Bailey Hendrickson

I’m a senior software engineer with more than twenty years spanning application development, systems engineering, and cloud architecture. My throughline is ownership: I like being the person who understands a system from the C# in the request handler down to the load balancer and DNS in front of it, rather than stopping at a service boundary. That end-to-end habit came from working across ad tech, financial services, insurance, and retail — environments where the interesting problems usually live in the seams between the application and the infrastructure.

Most recently, at Inuvo, I worked on the C#/.NET portfolio behind a large owned-and-operated publishing business. I led the migration of the flagship search-monetization application to AWS — containerizing services with Docker, deploying on ECS with Fargate for auto-scaling, and reworking the data layer for cloud portability. Alongside that, I built an AI-assisted content platform on the OpenAI and Gemini APIs, designed the header bidding integration powering display monetization, and moved the team’s observability from a self-hosted ELK stack toward Datadog APM.

Before that, I spent nearly a decade at Acxiom. On the HSBC account I led a client portal migration from Classic ASP to ASP.NET and modernized ETL pipelines, working in a regulated financial services environment with real separation-of-duties and audit requirements. On the Walmart account I administered Linux servers and IBM middleware in a PCI-compliant setting. Earlier still, I built policy issuance and rate extraction systems in the specialty insurance world. That range is deliberate — it’s why greenfield cloud work and decades-old enterprise constraints both feel familiar.

These days I’m deepening my infrastructure-as-code practice with Terraform. This site itself is part of that: it runs on a fully IaC-managed static hosting setup (S3, CloudFront, ACM, Route 53) with an OIDC-based GitHub Actions pipeline. I’m most interested in individual contributor roles where engineering is central to the business and the stack is modern.

You can find my full work history on the CV page.

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