Underdog Sports

    Executive Assistant (Contract)

    Underdog Sports
    Posted 11/13/2025Senior Level
    Contract
    Administrative
    Executive Assistant
    Calendar Management
    Email Management
    Communication Skills
    Time Management

    Job Description

    At Underdog, we make sports more fun. Our thesis is simple: build the best products and we’ll build the biggest company in the space, because there’s so much more to be built for sports fans. We’re just over five years in, and we’re one of the fastest-growing sports companies ever, most recently valued at $1.3B. And it’s still the early days. We’ve built and scaled multiple games and products across fantasy sports, sports betting, and prediction markets, all united in one seamless, simple, easy to use, intuitive and fun app. Underdog isn’t for everyone. One of our core values is give a sh*t. The people who win here are the ones who care, push, and perform. If that’s you, come join us. Winning as an Underdog is more fun. Please note: this is an on-going, contract position.

    About the role and why it’s unique:

    • Manage and maintain calendars for multiple executive stakeholders (CFO and CMO primarily), including scheduling appointments, coordinating meetings, and ensuring optimal time management.
    • Oversee shared and individual executive inboxes, ensuring emails are promptly addressed and responded to with professionalism.
    • Track key action items and ensure executives remain informed and aligned on priorities and deliverables.
    • Serve as a liaison between executives and internal teams or external partners, including the C-suite and their Executive Assistants and/or teams, to facilitate smooth and timely communication.
    • Handle sensitive and confidential information with discretion and integrity.
    • Coordinate team processes and logistics, including meeting preparation, planning of off-sites, and full travel management (flights, hotels, transportation, reservations).

    Who you are:

    5+ years of experience as an Executive Assistant supporting senior leaders in a fast-paced, high-growth environment.

    • Excellent communication skills, with the ability to effectively interact across all levels of the organization.
    • Proficient with leading communication and productivity tools (e.g., Slack, Google Workspace, Notion).
    • Highly organized and skilled at prioritization and time management.
    • Able to manage multiple priorities and adapt to the evolving needs of multiple executives.
    • Discreet, reliable, and trusted to handle sensitive and confidential information with professionalism.

    #LI-REMOTE

    • This position may require sports betting licensure based on certain state regulations.
    • Underdog is an equal opportunity employer and doesn't discriminate on the basis of creed, race, sexual orientation, gender, age, disability status, or any other defining characteristic.
    • California Applicants: Review our CPRA Privacy Notice here.

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