Connie Health | Senior Analytics Engineer | Boston, MA | HYBRID | $150k-$185k + equity
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.
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.
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 !
Connie Health is a fast-growing startup on a mission to empower older Americans to make confident, worry-free healthcare decisions. Backed by leading investors such as Khosla Ventures and HealthQuest, we are building technology to transform the trillion dollar Medicare insurance industry, impacting the lives of 67 million people in the US. You will work at the intersection of the latest in applied AI/ML, software engineering, product, and infrastructure to build our best-in-class Medicare navigation and sales platform.
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We are looking to fill multiple positions on our rapidly growing engineering team, based out of Boston, MA:
Fullstack Engineer | $120k-$140k + equity | Responsibilities: Build the core tools that our Medicare agents rely on every day to serve customers efficiently and accurately | Tech stack: TypeScript, NestJS, Vue, Nuxt, Postgres, AWS, Docker + Kubernetes, Datadog
Senior Data Operations Analyst | $100k-$110k + equity | Responsibilities: Operations-heavy "data detective" role focused on the ensuring the quality of our core business data, investigating complex data discrepancies, identifying root causes, and implementing long-term fixes | Tech stack: SQL, Postgres, Redshift, Looker, Google Sheets
Senior Data Engineer | $140k-$160k + equity | Responsibilities: Architect, build, and scale the data platform and data pipelines that powers our analytics, operations, and AI-driven products | Tech stack: SQL, Postgres, Redshift, dbt, python, AWS, Airflow, Looker, Salesforce, Fivetran
Senior Backend Engineer | $140k-$160k + equity | Responsibilities: Own and evolve the core policy status tracking and commissions payment systems, powering financial reporting, policy lifecycle management, agent compensation, carrier reconciliation, and customer trust | Tech stack: TypeScript, NestJS, Postgres, AWS, Docker + Kubernetes, Salesforce, Datadog
These are all hybrid positions in our Boston office near South Station, so local candidates only please.
Unfortunately we are unable to do visa sponsorships at this time.
Connie Health is a fast-growing startup on a mission to empower older Americans to make confident, worry-free healthcare decisions. Backed by leading investors such as Khosla Ventures and Pitango, we are building technology to transform the trillion dollar Medicare insurance industry, impacting the lives of 67 million people in the US. You will work at the intersection of the latest in applied AI/ML, software engineering, product, and infrastructure to build our best-in-class Medicare navigation and sales platform.
We are looking to fill multiple positions on our rapidly growing engineering team, based out of Boston, MA:
Lead AI/ML Engineer | $152,000 - $182,000 + equity
Responsibilities: Player-coach role, leading a small team of AI/ML and software engineers to build our top-of-funnel systems. Tech Stack: Python, "traditional" AI/ML model building tools (scikit-learn, PyTorch, XGBoost), LLMs, AWS, Aurora/Postgres, Redshift
Responsibilities: Build the core backend systems that power our top-of-funnel, such as tracking leads through various channels, integrating with affiliate partner marketplaces, working with AI/ML engineers to build our lead bidding models, dynamically mapping leads to agents, and AI-based lead pre-qualification. Tech Stack: TypeScript + NestJS, Postgres, AWS, Docker + Kubernetes
I am Huan, CTO at Connie Health. If you are interested, please feel free reach out to me directly at with your resume: huan.lai (at) conniehealth.com !
Connie Health is a fast-growing healthtech startup 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 an AI-driven technology with local Medicare experts to help people select optimal healthcare plans and navigate their benefits. Our culture is mission-driven, collaborative, and innovative, as we strive to transform healthcare through data-driven insights and personalized guidance.
We are building a two-sided marketplace, connecting older Americans looking for health insurance with local Medicare agents.
We are looking to fill multiple positions on our rapidly growing engineering team, based out of Boston, MA:
Responsibilities: Lead the development of our Twilio-based calling + messaging infrastructure, enabling seamless communications between Medicare agents and customers. You must have significant experience with Twilio. Tech Stack: TypeScript + NestJS, Twilio / Five9 / Zoom, Postgres, AWS, Docker + Kubernetes
Lead AI/ML Engineer | $152,000 - $182,000 + equity
Responsibilities: Player-coach role, leading a small team of AI/ML and software engineers to build our top-of-funnel systems. Tech Stack: Python, "traditional" AI/ML model building tools (scikit-learn, PyTorch, XGBoost), open source LLMs, AWS, Aurora/Postgres, Redshift
Responsibilities: Build the core backend systems that power our top-of-funnel, such as tracking leads through various channels, integrating with affiliate partner marketplaces, working with AI/ML engineers to build our lead bidding models, dynamically mapping leads to agents, and AI-based lead pre-qualification. Tech Stack: TypeScript + NestJS, Postgres, AWS, Docker + Kubernetes
I am Huan, CTO at Connie Health. If you are interested, please feel free reach out to me directly at with your resume: huan.lai (at) conniehealth.com !
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 an AI-driven technology with local Medicare experts to help people select optimal healthcare plans and navigate their benefits. Our culture is mission-driven, collaborative, and innovative, as we strive to transform healthcare through data-driven insights and personalized guidance.
We are building a two-sided marketplace, connecting older Americans looking for health insurance with local Medicare agents.
We are looking to fill multiple positions on our rapidly growing engineering team, based out of Boston, MA:
Responsibilities: Lead the development of our Twilio-based calling + messaging infrastructure, enabling seamless communications between Medicare agents and customers. You must have significant experience with Twilio.
Tech Stack: TypeScript + NestJS, Twilio / Five9 / Zoom, Postgres, AWS, Docker + Kubernetes
Responsibilities: Player-coach role, leading a small team of AI/ML and software engineers to build our top-of-funnel systems.
Tech Stack: Python, "traditional" AI/ML model building tools (scikit-learn, PyTorch, XGBoost), open source LLMs, AWS, Aurora/Postgres, Redshift
Responsibilities: Build the core backend systems that power our top-of-funnel, such as tracking leads through various channels, integrating with affiliate partner marketplaces, working with AI/ML engineers to build our lead bidding models, dynamically mapping leads to agents, and AI-based lead pre-qualification.
Tech Stack: TypeScript + NestJS, Postgres, AWS, Docker + Kubernetes
I am Huan, CTO at Connie Health. If you are interested, please feel free reach out to me directly at with your resume: huan.lai (at) conniehealth.com !
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 !