# Senior Associate, Strategy & Business Operations

**Company:** [Underdog Fantasy](https://hotfix.jobs/companies/underdog-fantasy)
**Location:** Remote
**Role:** Business Operations
**Salary:** $128k – $150k/yr
**Experience:** 3+ years
**Skills:** Financial Modeling, Strategy Consulting, Investment Banking, Corporate Strategy, Data Analysis, Executive Communication, Strategic Roadmapping, Market Analysis, Stakeholder Management, Partnership Evaluation
**Posted:** 2026-06-09

> 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.

## Job Description

## 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

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