Job Description

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

About This Role

PEAK6 Trials is a brand-new program with massive potential — and you'll be on the ground floor. You'll have a front-row seat to some of the most ambitious fintech founders in the country, direct access to PEAK6's leadership and infrastructure, and the opportunity to build a program that could define how the next generation of fintech unicorns are created. At PEAK6, we see ambiguity as opportunity. If you do too, let's talk.

PEAK6 Trials is growing, and we need an operator to match our ambition. As Program Manager, you will be the organizational backbone of the Trials program. You'll be the connective tissue between our residents, internal teams, leadership, and external partnerships with VC/ startup ecosystem, ensuring every founder has what they need to move fast and build well.
This is not a coordinator role. This is a builder role — for someone who thrives in ambiguity, has a bias toward action, and can design structure where none yet exists.

What You'll Do

Program Architecture & Operations
Execute the operational framework for how PEAK6 Trials and Strategies teams runs day-to-day, including onboarding, milestone tracking, resource allocation, and reporting cadences

Build and own the systems, tools, and processes that keep the program organized and scalable as it grows

Develop and maintain a program playbook that can evolve as the program matures

Founder Support & Coordination

Serve as the primary point of contact for Trials residents, managing their access to PEAK6 internal resources (engineering, legal, compliance, business development)

Anticipate founder needs and proactively remove friction — connecting the right people at the right time

Track each resident's progress and surface insights and blockers to the Head of AI Strategies

Strategic Support to Head of AI Strategies

Act as a force multiplier for the Head of AI Strategies — owning projects, preparing briefings, driving follow-through, and representing the program in key meetings when needed

Help shape the program's long-term strategy by synthesizing learnings across resident cohorts and identifying areas for improvement

Manage the Head of AI Strategies' priorities by filtering, triaging, and executing on operational needs

Cross-Functional Collaboration

Coordinate across PEAK6 business units (Apex Fintech Solutions, PEAK6 Capital Management, Strategic Capital, etc.) to connect residents with the right internal resources and potential design partners

Maintain strong relationships with PEAK6 leadership and key stakeholders to ensure the program has ongoing organizational support

Partner with legal and compliance teams to ensure resident activities align with PEAK6's standards

Communications & Reporting

Own internal reporting on program health, founder milestones, and resource utilization

Draft communications on behalf of the Head of AI Strategies for internal and external audiences

Manage any external-facing program communications in partnership with PEAK6's marketing team

What We're Looking For

3+ years of experience in program management, operations, or chief of staff roles — ideally in a high-growth startup, venture studio, or financial services/fintech environment

Proven ability to build programs and processes from scratch with minimal direction

Exceptional organizational skills with a sharp attention to detail and the ability to manage multiple priorities simultaneously

A collaborative communicator who can work effectively across all levels of an organization — from residents to C-suite

Comfort operating in ambiguity; you see a gap and you fill it
Experience supporting senior leaders in a fast-paced, high-accountability environment

Genuine curiosity about AI, fintech, and entrepreneurship — you don't need to be a builder yourself, but you need to understand and respect the people who are
Strong judgment, discretion, and the ability to represent the program and its leadership with professionalism

Bonus Points

Familiarity with fintech, options trading, or financial technology broadly
Background in AI-adjacent industries or products

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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