Senior Associate, Strategy – Business Operations

Responsibilities

• 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