Lyle Underwood
Senior Software Engineer | AI Production Reliability & Agentic Systems | 11 Years in B2B Commerce
11 yrs experience · Madrid, Spain · <10 hrs/week
About
Senior software engineer focusing on the production-reliability layer of AI features (harness engineering, retry/repair loops, context engineering). Builds agentic systems and full-stack B2B commerce experiences; reliability background from 11 years on a B2B commerce platform with $21B annual GMV, plus recent leadership on a DAM/PLM rebuild.
Skills
Experience
- Software Lead · ShowLabs10-20-2023
Joined as Lead Frontend Engineer; took over the software lead after prior technical leadership failed to execute. Rebuilt most of a DAM/PLM-style platform for apparel, footwear, and accessories.
- Director of Product Development · Emerald Holding Inc. (NYSE: EEX)2021 – 2023
PlumRiver acquired by Emerald Holding Inc. on Jan 6, 2021 for ~$34M. Stayed through the post- acquisition integration of the Elastic Suite platform. Led product development through scale-up: customer footprint growth, platform evolution, hiring, architecture decisions. Built advanced digital merchandising workflows: HTML/CSS catalog templating, automated headless- Chromium PDF pipeline, and a whiteboard-style infinite-canvas selling tool with React-based rendering. Built a modular client-extension architecture on a shared toolbox. Supported deep brand-specific customization without collapsing maintainability. Led an incremental Dojo → React migration across a live commerce codebase taking actual orders. No platform downtime, no feature freeze. Built real-time inventory with ERP sync, regional warehouses, multiple shipments, and date-based availability across 30+ currencies and 18 languages. Built the engineering team from the ground up. Wrote job descriptions, interviewed, made hiring decisions as the platform scaled.
- Engineering Lead · PlumRiver LLC2016 – 2020
Third employee. Built the core software platform behind a B2B wholesale commerce business. The same platform later acquired into PlumRiver, then Emerald, publicly associated with $21B annual GMV. Led product development through scale-up: customer footprint growth, platform evolution, hiring, architecture decisions. Built advanced digital merchandising workflows: HTML/CSS catalog templating, automated headless- Chromium PDF pipeline, and a whiteboard-style infinite-canvas selling tool with React-based rendering. Built a modular client-extension architecture on a shared toolbox. Supported deep brand-specific customization without collapsing maintainability. Led an incremental Dojo → React migration across a live commerce codebase taking actual orders. No platform downtime, no feature freeze. Built real-time inventory with ERP sync, regional warehouses, multiple shipments, and date-based availability across 30+ currencies and 18 languages. Built the engineering team from the ground up. Wrote job descriptions, interviewed, made hiring decisions as the platform scaled. Led product development through scale-up: customer footprint growth, platform evolution, hiring, architecture decisions. Built advanced digital merchandising workflows: HTML/CSS catalog templating, automated headless- Chromium PDF pipeline, and a whiteboard-style infinite-canvas selling tool with React-based rendering. Built a modular client-extension architecture on a shared toolbox. Supported deep brand-specific customization without collapsing maintainability. Led an incremental Dojo → React migration across a live commerce codebase taking actual orders. No platform downtime, no feature freeze. Built real-time inventory with ERP sync, regional warehouses, multiple shipments, and date-based availability across 30+ currencies and 18 languages. Built the engineering team from the ground up. Wrote job descriptions, interviewed, made hiring decisions as the platform scaled. Engineered core order-authoring and processing systems for a multi-tenant commerce platform serving hundreds of brands. Built ETL pipelines across heterogeneous legacy ERP systems on the input side, and EDI 850 + SAP order-output flows on the downstream side. Designed rules-engine discount and sales-program systems for complex brand-specific commerce requirements. Periods as the only engineer on the platform. Full-stack ownership across ordering, integrations, inventory, and merchandising. PlumRiver acquired by Emerald Holding Inc. on Jan 6, 2021 for ~$34M. Stayed through the post- acquisition integration of the Elastic Suite platform.
- Engineering Lead · Elastic Suite Inc.2012 – 2016
Third employee. Built the core software platform behind a B2B wholesale commerce business. The same platform later acquired into PlumRiver, then Emerald, publicly associated with $21B annual GMV. Periods as the only engineer on the platform. Full-stack ownership across ordering, integrations, inventory, and merchandising. Engineered core order-authoring and processing systems for a multi-tenant commerce platform serving hundreds of brands. Built ETL pipelines across heterogeneous legacy ERP systems on the input side, and EDI 850 + SAP order-output flows on the downstream side. Designed rules-engine discount and sales-program systems for complex brand-specific commerce requirements.
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