Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and attainable for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.

The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent.

If you want to use your talents to transform healthcare in the United States, come join us!

About the Role

We are looking for an AI Application Engineer with deep expertise in AWS and serverless architecture to optimize and refine large language model (LLM) interactions while ensuring seamless integration into cloud-based environments. This role requires experience in designing and deploying scalable, serverless AI applications using Amazon Bedrock, AWS Step Functions, AWS Lambda, API Gateway, DynamoDB, and other cloud-native services.

What You'll Do 

• Develop, optimize, and refine AI-generated outputs through advanced prompt engineering techniques
• Design agentic systems leveraging AWS Step Functions and Amazon Bedrock
• Design and implement serverless workflows to support AI-driven applications using AWS Lambda, API Gateway, and DynamoDB
• Build and maintain scalable prompt automation pipelines using AWS services
• Explore prompt strategies to enhance AI model responses and mitigate inconsistencies or hallucinations
• Conduct performance monitoring, logging, and error handling for AI-related API calls and workflows in AWS
• Stay updated on advancements in AI, LLMs, and cloud computing, applying new techniques to improve model performance
• Develop documentation, best practices, and internal tooling for prompt engineering within a serverless ecosystem

What You'll Bring 

• Bachelor’s or Master’s degree in Computer Science, Information Systems, Business Administration, or a related field
• 4+ years of professional experience in software engineering, with a focus on AI or machine learning platforms
• Fluency in AWS serverless architecture, including Lambda, API Gateway, Step Functions, S3, DynamoDB, and IAM
• Strong TypeScript programming skills
• Hands-on experience with AI APIs such as OpenAI, Anthropic, and Hugging Face
• Understanding of LLM behavior and prompt engineering techniques, including model biases, tokenization, embeddings, and response optimization
• Cloud-native development expertise, including deploying and scaling AI applications in AWS
• Experience with infrastructure as code (IaC) using AWS SAM, AWS CDK, Serverless framework, or CloudFormation
• Familiarity with monitoring and logging tools such as AWS CloudWatch, X-Ray, or Datadog
• Ability to troubleshoot performance bottlenecks in serverless environments and optimize for cost-efficiency

What You'll Get 

• Competitive salary, bonus opportunity, and equity package  
• Comprehensive Medical, Dental, and Vision benefits
• A 401k retirement plan
• Paid vacation and company holidays
• Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.