Forward Deployed Engineer, AI & Automation

Bask Health is a software platform that enables entrepreneurs, doctors, and healthcare businesses to launch, manage, and grow direct-to-consumer telehealth businesses.

Our platform brings together patient experiences, clinical workflows, pharmacy operations, and commerce tools in one place.

We're an entrepreneurial, product-focused engineering team that values ownership, technical excellence, and building software that solves real problems. Engineers work closely with product teams and company leadership, take features from idea to production, and have a direct role in shaping the platform.

Engineering at Bask is AI-first and builder-led. We use tools like Cursor and Claude Code throughout development while maintaining high standards for reliability, testing, and software quality.

We're looking for a Forward Deployed Engineer, AI & Automation to help build and implement AI-powered tools, automated workflows, and technical integrations across Bask Health's platform.

This role combines hands-on software engineering with practical AI development and workflow automation. You'll work closely with engineering, product, and operational teams to identify repetitive processes, understand technical challenges, and develop solutions that make our platform and internal operations more efficient.

You'll build services that connect applications, APIs, databases, and AI models. Your projects may involve automating merchant onboarding tasks, streamlining internal workflows, improving data processing, or developing AI-assisted tools that help teams complete complex tasks more efficiently.

This is a software engineering role rather than a traditional operations or no-code automation position. You'll write production-quality code, develop backend services, integrate third-party systems, and ensure automated workflows are reliable, secure, and maintainable.

You'll also help evaluate where AI is genuinely useful and where conventional software logic provides a more predictable solution. That includes designing appropriate validation, error handling, monitoring, and human-review steps for automated processes.

We're looking for someone who enjoys solving practical problems, understands how different systems work together, and can turn operational requirements into dependable technical solutions.

• Build and deploy AI-powered tools and automated workflows across Bask Health's platform.
• Work with engineering, product, and operational teams to identify opportunities for automation.
• Translate manual business processes into clear technical requirements and implementation plans.
• Develop backend services, APIs, and automation functionality using TypeScript, Node.js, or comparable technologies.
• Integrate large language models and external AI services into practical software workflows.
• Connect internal applications and third-party platforms through APIs, webhooks, and event-driven processes.
• Build automation that reduces repetitive merchant onboarding and platform configuration tasks.
• Develop workflows for processing, validating, transforming, and routing information between systems.
• Implement AI-assisted functionality for appropriate administrative and operational tasks.
• Build integrations connecting application data, databases, external services, and AI capabilities.
• Develop reusable automation components that can support multiple teams and workflows.
• Implement scheduled, event-triggered, and asynchronous processing where appropriate.
• Combine deterministic business rules with AI-powered functionality.
• Develop structured outputs, tool calling, and validation for LLM-powered applications.
• Build appropriate human-review and approval steps for sensitive automated processes.
• Implement reliable error handling, retries, and fallback behavior for automated workflows.
• Monitor automation performance, execution failures, latency, and operational reliability.
• Investigate and troubleshoot issues involving APIs, AI services, data flows, and connected applications.
• Work with SQL databases and application data to support automation functionality.
• Collaborate with backend engineers to integrate automation into existing platform architecture.
• Help evaluate third-party AI and automation tools for practical engineering use cases.
• Write automated tests for critical workflows and integration behavior.
• Maintain appropriate security controls and data-handling practices.
• Document workflow logic, integration requirements, and technical implementation decisions.
• Identify opportunities to turn one-off automations into reusable platform capabilities.
• Participate in code reviews and contribute to engineering best practices.
• Take ownership of assigned automation projects from development through deployment and maintenance.

• 3+ years of professional experience in software engineering, forward deployed engineering, automation engineering, or a comparable hands-on technical role.
• Strong programming experience with JavaScript or TypeScript.
• Experience developing backend applications, APIs, or services using Node.js or comparable technologies.
• Hands-on experience building workflow automation, system integrations, or operational tooling.
• Practical experience integrating large language models or AI APIs into software applications.
• Strong understanding of REST APIs, webhooks, and third-party integration patterns.
• Experience developing and maintaining production software.
• Familiarity with asynchronous programming and event-driven workflows.
• Experience working with SQL databases and relational data.
• Ability to translate business processes into technical solutions.
• Understanding of application logic, data validation, and structured data processing.
• Experience integrating multiple systems, services, or data sources.
• Familiarity with prompt design and practical LLM application development.
• Experience implementing error handling, logging, and reliable application behavior.
• Strong debugging and troubleshooting skills across connected systems.
• Understanding of authentication, authorization, and secure API integrations.
• Familiarity with cloud infrastructure and modern deployment practices.
• Experience working with Git and collaborative software development workflows.
• Familiarity with automated testing and software quality practices.
• Ability to evaluate when AI is appropriate versus conventional software automation.
• Experience collaborating with engineers, product managers, and operational stakeholders.
• Strong communication skills and ability to explain technical solutions clearly.
• Ability to investigate technical problems independently.
• Strong attention to detail and ownership of assigned projects.
• Comfort working in a fast-moving, remote engineering environment.

• Previous experience as a Forward Deployed Engineer, Automation Engineer, AI Engineer, or Solutions Engineer.
• Experience building AI agents or multi-step LLM workflows.
• Familiarity with OpenAI, Anthropic, or comparable model APIs.
• Experience with function calling, tool use, and structured LLM outputs.
• Familiarity with LangChain, LangGraph, or comparable AI orchestration frameworks.
• Experience with retrieval-augmented generation (RAG) or vector databases.
• Familiarity with workflow automation tools such as n8n, Zapier, or Make.
• Experience developing event-driven applications or background processing systems.
• Familiarity with AWS Lambda, SQS, EventBridge, or comparable cloud technologies.
• Experience building scheduled jobs, queues, or asynchronous task processing.
• Familiarity with AI evaluation, prompt testing, or output monitoring.
• Experience implementing human-in-the-loop approval workflows.
• Experience with React, Next.js, and full-stack TypeScript applications.
• Familiarity with tRPC, Prisma, or Drizzle ORM.
• Experience developing internal tools or operational dashboards.
• Familiarity with multi-tenant SaaS applications.
• Experience automating merchant onboarding, e-commerce, or subscription workflows.
• Experience integrating healthcare, telehealth, or pharmacy-related systems.
• Understanding of healthcare data privacy and security considerations.
• Experience using AI-assisted development tools such as Cursor or Claude Code.