Jacob Wakeem

I’m a Cloud, Software, and Data Architect with 20+ years of experience designing and scaling enterprise-grade, distributed, cloud-native systems. I specialize in AWS multi-account architectures, data lake platforms, event-driven systems, and Generative AI integration—especially in regulated health-tech environments.

At Sweetch Health (and through the Sweetch merger/integration), I led architecture for a multi-account, event-driven, HIPAA-compliant platform serving thousands of users. I architected production data lake infrastructure using Apache Iceberg, AWS Glue, DMS, Kinesis Firehose, and Apache Airflow (MWAA), enforced Lake Formation tag-based access control, and enabled federated analytics with Redshift, Athena, Tableau, Domo, and Fivetran.

I also built a production-ready Generative AI “AI-Core” library abstracting LangChain for enterprise reliability, observability, and compliance (including LangSmith Hub integration and secure secrets-based access). For real-time healthcare needs, I designed CGM streaming and integration with OAuth 2.0 provider flows, webhook ingestion, de-identification pipelines, and GraphQL APIs.

Previously, as CTO at WebTeb (acquired by WebMD), I led technology strategy and R&D from early stage to acquisition. I built and managed distributed teams, executed AWS cloud migration for scalable architectures, and delivered systems that supported growth while maintaining high reliability.