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.
- Lead high-impact strategic initiatives across Underdog’s core business lines – including prediction markets and fantasy sports – translating ambiguous problems into clear recommendations for senior leadership
- Build and maintain financial models supporting high-stakes strategic and commercial decisions, including complex multi-party transactions and partnership structures
- Conduct rigorous analysis of market trends, competitor positioning, and customer behavior to surface actionable insights and inform long-range planning
- Own the development of strategic roadmaps, defining short- and long-term objectives and metrics to track progress against them
- Serve as a connective tissue between business units, synthesizing cross-functional inputs and ensuring alignment across product, finance, marketing, and operations
- Prepare board-level and executive-facing materials that distill complex analysis and trends into clear narratives
- Identify and evaluate new business opportunities, partnerships, and adjacencies that align with Underdog’s growth strategy
- 3-6 years of experience in strategy consulting, investment banking, or corporate strategy, with demonstrated ability to work independently on high-stakes projects with executive stakeholders.
- Exceptional financial modeling skills; comfortable building models from scratch and pressure-testing assumptions across internal and external data sets
- Strong analytical and structured thinking, with a track record of turning data into decisions
- Polished communicator who can influence at all levels – from analyst to C-suite – in both written and verbal formats
- Excel at operating in fast-moving, ambiguous environments where priorities shift and resourcefulness matters
- Genuine passion for sports and the evolving consumer and prediction market landscape
- Experience working on complex, multi-stakeholder deals and/or partnerships
- Background in prediction markets, capital markets, fantasy sports, sports betting, or adjacent consumer tech
- Experience operating in or analyzing rapidly evolving regulatory or consumer landscapes
Our target starting base salary range for this position is between $128,000 and $150,000, plus target equity. The starting base salary will depend on a number of factors including the candidate’s skills and experience, among other things.
What we can offer you:
- Unlimited PTO for full-time employees (we’re extremely flexible with the exception of the first few weeks before & into the NFL season)
- 16 weeks of fully paid parental leave
- Home office stipend
- A connected virtual-first culture with a highly engaged distributed workforce
- 5% 401k match, FSA, company paid health, dental, vision plan options for employees and dependents
#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.
Skills Required
- 3-6 years experience in strategy consulting, investment banking, or corporate strategy
- Exceptional financial modeling skills; comfortable building models from scratch and pressure-testing assumptions
- Strong analytical and structured thinking with a track record of turning data into decisions
- Polished written and verbal communication; able to influence across levels including C-suite
- Ability to operate in fast-moving, ambiguous environments and shift priorities as needed
- Genuine passion for sports and the prediction market/consumer sports landscape
- Position may require sports betting licensure based on certain state regulations
- Experience working on complex, multi-stakeholder deals and/or partnerships
- Background in prediction markets, capital markets, fantasy sports, sports betting, or adjacent consumer tech
- Experience operating in or analyzing rapidly evolving regulatory or consumer landscapes
Underdog Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Underdog and has not been reviewed or approved by Underdog.
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Parental & Family Support — Paid parental leave is described as a core benefit with a generous fully paid policy. This signals a clear commitment to supporting families.
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Healthcare Strength — Medical, dental, and vision coverage are presented as standard offerings. Employer-supported plans boost the overall value of total rewards.
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Flexible Benefits — A remote‑first setup with a home‑office stipend and learning and development support is emphasized. These elements enhance flexibility and day‑to‑day usability of benefits.
Underdog Insights
What We Do
Underdog, the fastest-growing sports gaming company in the U.S., was founded in 2020 with the simple objective of making sports more fun. Our core operating principle: There’s so much more to be built for sports fans in America. As the only top-tier sports gaming operator in the country built on its own proprietary technology, we have a unique ability to create new, engaging products for the U.S. consumer. Our products provide the best way to enjoy fun, approachable sports games. We offer fantasy sports games, licensed sports betting, access to sports prediction markets and a growing media network featuring former professional athletes, coaches, analysts, and the fastest breaking news. Underdog is built for and by sports fans to make sports more fun. For more information, visit underdogfantasy.com.
Why Work With Us
As the only company built on its own proprietary technology across fantasy sports and sports betting regulatory frameworks, and now the first and only sports prediction market exchange offered on a major sports gaming operator app, Underdog is poised for significant growth over the next year and beyond.
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