door / DuraServ
    West Sacramento, CA 95691 (Yolo County)
    Reposted 2 weeks ago
  • Project Manager
    $100K — $125K *
    Codal
    Chicago, IL 60629 (Cook County)
    Reposted Today
  • Executive Producer - Live Events (Remote)
    $100K — $120K *
    Morley
    Michigan, ND 58259 (Nelson County)
    Today

Find similar Executive Assistant to the CEO jobs:

NationwideChicago, IL