Operations & AI Systems Coordinator

OVERVIEW

Flag Star Football seeks an Operations & AI Systems Coordinator to support the day-to-day execution of league operations while building systems that improve efficiency, automation, and scalability across the organization.

This role sits at the intersection of operations, logistics, and systems-building. The Coordinator will manage core operational functions—including HQ communications, scheduling, team logistics, and procurement—while also designing and implementing AI-enabled workflows and tools across operations, HR, and marketing.

This is a high-impact role responsible not just for executing processes, but for improving and automating them. The ideal candidate is highly organized, detail-oriented, and excited about using technology (including AI tools) to streamline workflows and solve operational challenges.

This is a hybrid position. Candidates must be located in the Washington, D.C. area.

ABOUT OPERATIONS AT FLAG STAR

Operations is the backbone of Flag Star Football. This function ensures that leagues run smoothly—from team formation and scheduling to equipment, field logistics, and communication with families.

As Flag Star continues to grow, operations must also evolve. This role will play a key part in building scalable systems, reducing manual work, and improving consistency across the organization through thoughtful process design and AI-enabled tools.

ABOUT FLAG STAR FOOTBALL

Flag Star Football is a fun, high-functioning and value-driven youth sports league. We believe in the power of flag football for fun, but also as a vehicle for modeling and teaching the values and change we’d like to see in the world. Through a variety of for-profit and non-profit initiatives, our goal is to create a positive, productive ecosystem for everyone (our staff very much included!).

In 2026, the league will process ~ 20,000 registrations, while also providing >2000 scholarships.

ABOUT THIS CANDIDATE

This is a great position for someone who thrives in a fast-paced, execution-focused environment and enjoys bringing structure to complexity. As well as pursuing a fast-growing organization where they can take ownership and make a meaningful impact.

The ideal candidate is both:

• A strong operator who can manage logistics and execute reliably, and
• A systems thinker who is excited to build tools, automate workflows, and improve how the organization runs

This person should have a high motor, strong attention to detail, an ability to multi-task across multiple projects, and a curiosity for leveraging AI and technology to solve problems.

YOUR IMPACT

Operations & Logistics

• Serve as the central point of contact for HQ communications, including managing the main email inbox and phone line
• Support team formation, roster management, and league scheduling
• Coordinate league logistics, including anticipating scheduling challenges and competitive balance
• Manage procurement and inventory of jerseys, wearables, and field equipment
• Assist in vendor coordination, purchasing processes, and potential RFP development
• Support permitting applications and related administrative processes
• Act as a central hub for office operations and cross-functional coordination

Systems & AI Development

• Design and build internal tools and workflows to improve operational efficiency
• Develop and manage forms and systems (e.g., field manager reports, incident reports, team/store workflows)
• Identify opportunities to automate processes across operations, HR, and marketing
• Implement AI-enabled solutions for scheduling, communication, data tracking, and reporting
• Continuously improve systems to reduce manual work and increase scalability

YOUR EXPERIENCE

• Demonstrated experience in operations, logistics, administration, or a similar role
• Experience managing multiple workflows in a fast-paced environment
• Strong organizational and time management skills
• Comfort working with systems, tools, or process-building; experience with automation or AI tools is a plus
• Experience with scheduling, logistics, or inventory management is a plus
• Ability to work in-person Tuesday - Thursday in the Flag Star Office (Hyattsville, MD) and adapt to a dynamic and non-traditional work schedule (including weekend events)

YOUR COMPETENCIES

• Ability to work independently while managing multiple projects and priorities
• Strong written and verbal communication skills
• Excellent attention to detail and organizational skills
• Strong problem-solving ability and operational judgment
• Interest in systems-building, automation, and AI tools (i.e. Zapier)
• Ability to think both tactically (execute) and strategically (improve systems)
• Proficiency in Google Suite; familiarity with tools like Mailchimp, Squarespace, or Canva is a plus
• Ability to work cooperatively and collegially with others

SALARY & BENEFITS

The Washington, DC-based salary range for this position is $55,000 - $70,000 annually, commensurate with experience. Benefits include 100% employer-paid health coverage, flexible paid time off, access to a 401k plan, and more.

TO APPLY

To apply, submit a cover letter and resume to Jenny@flagstarfootball.com by April 26, 2026. The cover letter, addressed to Jenny Nguyen, should be concise, compelling, and include why you would like to work for Flag Star Football.

Driven by our values, Flag Star Football aims to recruit candidates representative of the communities and populations we serve. Towards that goal, we know that a diverse workforce allows us to see issues facing our community in more nuanced ways, creating the thought leadership needed to fulfill our mission and reach our goals.

Flag Star is an equal-opportunity employer and welcomes people from all backgrounds, experiences, abilities, and perspectives to apply.

Pay: $24.04 - $33.65 per hour

Benefits:

• 401(k)
• Health insurance
• Paid time off

Application Question(s):

• Have you built or used any tools, automations, or AI workflows to improve a process? Briefly describe what you built and the impact.
• Are you able to work in-person Tues–Thurs in Hyattsville, MD, and support weekend events?
• Tell us about a time you managed multiple operational tasks or logistics at once. How did you stay organized and ensure nothing fell through the cracks?

Work Location: Hybrid remote in Hyattsville, MD 20781