Senior Software Engineer (Python & Ruby on Rails) at Karias Health – New York | Jobyssey

Senior Software Engineer

Platform · Full-Time, Onshore · Remote (United States) · Reports to Lead Engineer

About Karias Health

Karias is a first-of-its-kind health benefits platform. We combine the financial power of self-funding with a consumer-first, AI-enabled navigation ecosystem. We integrate health coverage, cost containment strategies, concierge support, and our signature technologies.

We’re rewriting the healthcare experience and making it simple, predictable, human, and cost-effective for the people who need it most. With Karias, employers gain control, members gain clarity, and brokers gain a true strategic partner.

As a team, we move fast, think boldly, and sweat the details. We are relentlessly focused on consumerism, transparency, and high-value care, using data and technology to elevate the member experience while materially lowering costs for employers.

The Role

Karias Health is building AI-powered healthcare products that reduce costs, improve member care, and scale across self-funded employer health plans.

This is a dedicated US engineering hire and a foundational seat. Our engineering has been offshore-led to date. Among core solutions, you will define the architecture for our latest platform and help raise the engineering standards the team builds against, working alongside our Lead Engineer and mentoring our offshore engineers while staying hands-on. This is roughly 80% building and 20% leading — we are hiring an architect who codes.

We build with AI, not just on top of it. We expect AI-assisted development across the lifecycle - from writing specifications through implementation, testing, and code review - and we are looking for someone who already works this way and can raise the bar for how the rest of the team does.

You report to our Lead Engineer and work closely with the CPTO on platform direction.

What You'll Own

Technical leadership. Mentoring our offshore engineers, raising the bar on code quality, and serving as a technical point of accountability for what ships on the platform.

AI-assisted engineering in practice. Using AI tooling across the full development lifecycle — specification, implementation, test generation, and code review — and helping establish the guardrails that make that safe in a regulated environment.

What You'll Deliver

The first ninety days establish the technical foundation for the early-2027 enterprise launch.

Day 30

Full assessment of the existing codebase and infrastructure, with a written point of view on what carries forward into the white-label platform and what does not.

Day 60

Tenancy model and data isolation approach decided, documented, and agreed with the Lead Engineer and CPTO.

Go - Live

Multi-tenant foundation in build, and engineering standards and CI/CD practice established with the engineering team.

Stack

Ruby on Rails, Python, AWS (RDS, S3, Redshift, Glue, OpenSearch), RAG pipelines with HIPAA-eligible LLMs.

Qualifications

Strong

Approximately 7+ years of professional software engineering experience, with a track record of owning architecture end-to-end rather than implementing someone else's design

Production Ruby on Rails experience — comfortable working in a mature Rails codebase and making structural decisions within it, including tenancy scoping, migrations at scale, and service boundaries

Demonstrated fluency with AI-assisted development — you already use AI tooling for specs, implementation, testing, and review, and have a considered point of view on where it helps and where it does not

Strong Python and production AWS experience

Direct experience building multi-tenant SaaS, including tenancy, data isolation, and per-tenant configuration decisions you have lived with the consequences of

Preferred

TypeScript and JS framework experience

Demonstrated technical leadership — mentoring engineers, setting standards, running code reviews — without needing to move into pure management to do it.

Healthcare, fintech, or another regulated industry where compliance shaped the architecture.

Experience shipping LLM-powered product features to real users

Experience working with distributed or offshore engineering teams

Familiarity with HIPAA and SOC 2 in a build context

What We Offer

Competitive compensation

Comprehensive benefits package, including medical, dental, and vision coverage for you and your dependents.

Mission-driven culture rooted in trust, excellence, and service.

The opportunity to build and scale within a high-growth startup.

Autonomy, flexibility, and the ability to directly impact business outcomes.

Logistics

Fully remote within the United States. Expect one to two team gatherings per quarter.

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