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Senior Associate, Strategy & Business Operations

128k – 150kUnited StatesBusiness OperationsRemote3+ YOE
Summary

Lead strategic initiatives and financial modeling across prediction markets and fantasy sports. Build roadmaps, analyze markets, and prepare executive materials for a fast-growing sports tech company.

About the role

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

Nice-to-Haves

  • 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

Compensation & Benefits

  • Target starting base salary range: $128,000 – $150,000, plus target equity
  • Unlimited PTO for full-time employees
  • 16 weeks of fully paid parental leave
  • Home office stipend
  • 5% 401k match, FSA, company paid health, dental, vision plan options for employees and dependents
Skills
Financial ModelingStrategy ConsultingInvestment BankingCorporate StrategyData AnalysisExecutive CommunicationStrategic RoadmappingMarket AnalysisStakeholder ManagementPartnership Evaluation
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