Head of Applied AI, Production AI & Automation

Bask Health; United States; Remote; USD 190,000 - 260,000; Full time

Job summary

Bask Health is seeking a Head of Applied AI to lead AI-powered capabilities across its platform. This hands-on, leadership-heavy role focuses on architecture, model selection, and practical AI integrations that improve merchant-facing features, patient experiences, and internal workflows.

You will collaborate with leadership, product managers, and engineers to turn AI concepts into reliable software, establish engineering standards, and guide teams through production-ready AI initiatives within

Qualifications

• 8+ years of professional experience in software engineering, machine learning engineering, AI engineering, or a comparable technical discipline.
• 3+ years of experience leading engineering teams, major technical initiatives, or complex AI projects.
• Demonstrated experience building and deploying AI-powered applications in production.
• Strong understanding of large language models and practical LLM application development.
• Hands‑on experience integrating AI models through APIs or model-serving infrastructure.
• Strong programming skills in Python, TypeScript, or comparable production engineering languages.
• Experience designing scalable backend services and distributed application architectures.
• Strong understanding of retrieval‑augmented generation, tool calling, and AI workflow orchestration.
• Experience evaluating model outputs and measuring AI system performance.
• Understanding of prompt engineering, structured outputs, and output validation.
• Experience designing systems that balance model quality, latency, reliability, and cost.
• Familiarity with cloud infrastructure and production deployment practices.
• Strong understanding of software architecture, APIs, and system integrations.
• Experience establishing engineering standards and reviewing complex technical designs.
• Familiarity with observability, monitoring, and incident investigation for production services.
• Understanding of application security, data privacy, and responsible AI implementation.
• Experience designing fallback behavior and safeguards for unreliable model outputs.
• Ability to evaluate new AI technologies and make practical technical recommendations.
• Experience collaborating with product managers and business stakeholders.
• Strong technical leadership and engineering mentorship skills.
• Ability to communicate complex technical concepts to both technical and nontechnical audiences.
• Strong analytical and problem-solving abilities.
• Experience prioritizing technical initiatives and balancing competing engineering requirements.
• Willingness to remain hands‑on with architecture, prototyping, and technical problem-solving.
• Comfort leading initiatives in a fast-moving, remote engineering environment.

Responsibilities

• Lead the technical direction and development of applied AI capabilities across Bask Health's platform.
• Define the architecture and engineering standards for production AI applications.
• Guide the design and implementation of systems powered by large language models and machine learning.
• Work closely with company leadership, product managers, and engineers to identify high-impact AI opportunities.
• Translate product and business requirements into practical AI engineering initiatives.
• Lead the development of merchant-facing AI features, intelligent assistants, and automation tools.
• Guide AI applications supporting patient experiences and internal operational workflows.
• Design scalable systems for integrating AI models into existing software applications.
• Evaluate model providers, APIs, frameworks, and infrastructure for production use.
• Establish engineering practices for prompt management, model evaluation, and output validation.
• Develop approaches for measuring AI accuracy, usefulness, latency, cost, and reliability.
• Guide the implementation of retrieval-augmented generation, tool calling, and agentic workflows where appropriate.
• Establish safeguards and human-review mechanisms for sensitive AI-assisted workflows.
• Ensure AI systems are designed with appropriate privacy, security, and access controls.
• Work with backend and platform engineers to integrate AI services into production architecture.
• Define standards for monitoring, logging, troubleshooting, and observability across AI applications.
• Identify opportunities to improve model performance and reduce unnecessary inference costs.
• Lead technical investigations into AI system failures, unreliable outputs, and integration challenges.
• Contribute hands-on code, prototypes, and architectural improvements for complex AI initiatives.
• Review technical designs and provide guidance on implementation decisions.
• Mentor engineers working on AI applications, model integrations, and machine learning systems.
• Help establish reusable AI infrastructure, services, and development patterns.
• Collaborate with product teams to evaluate AI feature performance and user feedback.
• Prioritize engineering investments that improve the reliability and scalability of AI capabilities.
• Guide experimentation with emerging AI technologies while maintaining production engineering standards.
• Support technical planning, project execution, and cross-functional coordination for AI initiatives.
• Help build a culture of practical experimentation, technical ownership, and continuous improvement.
• Take responsibility for the technical quality and long-term maintainability of Bask's applied AI systems.

Skills

AI leadership

LLM development

Python

TypeScript

Backend design

Retrieval-augmented generation

Tool calling

AI governance

Observability

Security & privacy

Tools

Cursor

Claude Code

LangChain

LangGraph

APIs

Job description

Bask Health is seeking a Head of Applied AI to lead AI-powered capabilities across its platform. This hands-on, leadership-heavy role focuses on architecture, model selection, and practical AI integrations that improve merchant-facing features, patient experiences, and internal workflows.

You will collaborate with leadership, product managers, and engineers to turn AI concepts into reliable software, establish engineering standards, and guide teams through production-ready AI initiatives within