Brendan O'Leary

Experienced Software Executive, DevOps CI CD advocate, User Experience Zealot


More About Me
About Me

Executive Summary

Profile Picture

Skilled in managing application development. Experienced with Agile Scrum, Kanban and Scaled Agile practices. Zealous advocate for the user experience. Highly motivated, results oriented, vast experience in dealing with clients, customers, and end users of information system solutions.


I have over 12 years of experience as both an engineer and a leader. I have worked at a high level as an integration specialist, Product Manager, and Director for a diverse set of software vendors. This experience with a wide variety of technologies as well as experience with the integration of various information systems has allowed me to play a major role in improving and streamlining the workflow at Fortune 100 companies, top hospitals across the United States and the Department of Defense.

Contact Information

  • Fullname: Brendan O'Leary
  • Phone: (+1) 410 279-3957
  • Email: boleary (at) olearycrew (dot) com


Work Experience

Implementation Engineer

October 2017 - Present


Act as the technical representative leading the direct interaction with the customer’s personnel and project teams by rolling out the best practices. Helped the customer to faster benefit from the Gitlab solution for business value. Collaborate with product management and engineering teams on the actual field experience through customer engagement and implementations.

Director, Release Management

October 2016 - October 2017

Orbis Technologies, Inc.

Build strong DevOps focused group within Orbis, a government and commercial contractor. Supported large programs for delivery to top-tier Fortune 100 companies and US Department of Defense, including United States Special Operations Command (SOCOM). Led adoption of continuous integration and continuous delivery methodologies both within Orbis and within the DoD itself.

Director of Operations

June 2008 - October 2016

Applied Software, Inc.

Involved in managing all aspects of the company from support to implementation to new and current product development. Led implementation of Agile Scrum methodology, increasing engineering productivity by 400%. Responsible for many enterprise-level project management functions such as business development with well respected software vendors in the healthcare industry.

Interface and Support Specialist

June 2006 - June 2008

Applied Software, Inc.

Worked with ASI’s software package for mammography information management. Worked with centers and large hospitals to fit our software into their clinical workflow. Managed various projects to automate workflow tasks with HIS, RIS and other hospital systems.

Systems Technician

July 2003 – August 2004

Business Network Consulting

Designed, implemented, and maintained a variety of Windows networks, servers, workstations, and networking equipment for a variety of clients. Consulted with various businesses on ways to improve their business model based on business requirements and technological needs.

IT Consultant

June 2001 – August 2006

Clyde Bergmann, EEC

Worked as a direct report to the CIO of EEC. All areas of IT including troubleshooting, networking, and enterprise server management. Helped to migrate a NT 4.0 domain to a 2003 Sever environment. Supported various departments including engineering & sales divisions.


University of Maryland, College Park

May 2008

Robert H. Smith School of Business

Information Systems. Citation: College Park Scholars; Science Technology and Society

Certifications & Awards

SAFe Agilist

February 2017

Scaled Agile, Inc.

The Scaled Agile Framework is a proven, publicly available framework and website for applying Lean and Agile practices at enterprise scale.

TS/SCI Security Clearance


U.S. Government

Department of Defense Top Secret Clearance. SCI Pending.



Languages & Frameworks
  • JavaScript
  • Node.js
  • JAVA
  • Meteor.js
  • EXT.js
  • Ember.js
  • Jekyll
  • Python
  • Ruby
  • FoxPro
  • HTML, CSS, SASS, etc.


Development Management
  • Git
  • GitLab
  • Agile Scrum
  • Kanban
  • Scaled Agile (SAFe)
  • BitBucket
  • GitHub
  • SVN


Continuous Integration
  • GitLab CI
  • Terraform
  • Helm
  • Docker
  • Jenkins
  • Ansible
  • Puppet/Chef


Cloud Platforms
  • Kubernetes
  • Amazon AWS
  • Google Cloud Platform & GKE
  • Heroku
  • Microsoft Azure


Database Technology
  • PostgreSQL
  • SQL
  • MarkLogic
  • MongoDB
  • Redis
  • Access
  • MySQL
  • FoxPro


General Technology
  • Word
  • Excel
  • PowerPoint
  • Linux
  • Windows Server
  • SSH
  • REST
  • MVC

Some of my work


My Core Values &
Philosophy on Software Development

My philosophy on software development has been shaped by many well-known influencers from software and technology. I also believe there is much be be learned from others outside of the technology space. As every company becomes a software company, quality reliable software will define the next generation of businesses and social change agents.


I'd Love To Hear From You.