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Underdog

Executive Assistant (Contract)

Sorry, this job was removed at 04:11 p.m. (MST) on Wednesday, Feb 18, 2026
Easy Apply
Remote
Hiring Remotely in United States
Easy Apply
Remote
Hiring Remotely in United States

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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

We're a remote-first company and value in-person connection. That said, we expect everyone to gather 2-3 times per year for team and company offsites, trainings, and more.

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. 

What you need to know about the Colorado Tech Scene

With a business-friendly climate and research universities like CU Boulder and Colorado State, Colorado has made a name for itself as a startup ecosystem. The state boasts a skilled workforce and high quality of life thanks to its affordable housing, vibrant cultural scene and unparalleled opportunities for outdoor recreation. Colorado is also home to the National Renewable Energy Laboratory, helping cement its status as a hub for renewable energy innovation.

Key Facts About Colorado Tech

  • Number of Tech Workers: 260,000; 8.5% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Lockheed Martin, Century Link, Comcast, BAE Systems, Level 3
  • Key Industries: Software, artificial intelligence, aerospace, e-commerce, fintech, healthtech
  • Funding Landscape: $4.9 billion in VC funding in 2024 (Pitchbook)
  • Notable Investors: Access Venture Partners, Ridgeline Ventures, Techstars, Blackhorn Ventures
  • Research Centers and Universities: Colorado School of Mines, University of Colorado Boulder, University of Denver, Colorado State University, Mesa Laboratory, Space Science Institute, National Center for Atmospheric Research, National Renewable Energy Laboratory, Gottlieb Institute

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