Analytics Engineer II - Regulatory Reporting

Summary

Underdog is a sports technology company building products across fantasy sports, sports betting, and prediction markets. The Analytics Engineer II will build and operate the regulatory reporting data platform, including dbt models, automated validations, and reporting pipelines. The role also involves investigating data issues, supporting audits and submissions, and collaborating with engineering, product, compliance, and leadership.

Responsibilities

• 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

Skills

• 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

Qualifications

Must Haves

• 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

Nice to Haves

• 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

Benefits

• Target equity
• 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