Principal Software Engineer

Syndesus

1d

About The Position

Our client is a unicorn-valued healthcare technology company building the operating system for independent medical practices across the United States. Their integrated platform serves over 140,000 providers and unifies clinical documentation, billing, scheduling, patient engagement, and practice marketing into a single purpose-built solution. With significant fresh financing closed and a clear mandate to accelerate AI across every layer of the product, the company is in the midst of a meaningful technology transformation — and this role sits at the centre of it. You'll operate at the intersection of hands-on engineering and senior technical leadership — owning architectural direction, writing production code, and tackling the kinds of complex problems that require both depth and creativity. Equally important is your ability to lead: mentoring engineers, aligning teams, and setting the technical bar across the organization. A central part of this role is driving the company's push into AI — embedding intelligent capabilities into the product and modernizing how the engineering team itself works. If you're someone who thrives in that space between builder and strategist, and wants to do it in a domain that genuinely matters, this is worth a conversation.

Requirements

• 12+ years in software engineering, with 8+ years in a technical leadership capacity.
• Demonstrated experience leading AI initiatives and shipping LLM or Generative AI features in commercial products
• Python, Java, JavaScript.
• React, Vue, Flask, SpringBoot.
• Comfortable across MySQL, Oracle, Postgres, DynamoDB, and Firestore.
• AWS and/or GCP.
• Equally comfortable as the person writing the code and the person setting the direction — and able to move between those modes as the team needs.
• Willing to do the unglamorous work that keeps a product healthy, not just the high-profile stuff.
• The kind of engineer others seek out — trusted for your technical judgement, approachable in how you share it.
• Consistently spots opportunities to do things better and follows through with a concrete plan.
• Takes ownership of raising the bar for engineering practice across the organization.
• Can translate complex technical concepts clearly for both engineering and non-technical audiences.
• Strong at assessing new and emerging technologies objectively, particularly in the fast-moving AI space.

Nice To Haves

• Familiarity with AI-assisted developer tooling (e.g. Cursor, GitHub Copilot) is a plus.
• Hands-on experience with orchestration frameworks like LangChain or LlamaIndex is a strong differentiator.
• Experience with vector databases is a meaningful plus.

Responsibilities

• AI Integration: Own the strategy and delivery of AI capabilities within the core product, while championing AI tooling adoption to improve how the engineering team builds software.
• Domain Mastery: Build genuine depth across the product, the technical stack, and the broader AI ecosystem.
• Architecture & Execution: Lead system design and contribute hands-on code for large-scale, complex, AI-enabled features.
• Problem Ownership: Bring creative, pragmatic thinking to hard technical challenges with a clear focus on customer outcomes.
• Collaboration: Work closely with cross-functional partners to drive alignment and move initiatives forward effectively.
• Technical Governance: Shape and review architectural decisions to ensure consistency, scalability, and future-readiness.
• Team Development: Give engineers clear, actionable technical feedback and actively raise the team's capability in modern AI engineering.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed
• Number of Employees: 1-10 employees