Job Description

Toast is recruiting on behalf of a healthcare technology company operating at the intersection of AI and patient engagement. The company is a growth-stage startup building intelligent automation products for healthcare organizations, with a particular focus on contact center modernization and operational efficiency. Their engineering team is small but technically deep, and they are at a stage where the architecture decisions being made today will shape the platform for years to come. This is a foundational technical leadership hire.

Responsibilities

Lead the end-to-end technical architecture of the platform, spanning backend services, data infrastructure, AI-enabled workflows, and frontend delivery.
Manage and mentor a software development team across backend, full stack, data, and DevOps disciplines through hands-on code review, architectural guidance, and clear engineering standards.
Own key architectural decisions including technology selection, system design, and integration patterns, with documented rationale and a clear view of long-term consequences.
Drive engineering planning in close collaboration with product leadership by decomposing roadmap items into sound technical designs, surfacing risks early, and holding the team accountable to quality.
Establish observability, reliability, and security practices as embedded engineering culture rather than periodic audits.
Represent engineering in business and client conversations where technical credibility is required, including architecture reviews, compliance discussions, and enterprise onboarding.
Recruit and interview senior engineering candidates, with a strong instinct for identifying genuine technical depth.

Requirements

8 or more years of software engineering experience, with at least 3 years in a senior or technical lead capacity owning architecture and delivery.
Strong platform engineering background with proven experience building and operating complex distributed systems.
Deep experience with Python-based backend systems and cloud infrastructure, with Azure experience preferred.
Hands-on experience with AI and ML adjacent infrastructure including RAG pipelines, vector stores, and agent orchestration.
Experience designing systems under compliance-heavy constraints such as healthcare, financial, or similar regulated environments, with attention to security, auditability, and data residency.
A track record of setting and maintaining engineering standards that teams actually follow.
Strong communication skills with both technical and non-technical stakeholders.
Comfort operating in a fast-moving, early-stage environment where priorities evolve.
Experience with security and compliance frameworks such as OWASP and SOC 2 practices is an asset, as is prior experience with Graph databases and Neo4j.

Benefits

Competitive base salary reflective of a technical leadership role at a well-funded growth-stage company.
Equity participation with meaningful upside as the company scales.
Comprehensive benefits package including health, dental, and vision coverage.
Direct report to the CEO with full authority to shape the technical direction of the platform from the ground up.
Work on a product with tangible patient impact, deploying AI to improve how people experience healthcare at critical moments.
High visibility in a small team where your contributions are immediately felt across the organization.
The decisions you make now will have lasting consequences on both the product and the people it serves.

Technology Lead