Senior Associate, Strategy – Business Operations

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Underdog Fantasy

WebsiteLinkedInAll Job Openings

201 - 500 employees

🎮 Gaming

⚽ Sports

👥 B2C

Gaming • Sports • B2C

Underdog Fantasy is a company specializing in fantasy sports and sports betting. Despite the technical issue mentioned in the text, it provides a platform where users can engage in fantasy sports contests, draft teams, and potentially win prizes based on the performance of real-world athletes. The company's focus is on providing a fun and competitive experience for sports fans who want to test their skills and luck in fantasy leagues and sports-related betting.

📋 Description

• 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

🎯 Requirements

• 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

🏖️ Benefits

• 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