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KJ Stillabower

Executive Technology Leader specializing in SaaS platforms, AWS microservices, and security

Sandline GlobalIndiana University Maurer School of LawFalls Church, VA21 Years ExperienceExecutive Level

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About

Platform/infra engineer with deep Kubernetes (EKS) and VMware vSphere experience who has led a monolith-to-microservices transition for a credit lending decision platform. Built GitOps-driven Terraform delivery with strong governance, and used LaunchDarkly-based progressive rollouts plus Datadog observability to safely ship multiple times per day (reported ~6x throughput and 1/3 the bugfix tickets vs legacy). Also operates hybrid on-prem/AWS networking (firewall + Transit Gateway, BGP) and has handled high-stakes datacenter migrations (100TB Storage vMotion) under Sev1 conditions.

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Key Strengths

  • Designed and built an EKS-based Kubernetes platform with segmented networking, controlled ingress, and namespace discipline
  • Strong GitOps/IaC governance: Terraform with S3 remote state, PR-based plan/apply artifacts, and approval/segregation-of-duties guardrails to reduce drift
  • Reliability validation via multi-stage CI/CD testing, ephemeral environment spin-ups from manifests, and policy checks (limits, pod config, namespace adherence)
  • Production-safe rollout strategy using LaunchDarkly feature flags plus progressive traffic ramps (.1% → 1% → 10%) tied to observability signals
  • Demonstrated delivery impact: microservices team shipped multiple times/day with ~6x throughput and ~1/3 remediation tickets vs monolith; estimated 5–8x velocity improvement
  • High-pressure infrastructure troubleshooting: resolved ESXi host hard-locks during 100TB Storage vMotion migration by enabling persistent logs, running Sev1 escalation, and patching HBA firmware
  • Prevented recurrence by implementing automated host validation (host profiles + scheduled scripts) and cordoning unvalidated ESXi hosts

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Experience

Chief Technology OfficerSandline Global · Jun 2025 – Presentcontract
Executive Advisor, Enterprise Cloud, Data Center & SecurityWindval Technology · Apr 2023 – Jun 2025
Chief Information & Security Officer, Principal ArchitectDigniFi Tech Corp. · May 2022 – Mar 2023
Chief Technology & Information OfficerMorae Global · Mar 2017 – Apr 2022
Vice President of Technology, Infrastructure & IT OperationsClutch Group · Jul 2013 – Mar 2017
IT Technical Specialist – Product ManagerWashington Headquarters Service · Nov 2010 – Jul 2013
IP & Privacy AssociateCook Medical · May 2008 – Sep 2010
Sr. Customer Support & Release EngineerN2N Commerce · Jan 2007 – Sep 2007
DeveloperPerformance Strategies, Inc · May 2004 – Dec 2006

Education

Indiana University Maurer School of Lawdoctorate, Intellectual Property, Privacy and Internet (2010)
Purdue University School of Technologybachelor, Computer Information Technology – Software Development (2006)

Awards

  • Maurer Research Fellowship - Indiana University Maurer School of Law

Languages

English

Certifications

CISSP (2024)AWS Storage: File Professional (2023)Virginia Bar (Active) (2010)USPTO Patent Agent (2012)CCNA (2002, expired)CCNP: Route Switch (2003, expired)

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KJ StillabowerExecutive Technology Leader specializing in SaaS platforms, AWS microservices, and security