Underdog
America's fastest-growing sports gaming company — $1.23B Series C unicorn, 2.4M+ active users.
What is Underdog?
Underdog (operating both underdogfantasy.com and underdogsports.com) is an American sports gaming company founded in 2020 in Brooklyn, New York, by CEO Jeremy Levine, Brandon Stakenborg, and Trevor John. The founding team brought together expertise from two prior fantasy sports ventures — StarStreet and DRAFT, the latter acquired by DraftKings. The platform runs three core products: Best Ball season-long fantasy tournaments, Pick'em daily fantasy contests, and a regulated Sportsbook that launched in select states. By October 2024 the company had crossed 2.4 million active users, with much of the growth coming from states without legal sports betting (California, Texas). In March 2025 Underdog closed a $100M Series C led by Spark Capital at a $1.23 billion valuation, more than doubling its prior Series B mark ($485M). Total funding stands at ~$170M from Spark Capital, BlackRock, KSV, Mark Cuban, Kevin Durant's Thirty Five Ventures, and Adam Neumann's family office.
Mission & values
Build the best sports gaming product in the world — making fantasy sports, daily contests, and sportsbook fun, fair, and accessible to every fan.
Qualifications
Underdog hires across product engineering (iOS, Android, web, backend Ruby/Elixir), platform engineering (data, infrastructure, ML, payments, compliance), product management, design, content/SEO/marketing, customer experience, trading/risk, legal/compliance/regulatory, finance, people ops, and game-design roles. The company is **remote-first** in the US — engineering, product, design, content, and most G&A roles open to US-anywhere candidates, with regular in-person team weeks in Brooklyn (HQ) and a Los Angeles office for content/creative. Sportsbook trading and compliance roles tied to specific licensed states may carry local requirements. Apply via underdogsports.com/careers.
Leadership
Jeremy Levine
Co-Founder & CEO
Co-founded Underdog in 2020; previously founded StarStreet (sold) and was VP at DraftKings after the DRAFT acquisition.
Brandon Stakenborg
Co-Founder
Co-founded Underdog in 2020; previously at DRAFT (acquired by DraftKings).
Trevor John
Co-Founder
Co-founded Underdog in 2020; previously at DRAFT (acquired by DraftKings).
Hiring process
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1
Apply via underdogsports.com/careers
Submit your resume and a brief note on why Underdog.
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2
Recruiter screen
Initial conversation to confirm fit, location, comp expectations.
About 3 days
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3
Hiring manager interview
Role-specific deep-dive — past projects, technical depth, why-Underdog.
About 5 days
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4
Craft / technical loop
Multi-round interviews — coding + system design for eng, portfolio review for design, case study for product / GTM.
About 7 days
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5
Final + offer
Final cross-functional or founder round; offer + comp + equity discussion.
About 5 days
Funding
Awards & recognition
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$1.23B unicorn valuation Series C · 2025
Spark Capital
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2.4M+ active users · 2024
Underdog
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Spark Capital lead investor (also backed Twitter, Slack, Discord) · 2025
Spark Capital
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Sportsbook launch across multiple licensed states · 2024
Underdog
Company information
- Industry: Sports Gaming / Daily Fantasy Sports / Sportsbook
- Location: Brooklyn, NY, USA
- Founded: 2020
- Employees: 500
- Website: www.underdogsports.com ↗
- LinkedIn: Company page ↗
- X / Twitter: Profile ↗