Jacob W

CTO, Co-Founder @ Stealth | Security

EncryptaSphere

Oct 2025 - May 2026 • 7 mos

Co-founded and led technology strategy for an early-stage cybersecurity startup — owned architecture decisions, investor conversations, and design-partner conversations through the company's initial build phase.

Head Of Architecture

Sweetch • Vollzeit

Nov 2020 - Oct 2025 • 4 yrs 11 mos

Led architecture and technical strategy at a HIPAA-compliant digital health platform, owning end-to-end infrastructure design across a multi-account AWS environment and driving the company's transition to AI-first development. • Built a production-grade GenAI framework in Python over LangChain and LangSmith — covering prompt lifecycle management, agent orchestration, thread-safe caching, async/sync compatibility, and multi-environment deployment. Runs in production across all AI-driven product features. • Architected a multi-account AWS data lake consolidating data from 4 business units, with PII hashing, raw/lake/warehouse layers, and support for Athena, Glue, and Redshift federated queries — fully HIPAA-compliant. • Designed real-time integrations with leading medical device manufacturers, covering CGM data streaming, ingestion pipelines, and downstream health analytics. • Delivered a distributed batch processing system on EventBridge, Kinesis, SQS, and AWS Batch/ECS Fargate for high-scale health data operations across PostgreSQL, DynamoDB, and Apache Iceberg. • Built an internal CDK constructs library in TypeScript, adopted org-wide to standardize infrastructure patterns and accelerate team delivery. • Managed a team of 5 infrastructure engineers, setting architectural standards and mentoring across the broader engineering organization. Stack: Python · TypeScript · LangChain · LangSmith · AWS Bedrock · AWS CDK · EventBridge · Kinesis · Lambda · DynamoDB · Aurora PostgreSQL · Apache Iceberg · Glue · Athena

Chief Technology Officer

WebTeb ويب طب • Vollzeit

Sep 2011 - Oct 2019 • 8 yrs 1 mo

Led engineering and product technology at WebTeb, one of the world's largest digital health platforms, growing the product to 25 million monthly users and guiding the company through eventual acquisition. • Built and led a cross-functional engineering organization of ~25 people spanning mobile, web, and backend — recruiting, growing, and managing team leads across the full company lifecycle. • Owned all technology decisions across the platform: backend systems, mobile application architecture, data pipelines, and cloud infrastructure on AWS. • Designed and implemented Big Data infrastructure on AWS, enabling large-scale health data processing and analytics to support platform growth. • Partnered with C-level leadership on technology strategy, product roadmaps, and translating business objectives into engineering execution. • Took the company's technology from early-stage to the scale and maturity that supported acquisition.