AI Engineer, Merchant Copilots

About Bask Health

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.

About the Role

We're looking for an AI Engineer, Merchant Copilots to build intelligent, reliable, and useful AI-powered assistants for Bask Health's merchant-facing platform.

Bask Health enables entrepreneurs and healthcare businesses to launch and operate direct-to-consumer telehealth businesses. Merchants use our platform to manage storefronts, configure products, monitor business activity, understand operational workflows, and coordinate the technology behind their businesses.

As the platform grows, we want to make these capabilities easier to access and use. You'll help build AI copilots that allow merchants to interact with platform information, understand complex workflows, and complete supported tasks through natural language and intelligent assistance.

This is a hands-on engineering role that combines large language models, backend development, tool calling, application integrations, and product engineering. You'll work with model APIs, retrieval systems, internal services, and structured business data to develop AI experiences that are deeply integrated into Bask's applications.

Your work may include conversational merchant assistants, AI-powered platform navigation, business information retrieval, configuration guidance, operational summaries, and automation for repetitive administrative tasks.

You'll collaborate with product managers, backend engineers, frontend engineers, and applied AI specialists to understand merchant needs and turn those needs into reliable software features. You'll contribute to technical design, develop production code, test AI behavior, and improve systems based on real user feedback.

Because merchant copilots may interact with business information and platform configuration, you'll need to design appropriate permissions, confirmation steps, and safeguards. AI assistants should help merchants complete authorized tasks without making unapproved changes or exposing information from other merchant accounts.

We're looking for an engineer who enjoys building useful AI products, understands how to connect language models to real application functionality, and can turn complex merchant workflows into intuitive software experiences.

What You'll Do

• Design, build, and maintain AI-powered merchant copilots across Bask Health's platform.
• Develop conversational assistants that help merchants navigate platform features and workflows.
• Integrate large language models into merchant-facing applications and backend services.
• Build AI capabilities that help merchants understand account settings, storefront configuration, and operational information.
• Develop natural language interfaces for retrieving approved business and platform data.
• Implement tool-calling systems that allow AI assistants to interact with authorized platform functionality.
• Connect merchant copilots to internal APIs, services, and structured data sources.
• Build retrieval-augmented generation pipelines for merchant documentation, help content, and platform knowledge.
• Develop AI-assisted workflows for storefront setup, product configuration, and other merchant tasks.
• Implement contextual assistance that responds to the merchant's current application state.
• Build AI-generated summaries of approved operational and business information.
• Develop structured output handling for AI-assisted application workflows.
• Implement validation and confirmation steps before executing consequential platform actions.
• Ensure merchant copilots respect account permissions, tenant isolation, and data access restrictions.
• Design safeguards against unauthorized tool use, prompt injection, and unreliable AI outputs.
• Collaborate with frontend engineers to create intuitive conversational and embedded AI interfaces.
• Work with product managers to identify repetitive merchant tasks that could benefit from AI assistance.
• Develop reusable components and backend services for merchant-facing AI applications.
• Implement automated testing for model responses, tool execution, and application integrations.
• Evaluate AI outputs for accuracy, relevance, completeness, and usefulness.
• Investigate incorrect responses, failed tool calls, and unexpected assistant behavior.
• Improve prompts, retrieval logic, and model configurations based on evaluation results.
• Implement monitoring, logging, and tracing for AI-powered merchant features.
• Optimize model usage, response latency, reliability, and operational costs.
• Handle API failures, timeouts, retries, and fallback behavior.
• Participate in code reviews, architecture discussions, and engineering planning.
• Collaborate with senior engineers to establish reliable patterns for AI-assisted platform actions.
• Own assigned merchant copilot features from implementation through deployment and ongoing improvement.

Requirements

• 3+ years of professional software engineering experience, preferably including applied AI or AI-powered application development.
• Experience building and deploying production software applications.
• Strong programming skills in TypeScript, JavaScript, Python, or comparable languages.
• Hands-on experience integrating large language models into software applications.
• Familiarity with modern model APIs and generative AI development patterns.
• Understanding of prompt engineering and structured model outputs.
• Experience building backend services and application APIs.
• Familiarity with tool calling, function calling, or AI-assisted application actions.
• Experience integrating third-party services and internal APIs.
• Understanding of authentication, authorization, and secure application design.
• Familiarity with relational databases and structured application data.
• Experience building reliable asynchronous workflows and service integrations.
• Understanding of multi-tenant application architecture and data isolation.
• Ability to translate business workflows into software functionality.
• Experience writing maintainable, well-tested production code.
• Familiarity with automated testing, debugging, and code review practices.
• Understanding of the limitations and failure modes of large language models.
• Ability to evaluate AI outputs and identify quality or reliability issues.
• Familiarity with cloud-based application deployment.
• Experience with logging, monitoring, and production troubleshooting.
• Understanding of API error handling, retries, and fallback strategies.
• Experience working with Git and collaborative software development workflows.
• Ability to collaborate with product managers, designers, and other engineers.
• Strong problem-solving skills and attention to detail.
• Ability to independently own assigned engineering projects from development through deployment.

Nice to Have

• Experience building AI copilots, conversational assistants, or agent-powered applications.
• Familiarity with OpenAI, Anthropic, or comparable model APIs.
• Experience with AI agent frameworks and orchestration libraries.
• Experience building applications that use LLM tool calling or function calling.
• Familiarity with retrieval-augmented generation architectures.
• Experience with embeddings, semantic search, and vector databases.
• Experience developing natural language interfaces for business software.
• Familiarity with AI-powered workflow automation and multi-step task execution.
• Experience building merchant-facing SaaS products or e-commerce platforms.
• Understanding of storefront management, product catalogs, subscriptions, or commerce operations.
• Experience with multi-tenant SaaS application architecture.
• Familiarity with TypeScript and Node.js backend development.
• Experience with React or Next.js applications.
• Familiarity with tRPC, Prisma, Drizzle, or comparable development tools.
• Experience working with AWS or serverless application infrastructure.
• Familiarity with AI evaluation frameworks and automated model testing.
• Experience implementing human confirmation and approval workflows for AI actions.
• Understanding of prompt injection risks and secure AI tool execution.
• Experience building AI-powered analytics or business information retrieval features.
• Experience using AI-assisted development tools such as Cursor or Claude Code.