Connie Health is a fast-growing Medicare brokerage on a mission to empower older Americans to make confident, worry-free Medicare plan decisions. We offer a tech-enabled Medicare navigation platform that combines AI-driven technology with local Medicare experts to help people select optimal healthcare plans and navigate their benefits. Backed by leading investors such as Khosla Ventures, we are building technology to transform the trillion dollar Medicare insurance industry, impacting the lives of 67 million people in the US.
We are looking for a Senior Analytics Engineer to own our data transformation layer end-to-end. You will build the clean, well-modeled, documented datasets that the entire company relies on, spanning board-level book-of-business reporting (policy count, retention, effectuation, commissions), stakeholder self-service through Looker, and AI-driven exploration through tools like Claude. This is a high-leverage senior IC role: the quality of our analytics, forecasts, and operating decisions all depend on the foundation you build. You'll partner directly with Engineering, Finance, and Operations to fix data quality at the source, not downstream.
Tech stack: SQL, dbt, Redshift, Postgres, Looker (+ LookML), Fivetran, Airflow, Salesforce
We're looking for 5+ years in analytics/data engineering, deep hands-on dbt experience, strong SQL, and a track record of turning messy datasets into a trusted single source of truth. Bonus points for retention/lifecycle modeling, Looker administration, prepping datasets for AI consumption, or Medicare/insurance experience.
This is a hybrid position in our new Boston office near South Station, so local candidates only please. Unfortunately we are unable to do visa sponsorships at this time. Apply: https://recruiting.paylocity.com/recruiting/jobs/Details/422...
I am Huan, CTO at Connie Health. If you are interested, please feel free to reach out to me directly with your resume: huan.lai (at) conniehealth.com !

Senior Analytics Engineer at Connie Health