Analytics Engineer II, Regulatory Reporting

As an Analytics Engineer II on our Regulatory Reporting team, you'll play a hands-on role in building the data platform that powers Underdog's prediction markets business. This is a zero-to-one opportunity. We're scaling fast and building the regulatory reporting infrastructure from the ground up. You'll work across engineering, product, compliance, and senior leadership, getting first-hand exposure to how a federally regulated prediction markets exchange runs and what it takes to keep it running.

The end goal is a fully automated reporting platform: purpose-built dbt models, automated validations, and pipelines that run without manual intervention. You'll build toward that from day one while doing the hands-on investigation work that teaches you exactly what needs to be built and why.

• Run daily validation across our regulatory reporting submissions, verify accuracy, flag breaks, and own triage when something looks off.
• Investigate data issues end-to-end: get into the raw data, follow the problem wherever it goes, document findings, and hand the team something specific to act on.
• Build and maintain dbt models purpose-built for regulatory reporting, slim, tested, connected directly to raw data, and resilient to upstream changes.
• Implement automated test cases and validations that catch recurring issues before they become problems.
• Support pre-launch submission validation, audit requests, and legal and state data pulls as the function grows.
• Own the feedback loop with product and engineering: monitor upstream changes, anticipate their impact on reporting, and raise issues before they hit a deadline.
• Participate in the on-call rotation with the broader team.

• Builder: You want to build a platform, not run a checklist. You think in systems and automation, and you take pride in making things more reliable over time.
• Strong SQL: You're comfortable writing complex queries, getting into raw data, and following a problem wherever it goes.
• Engineering-minded: You think in pipelines and you want to build things that don't need babysitting. You have hands-on experience with dbt.
• Reliable under deadline: You understand what it means to own something with a hard cutoff. You stay calm, move fast, and communicate early when something looks off.
• Excited by the scope: You want a role where your work touches engineering, product, compliance, and leadership. You thrive when you can see how everything connects.

• Experience in a federally regulated environment at a prediction markets platform, fintech, crypto exchange, or neobank.
• Experience in the sports industry, particularly fantasy sports or sports betting.
• Background in reconciliation, trade-level reporting, or data validation work.
• Hands-on experience with Airflow or similar orchestration tooling.
• Experience with data contracts, schema registries, or similar approaches to managing upstream data dependencies.
• Any exposure to prediction markets, derivatives, or exchange operations.
• Experience in a role with on-call responsibilities or SLA-driven data work.

Our target starting base salary range for this position is between $135,000 and $150,000, plus target equity. Final compensation will be determined based on a variety of factors including relevant experience, skills and expertise, interview performance, and other market considerations.

• Unlimited PTO for full-time employees (we're extremely flexible with the exception of the first few weeks before and into the NFL season)
• 16 weeks of fully paid parental leave
• Home office stipend
• A virtual-first culture, but we come together a few times per year in person for offsites, trainings, hackathons, and more
• Slack reactions for every occasion
• 401k with up to 5% employer match
• Company paid health, dental, vision plan options for employees and dependents, FSA, and more
• Opportunity to celebrate your favorite sports teams through local meetups and company-sponsored events
• Claude and ChatGPT enterprise accounts

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