For startups in regulated industries, compliance deadlines can arrive faster than expected, often before systems are ready. In this talk, Chandler Ferry presents a practical approach to tackling regulatory challenges through automation, using OpenAPI-driven SDK generation to streamline development and enhance security. Ferry outlines a workflow that begins with Swagger-based API design to align teams, followed by OpenAPI validation to enforce compliance and security standards. Automatically generated SDKs then support this foundation by eliminating code duplication, maintaining type safety, and managing critical operations such as HMAC signing and token renewal. This approach minimizes manual effort, reduces human error, and simplifies long-term maintenance, allowing teams to move faster while staying compliant.