Jeffrey Littlepage
@jeffreylittlepage
Senior DevOps and engineering leader driving cloud migrations, automation, and high-performing distributed teams.
United StatesWhat I'm looking for
I am a success-driven engineering leader with deep experience in DevOps, digital transformation, and product lifecycle management. I specialize in modernizing enterprise healthcare solutions and enabling distributed teams to deliver predictable, high-quality software.
At Oracle Health and Cerner, I led large cloud migrations to OCI and AWS, implemented API-driven control planes, and transformed testing platforms to cut cycle times and accelerate deployments. I have repeatedly delivered automation that increases deployment velocity and reduces defects.
I build and scale global DevOps teams, implement SLOs/KPIs, and introduce ITIL and observability practices that improve MTTA/MTTR and operational efficiency. I focus on empowering engineers, streamlining processes, and protecting engineering capacity.
I am passionate about leveraging leadership, automation, and cloud-native practices to drive business outcomes—improving time-to-market, system reliability, and customer satisfaction.
Experience
Work history, roles, and key accomplishments
OHLed migration and modernization of EMR solutions to Oracle Cloud (OCI), enabling 6x more automated daily deployments across 20 tenants and reducing test cycle time from 15 to 5 days while improving MTTA/MTTR by 10%.
Director, Engineering
Cerner Corporation
Jul 2021 - Apr 2023 (1 year 9 months)
Directed 24x7 global operations of a development ecosystem for 6,500+ consumers and 15,000+ SDLC systems, implemented ITIL processes that eliminated 350+ manual hours and improved operational efficiency across 52 critical applications.
Director, Engineering
Cerner Corporation
Oct 2019 - Jul 2021 (1 year 9 months)
Led migration of multiple solutions to AWS and created an API-driven control plane enabling 70% faster deployments; managed 50+ staff across 7 global teams and reduced downtime by 65% while increasing deployment frequency by 20%.
Manager, Engineering
Cerner Corporation
Mar 2014 - Oct 2019 (5 years 7 months)
Spearheaded build/deploy/test pipeline automation delivering a 3x increase in pipeline velocity and reduced build times by 60%, improving delivery predictability and software quality across clinical solutions.
Manager, Engineering
Siemens Medical Solutions AG
Feb 2012 - Mar 2014 (2 years 1 month)
Drove DevOps adoption and infrastructure-as-code practices, enabling cost-optimized AWS environments that avoided ~$275K in hardware costs and increased test coverage by 25% to improve software reliability.
Manager - Headquarters Support
Siemens Medical Solutions AG
Feb 2009 - Feb 2012 (3 years)
Led global incident and problem management for clinical and radiology systems, managing 24x7 SRE teams and major incident response while coordinating client and executive communications.
Education
Degrees, certifications, and relevant coursework
UFUniversity of South Florida
Bachelor of Arts, English
Completed a Bachelor of Arts degree in English at the University of South Florida in Tampa, Florida.
Availability
Location
United StatesAuthorized to work in
Social media
Job categories
Interested in hiring Jeffrey?
You can contact Jeffrey and 90k+ other talented remote workers on Himalayas.
Message JeffreyFind your dream job
Sign up now and join over 100,000 remote workers who receive personalized job alerts, curated job matches, and more for free!
