Executive Assistant to the CEO

As Executive Assistant to the CEO at DRW, you are a strategic, high-touch partner supporting the CEO across his business and personal affairs. Working in close partnership with him, you help him make the most of his time by understanding how he operates, anticipating needs, and continuously refining the processes that support his work. You thrive amid rapidly changing priorities and bring exceptional organization, discretion, and service orientation to the role.

What you'll do

• 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, and use it to continuously refine the processes and routines that support him.
• 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.
• Manage the CEO's professional and personal calendar across multiple time zones, anticipating conflicts and surfacing trade-offs for his decision.
• Plan end-to-end travel including 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 relevant teams and stakeholders informed of plans and changes.
• 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.
• 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.

What you bring

• A 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.
• Strategic systems thinking with the ability to continuously refine processes and know 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.
• A service-oriented and low-ego approach, comfortable operating in the background and measuring success by the principal's effectiveness.
• The adaptability and resilience to support extended hours during key events, travel or urgent matters.

Nice to have

• Familiarity with financial markets and trading environments.

What we offer

• Annual base salary of $100,000 to $200,000 depending on experience, qualifications, and relevant skill set.
• Annual discretionary bonus.
• Comprehensive employee benefits including group medical, pharmacy, dental and vision insurance.
• 401k with discretionary employer match.
• Short and long-term disability insurance.
• Life and AD&D insurance.
• Health savings accounts and flexible spending accounts.
• 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.

About DRW

DRW is a diversified trading firm with over 3 decades of experience bringing sophisticated technology and exceptional people together to operate in markets around the world. Headquartered in Chicago with offices throughout the U.S., Canada, Europe, and Asia, DRW trades a variety of asset classes including Fixed Income, ETFs, Equities, FX, Commodities and Energy across all major global markets, and has expanded into real estate, venture capital and cryptoassets.