Executive Assistant (Family Office)

WHO WE ARE

We are PEAK6, a leading investment firm, using technology to find a better way of doing things. The company’s first tech-based solution was developed in 1997 to optimize options trading, and over the past two decades, the same formula has been used across a range of industries, asset classes, and business stages to consistently deliver superior results. Today, PEAK6 seeks transformational opportunities to provide capital and strategic support to entrepreneurs and forward-thinking businesses. PEAK6’s core brands include PEAK6 Capital Management, PEAK6 Strategic Capital, Apex Fintech Solutions, FOCUS, We Insure, Evil Geniuses, Poker Power, Zogo, and Bruce Markets.

ABOUT THIS ROLE

We are seeking a highly organized and detail-oriented Executive Assistant (EA) to provide comprehensive business support to two Co-Founders & Managing Directors. This role will be responsible for high-level scheduling, meeting preparation, workflow organization, and communication coordination. The EA will report to the Chief of Staff and work closely with personal assistants, direct reports, and internal teams.

This position requires a proactive problem-solver with exceptional communication skills, discretion, and a “no task too small” attitude. The ideal candidate thrives in a fluid work environment, balancing multiple priorities with efficiency and professionalism.

Key Responsibilities:

Calendar & Meeting Coordination

• Manage complex business schedules for both principals, ensuring efficiency and prioritization.
• Prepare and present a daily schedule and task list in a printed document, including pre-meeting preparation materials.
• Draft initial prep materials for external meetings and events, reviewed and updated by the Chief of Staff.
• Track and monitor external communication needs from one principal’s email inbox in coordination with the Chief of Staff.
• Monitor and filter social media inboxes, escalating key items to the Chief of Staff.

Workflow & Task Management

• Organize and maintain principals’ daily to-do lists, tracking action items from meetings.
• Liaise with direct reports and internal stakeholders to ensure timely completion of follow-ups.
• Maintain an up-to-date press and speaking engagement tracker and organize related materials.
• Draft briefing documents for press interviews and speaking engagements.
• Maintain and update business contact information in a forthcoming CRM system.
• Manage vendor information and oversee procurement workflow for business-related events and projects.

Travel & Event Coordination

• Send a weekly overview of upcoming meetings, events, and travel itineraries.
• Maintain a travel tracker, coordinating with personal assistants and the Chief of Staff.
• Participate in biweekly travel planning meetings to align travel logistics with key business events.
• Coordinate with office facilities teams when principals will be present in any of the company’s three offices.
• Assist in event planning for business-related functions (e.g., investor meetings, offsites), working with facilities and portfolio company teams.

Communication & Collaboration

• Serve as a key liaison between the principals, internal teams, and external stakeholders.
• Handle highly confidential information with discretion and professionalism.
• Keep a real-time tracker of meetings and follow-ups accessible to the Chief of Staff, personal assistants, and principals.

YOUR EXPERIENCE

• Supporting C-suite executives and/or UHNW individuals. Minimum 3 years of experience
• Proficiency in Google Suite, Slack, and CRM tools (willingness to learn and integrate AI tools).
• Strong time management, prioritization, and organizational skills
• Exceptional written and verbal communication
• Ability to anticipate needs, solve problems proactively, and manage multiple priorities
• High Emotional Intelligence (EQ) with the ability to stay calm under pressure
• Detail-oriented with strong accuracy in tracking and follow-ups
• Culturally aware—able to communicate effectively with diverse backgrounds and seniority levels.
• Experience with (not required but a plus).expense reporting and budgeting is preferred
• Knowledge of CRM systems and vendor management tools is preferred

OUR REWARDS

We offer a robust package of employee perks and benefits, including healthcare benefits (medical, dental and vision, EAP), competitive PTO, 401k match, parental leave, and HSA contribution match. We also provide our employees with a paid subscription to the Calm app and offer generous external learning and tuition reimbursement benefits. As a hybrid workforce, we offer our employees the ability to work remotely up to two days a week.

PEAK6 is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, sexual orientation, and gender identity), national origin, age, disability, veteran status, marital status, or any other protected characteristic. Our hiring practices ensure that all qualified applicants receive fair consideration without regard to these characteristics.

PEAK6 is committed to creating an inclusive and accessible workplace for all candidates, including those with disabilities. We are dedicated to ensuring equal employment opportunities and providing reasonable accommodations to qualified individuals with disabilities. If you require reasonable accommodations to participate in the application or interview process, please contact our HR department at hrpeak6@peak6.com. We will work with you to provide the necessary accommodations to ensure your full participation in our hiring process.

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