Senior Serverless Python Engineer — Client-Facing Leader

Oscar; New York (NY); On-site; USD 150,000 - 190,000; Full time

Job summary

Oscar partners with a fast-growing health technology company building modern infrastructure for pharmacy benefit management and health plan administration.

As a Senior Forward Deployed Engineer, you will combine hands-on backend development with client-facing technical leadership. You’ll architect serverless Python applications, manage enterprise API integrations, and lead complex technical onboardings for major client organizations from initial solution design to production.

Qualifications

• 7+ years of hands-on Python experience building complex web applications (Flask, SQLAlchemy).
• Strong knowledge of TypeScript/React on the front end.
• Experience with AWS serverless architecture (Lambda, API Gateway, ECS), PostgreSQL, and Terraform.
• Proven client-facing technical experience (Forward Deployed Engineer, Solutions Architect, or Technical Lead).
• Experience with microservices, API development, Linux/Bash, and Git mono-repos.

Responsibilities

• Build & Deploy: Write high throughput, serverless backend applications using Python on AWS.
• Lead Client Integrations: Define requirements, design API integrations, and secure data exchanges.
• Database Architecture: Optimize PostgreSQL queries, data models, and indexing for performance.
• Maintain Quality & Security: Write clean code, lead reviews, manage infrastructure with Terraform, and test with Playwright.
• Cross-Functional Leadership: Collaborate with product, design, and client stakeholders to deliver scalable solutions on time.

Skills

Python

Client-facing

Leadership

Backend development

Tools

Flask

SQLAlchemy

AWS

Terraform

Playwright

PostgreSQL

Git mono-repos

Job description

Oscar partners with a fast-growing health technology company building modern infrastructure for pharmacy benefit management and health plan administration.

As a Senior Forward Deployed Engineer, you will combine hands-on backend development with client-facing technical leadership. You’ll architect serverless Python applications, manage enterprise API integrations, and lead complex technical onboardings for major client organizations from initial solution design to production.