Administrative Assistant (Scheduler)

WHO WE ARE

We are PEAK6 a leading investment firm using technology to find a better way of doing things. The companys 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. PEAK6s 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

The Executive Scheduler owns end-to-end scheduling for our two founders across all business and personal commitments. You are the single point of contact for all inbound scheduling requests internal and external and you are responsible for managing them from first inquiry through confirmation reminder change and follow-up. You operate in real time you communicate with clarity and speed and you bring genuine judgment to every decision about how the principals time is allocated.

You will report to and work closely with the Chief of Staff and will collaborate daily with executive team. You are not an EA but you need to work fluidly and without ego alongside that team sharing information and coordinating logistics in real time. This is a career role for someone who takes scheduling seriously as a discipline who finds genuine satisfaction in bringing order to complexity who is energized by the pace and stakes of working at the top of a high-performing organization and who wants to build something lasting. The right person will be deeply organized technically curious and able to absorb a very high degree of context about two principals lives and priorities in order to make smart independent decisions every day.

• This role is based in Austin TX. A minimum of 3 days per week in-office is required per company policy; when Principals are in town you should expect to be in the office up to 5 days per week.

Your Responsibilities:

• Serve as the first point of contact for all business scheduling requests for Jenny and Matt internal and external and own each request through to resolution.

• Respond to scheduling inquiries promptly and proactively never leaving requests in limbo. When something cant be confirmed immediately acknowledge receipt and provide a clear timeline.

• Maintain a thorough real-time understanding of both principals calendars priorities and constraints so that every scheduling decision reflects their actual needs not just open time slots.

• Manage the full lifecycle of every meeting: request intake coordination with all parties confirmation pre-meeting reminders day-of logistics and post-meeting follow-up as needed.

• Apply strong prioritization judgment across competing requests weighing business priorities personal commitments travel logistics energy and the principals stated preferences to make smart recommendations.

• Proactively identify conflicts sequencing issues or gaps in the schedule and surface solutions before they become problems dont wait to be asked.

• Maximize time in key cities (Austin Chicago New York) by clustering related meetings and commitments intelligently when Jenny and Matt are traveling.

• Build and maintain scheduling trackers and dashboards that give the broader executive team clear shared visibility into the status of all scheduling items confirmed pending changes in flight and outstanding follow-ups.

• Actively explore and implement AI and technology tools to make scheduling workflows faster more accurate and easier to manage at scale.

YOUR EXPERIENCE

• 36 years of experience in executive scheduling calendar management or high-level administrative coordination ideally supporting multiple senior executives simultaneously.

• Prior experience working with high-profile high-demand executives in a fast-paced environment. Familiarity with the rhythms sensitivities and protocols of supporting founders C-suite principals or similarly prominent individuals is a meaningful advantage.

• Experience navigating private air travel logistics high-profile external relationships and confidential scheduling matters is strongly preferred.

• Active and curious user of AI tools you use them in your own workflow already and are excited to apply them to scheduling systems and team coordination.

• Expert-level proficiency in Google Calendar and Google Suite (Gmail Docs Sheets Drive).

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 We will work with you to provide the necessary accommodations to ensure your full participation in our hiring process.

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