Administrative Assistant (Scheduler)

• 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.

• 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 can't 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 - don't 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.

• 3-6 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).

What We Do

PEAK6 is not your typical investment firm. Here we build and invest in businesses that span from finance and insurance to esports and education — and we're always seeking new opportunities. We're not defined by one industry or market. We activate "what is" into "what ought to be" through world-class technology operational excellence and purposeful design. We're in the business of doing creating and building the world with innovation and democratization in mind. Our team of opportunistic thinkers are generating new ideas while constantly improving refining and activating past ones. At PEAK6 it's not just our investments that make use great but our people that make us valuable.

Why Work With Us

Ordinary doesn't apply here. We look for people who aren’t afraid to take chances who bet on themselves and do it with confidence. People that dream up big ideas and ways to execute them. Epic storytellers nimble problem solvers imaginative entrepreneurs and change-makers are all welcome.

Gallery