15+ years building and shipping products at scale—from founding SaaS ventures to architecting AI-powered platforms. I combine deep SWE expertise with business leadership to drive product vision, go-to-market strategy, and revenue growth.
15+ years building and shipping products at scale—from founding SaaS ventures to architecting AI-powered platforms. I combine deep SWE expertise with business leadership to drive product vision, go-to-market strategy, and revenue growth.
Cross-functional force multiplier who solved infrastructure challenges, established the AI program, and built systems that enabled product, engineering, marketing, and executive teams to operate at their best
Transformed infrastructure by migrating to AWS EKS and implementing GitOps CI/CD that accelerated deployments by 30x
Established and led the company's AI program, developing autonomous agents with LangChain that became central to our product strategy and fundraising narrative
Built the data infrastructure and analytics pipelines that connected marketing, product, and engineering teams—enabling everyone to make metrics-driven decisions
Bridged product and engineering by creating a cross-functional ideation portal that unified teams around shared goals and transparent delivery
Partnered directly with co-founders and executives to turn strategic vision into technical reality, from AI-enabled onboarding to compliance frameworks
Built HIPAA-compliant infrastructure enabling team growth from 3 to 10+ engineers
Created CDK foundation with reusable compliance-ready constructs that let engineers deploy autonomously
Led transition of 250K MAU healthcare app from contractors to in-house, coordinating AWS, vendors, and hospital leadership
Established CI/CD for iOS/Android deployments while mentoring team on AWS and serverless patterns
10-year journey from research software to Staff-level platform engineering
Mississippi State (2010-2014): Won grants and built software tracking "human sensors" (social media users) during disasters like Hurricane Sandy
Food Service Warehouse (2015-2016): Early Kubernetes adopter—built production clusters when K8s was pre-1.0
Protectwise/Verizon (2016-2018): Operated 100+ node cassandra clusters and $10M+/yr AWS infrastructure at petabyte scale
Cardfree (2018): Modernized PCI-compliant payment systems handling millions in transactions
CyberGRX (2018-2020): Transformed deployment velocity through cloud-native CI/CD, having a cross-org impact accelerating product development
View my technical projects and business ventures at https://jakegaylor.com/projects/
References available upon request
Jake is a force for good unlike any other. He migrated our infra to a cheaper and more scalable system, crafted a CI pipeline that accelerated deploys by 30x, and taught the whole company how to make data-driven decisions by building and showcasing an entire product analytics stack. And that was just his first 6 months.
Director Platform Engineering, Cloaked
I watched Jake redo a build and deploy process over the span of 3 days, whip up a presentation, and get every engineer in the org up to speed using it to deploy new services, a moment I'll never forget because our productivity EXPLODED afterwards.
Software Engineer, CyberGRX
I also wanted to second (third? Fourth?) Jake's skills here. I don't have anything unique to add as everyone else has already covered it, but this man will help you achieve what you need.
Senior Platform Engineer, Inception Health