I’m Damien Michalosky, a seasoned IT professional with over 20 years of experience spanning DevOps, cloud engineering, software development, and release management. I thrive on automation, reducing manual toil, and delivering reliable, scalable platforms. I’ve led teams as a Scrum Master, influenced project planning and architecture, and enjoy building tools and processes that accelerate delivery. I’m passionate about cloud, containers, and open source tooling, and I enjoy mentoring others and solving complex engineering challenges.

Damien Joseph Michalosky

I’m Damien Michalosky, a seasoned IT professional with over 20 years of experience spanning DevOps, cloud engineering, software development, and release management. I thrive on automation, reducing manual toil, and delivering reliable, scalable platforms. I’ve led teams as a Scrum Master, influenced project planning and architecture, and enjoy building tools and processes that accelerate delivery. I’m passionate about cloud, containers, and open source tooling, and I enjoy mentoring others and solving complex engineering challenges.

Available to hire

I’m Damien Michalosky, a seasoned IT professional with over 20 years of experience spanning DevOps, cloud engineering, software development, and release management. I thrive on automation, reducing manual toil, and delivering reliable, scalable platforms.

I’ve led teams as a Scrum Master, influenced project planning and architecture, and enjoy building tools and processes that accelerate delivery. I’m passionate about cloud, containers, and open source tooling, and I enjoy mentoring others and solving complex engineering challenges.

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Experience Level

Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
Expert
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Language

English
Fluent
Spanish; Castilian
Fluent

Work Experience

DevSecOps & Site Reliability Engineer (Senior Manager) at PricewaterhouseCoopers (PwC)
April 1, 2020 - January 1, 2023
Led a small team of 3 senior DevOps engineers to build and maintain a platform for onboarding and hosting client MVPs/POCs. Automated provisioning and environment setup using Terraform and Helm across Azure, AWS, and GCP; managed incidents; handled onboarding, upgrades, and security; supported GitHub Actions CI/CD and Kubernetes challenges.
DevSecOps & Site Reliability Engineer (Senior Manager) at PricewaterhouseCoopers (PwC)
January 1, 2023 - June 1, 2025
Operations engineer on the Analytics Foundation Big Data Platform, ensuring 24/7 platform stability, leading cost-saving initiatives, and onboarding 30+ spoke applications. Led migration from on-prem Hadoop to AKS-based data lake; cloud infra provisioning with Terraform; managed deployments with Jenkins and Azure DevOps; guided security discovery and architecture.
Systems and Software Engineer at Autocodigo LLC
April 1, 2017 - January 1, 2019
Freelance infrastructure and software engineering focusing on infrastructure as code and automation. Built Jenkins pipelines on Azure, automated DC/OS cluster setup with Ansible, mentored database automation team on DevOps best practices.
Consultant – Infrastructure Architect / Launch SRE at McKinsey and Company
April 1, 2017 - August 31, 2018
Helped define infra for MVPs in AWS and Kubernetes, built teams, and created training labs. Implemented IaC standards (Terraform, Ansible, Packer, Helm, CircleCI with CodeDeploy) to stand up highly available environments and ensure security and runbooks.
Lead DevOps Engineer at Jibo
August 1, 2015 - July 31, 2016
Led a small global DevOps team, owning AWS infrastructure, CI/CD pipelines, monitoring, and configuration as code. Collaborated with development and QA on builds, deployments, and reliability; established monitoring standards with Sensu, ElasticSearch, and CloudWatch; mentored engineers.
Consultant – DevOps Engineer at CareCloud
April 1, 2015 - June 30, 2015
DevOps consulting focusing on automation and cloud readiness; deployed infrastructure automation and monitoring improvements.
Consultant – DevOps Engineer at Cengage Learning
September 1, 2014 - February 28, 2015
DevOps consulting focusing on automation and cloud readiness; built automation for deployment and monitoring.
Consultant – DevOps Engineer at Pearson Education
February 1, 2014 - July 31, 2014
DevOps consulting; implemented infrastructure as code, CI/CD and cloud readiness.
Consultant - Linux / Tools / Automation Engineer at Carbonite
January 1, 2013 - October 31, 2013
Linux/automation roles; implemented IaC and automation across environments.
DevSecOps & Site Reliability Engineer (Senior Manager) at PricewaterhouseCoopers
June 1, 2025 - Present
Led a small team of senior DevOps engineers to build and maintain a platform enabling rapid onboarding and hosting of client applications, including sample repos, CI/CD pipelines, monitoring, and testing. Responsible for cloud provisioning (Azure with AWS/GCP for select solutions), incident management, onboarding new applications, environment provisioning with Terraform and Helm, uptime and monitoring, platform upgrades, security patching, and continuous improvement of tooling (GitHub Actions, Kubernetes).
DevSecOps & Site Reliability Engineer (Senior Manager) at PricewaterhouseCoopers
April 1, 2020 - May 1, 2024
Operations-focused engineer on the Analytics Foundation Big Data Platform, ensuring 24/7 platform stability, cost optimization, and onboarding spoke applications. Managed Azure infrastructure with Terraform, config management (Puppet/Ansible), automation via Bash and Python, and led a migration of 30+ spoke apps from v4 to v5. Engaged with customers in discovery, tracked security requirements, and managed large GitHub repository migrations to Cloud GitHub Enterprise.
Freelance Systems and Software Engineer at Autocodigo LLC
April 1, 2017 - December 31, 2019
Delivered infrastructure as code and automation projects, including a Jenkins CI/CD pipeline for Azure, Ansible-driven CentOS DC/OS cluster provisioning, and mentoring a database automation team on DevOps best practices and immutable infrastructure.
Consultant – Infrastructure Architect / Launch SRE at McKinsey & Company
April 1, 2017 - August 1, 2018
Joined the Launch SRE team to define infrastructure for MVPs in AWS and Kubernetes. Contributed to team-building, training, and labs; implemented infrastructure as code (Terraform, Ansible, Packer, Helm) and CI/CD (CircleCI, CodeDeploy) across AWS and Kubernetes; ensured MVPs were highly available, monitored, and had handoff runbooks.
Consultant - Lead DevOps Engineer at Houghton Mifflin Harcourt
July 1, 2016 - February 1, 2017
Led automation and cloud readiness efforts; served as AWS infrastructure expert, moving from data center to cloud, automating environment creation with Terraform, redesigning VPCs, enabling auto-scaling with Chef, and introducing Packer for AMI creation.
Consultant – Linux / Tools / Automation Engineer at Carbonite
January 1, 2013 - October 1, 2013
Implemented automation and tooling for scalable backup and data service platforms, focusing on reliability and performance.
Consultant - Linux / Hadoop Architect at CSG (Quaero Division)
August 1, 2012 - September 1, 2012
Architected Linux and Hadoop-based data processing pipelines; advised on deployment and performance optimizations.
Consultant - Production Engineer at Meltwater
January 1, 2012 - June 1, 2012
Provided production engineering support for social media analytics platform; improved deployment processes and monitoring.
Consultant – Infrastructure Architect at Novartis
July 1, 2011 - December 1, 2011
Supported infrastructure and automation efforts for pharmaceutical analytics projects.
Consultant - Linux Engineer at Nokia
January 1, 2011 - June 1, 2011
Delivered Linux engineering support for telecom infrastructure projects and deployments.
Consultant - Gomez SaaS Division at Compuware
January 1, 2008 - December 31, 2011
Production engineering and automation work for SaaS-based Gomez platform.
Consultant - Linux / Tools / Automation Engineer at Thrive Networks
January 1, 2008 - December 31, 2008
Early-career DevOps and automation consulting across client environments.
Systems Administrator at VistaPrint
January 1, 2005 - December 31, 2008
Managed systems administration and automation initiatives across production environments.
Systems/Software Engineer at Palladium Group, Inc. (formerly Painted Word)
January 1, 2004 - December 31, 2005
Contributed to systems and software projects, focusing on reliability and automation.
Software Engineer at Pegasystems Inc
January 1, 2000 - December 31, 2003
Software engineering roles contributing to large-scale automation and platform stability.
DevSecOps & Site Reliability Engineer (Senior Manager) at PricewaterhouseCoopers
January 1, 2023 - June 1, 2025
On a small team of senior DevOps Engineers, built and maintained a platform to onboard and host client applications. Responsibilities included provisioning environments with Terraform and Helm, platform uptime and monitoring, version control, security patching, and assisting other teams with GitHub Actions CI/CD and Kubernetes-related challenges.
Consultant - Lab Automation Engineer at Novartis
July 1, 2011 - December 1, 2011
Automated laboratory workflows and infrastructure supporting scale and reliability of lab data processes.
Consultant - Linux Engineer at Compuware (Gomez SaaS Division)
January 1, 2008 - January 1, 2011
Linux engineering and automation for SaaS infrastructure and performance optimization.
Systems Administrator at Thrive Networks
January 1, 2008 - December 31, 2008
Provided systems administration and operations support for clients, focusing on reliability and automation.
Network Engineer at VistaPrint
January 1, 2005 - January 1, 2008
Maintained network infrastructure, enabled connectivity across geographies, and supported IT operations.
Systems Administrator at Palladium Group, Inc. (formerly Painted Word)
January 1, 2004 - January 1, 2005
Managed systems and infrastructure to support research and client delivery services.
PC Support Technician at Pegasystems Inc
January 1, 2000 - January 1, 2003
Provided end-user and IT support within the enterprise environment.

Education

Computer Science at University of Massachusetts at Boston
January 11, 2030 - January 23, 2026
Computer Science (over 100 credits) at University of Massachusetts at Boston
January 11, 2030 - January 23, 2026
Computer Science at University of Massachusetts at Boston
January 11, 2030 - January 23, 2026

Qualifications

CompTIA Network+
January 11, 2030 - January 23, 2026
CompTIA Network+
January 11, 2030 - January 23, 2026
CompTIA Network+
January 11, 2030 - January 23, 2026

Industry Experience

Software & Internet, Professional Services, Education, Media & Entertainment, Computers & Electronics