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Software Engineer – Stop-Loss Platform

Job in New York, New York County, New York, 10002, USA
Listing for: Oliver James Associates
Full Time position
Listed on 2026-10-22
Job specializations:
  • Software Development
    Backend Developer, Software Engineer, Cloud Engineer - Software, DevOps
Job Description & How to Apply Below
Position: Staff Software Engineer – Stop-Loss Platform
Location: New York

Salary$Negotiable Location New  York, NY, USA Contract Permanent Type Remote Industry Life  Insurance Contact Kelly  Olayemi

Staff Software Engineer – Stop-Loss Platform | Contract to Hire | No Sponsorship offerd

We’re currently partnering with a leading insurance organization on their search for a Staff Software Engineer to help build a brand-new Stop-Loss platform from the ground up.

This isn’t simply a feature-development role. You’ll act as a technical authority on a greenfield platform, setting the architecture and engineering standards while staying hands-on in the code.

The initial focus will be evaluating a vendor platform, determining which components fit the organization’s Stop-Loss requirements and which don’t, and then building on top of what’s usable. As the internal engineering team is established, you’ll shape how the wider platform is designed and delivered, with an AI-first approach.

Essential requirements (all three are must-haves):

AWS: hands-on experience designing, building, and running production workloads on AWS.Vendor management: proven experience evaluating third-party platforms, directing vendor and offshore teams, and holding them to scope and quality, not just tracking status.

AI: practical experience building with or on AI (LLMs, agents, or AI-enabled applications) and using AI-assisted development tools.

What we’re looking for:

A strong, hands-on Staff Engineer who is comfortable being opinionated and making technical decisions, not simply following them. You should be able to move between architecture and implementation and still write production  addition to the essentials above, a strong background in C#/.NET and React, with proven experience in platform architecture, layered system design, and event-driven systems. Python and GraphQL are valuable, but we care more about sound engineering judgment than a technology checklist.

Strong communication skills. You’ll be working closely with senior stakeholders and explaining technical decisions clearly.

Experience in Insurance, Financial Services, or another regulated environment is desirable, particularly where you’ve handled sensitive data (PII/PHI).

Key responsibilities include:

Acting as the technical authority for the Stop-Loss platform, defining how things are built and setting engineering standards and best practices.

Evaluating, adapting, and building on top of a vendor platform, and providing technical direction to vendor and offshore engineers.

Driving an AI-first approach, including the infrastructure and applications built on top of the core platform.

Designing and building a highly event-driven platform supporting workflows such as RFPs, claims, and other business events.

Owning core platform foundations, including data ingestion, backend services, database design and schemas, the semantic layer, and GraphQL infrastructure.

Mentoring engineers as the team grows.

Working with sensitive data, including PII and PHI, within a secure and scalable environment.

Why this role is different:

You’re joining at the very beginning of a new engineering capability. The plan is to build a team around the platform, including Senior Engineers and Dev Ops, giving you the chance to shape both the platform and how the engineering function works, with a clear path to growing into team leadership.

If you’re interested in learning more, apply today or get in touch for a confidential conversation.
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