Ed Keisling

CEO

Boston, MA, United States31 yrs 1 mo experience
Most Likely To SwitchHighly Stable

Key Highlights

  • Over 30 years of experience in enterprise-scale solutions.
  • Led global AI strategy for a major software company.
  • Advocate for human-centered AI transformation.
Stackforce AI infers this person is a strategic technology leader in the SaaS and AI sectors.

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Skills

Other Skills

Software DevelopmentJavaLinuxScrumWindowsIntegrationUnixEnterprise SoftwareSOAAgile MethodologiesLeadership DevelopmentCareer EducationProject ManagementCommunicationStudent Development

About

Strategic technology leader and Chief AI Officer with over 30 years of experience architecting enterprise-scale solutions for Fortune 500 companies and global organizations. My career has evolved from foundational work in rules-based decisioning and complex system architectures at Pegasystems to executive roles at Vecna Technologies and Progress Software leading cross-functional teams across product, engineering, analytics, program management and infrastructure management. Today, I lead the global AI strategy for Progress, driving the transition from isolated prototypes to enterprise-grade orchestration. I am a firm advocate for the "AI-First, People-First" doctrine, believing that successful transformation depends on bridging the gap between engineering execution and human-centered business vision. As a frequent speaker and contributor to forums like Computerworld’s Today in Tech, Tech Innovators Spotlight, CXO Spice and Bloomberg TV, I advocate for a "Crawl-Walk-Run" methodology that prioritizes measurable ROI and data sovereignty over marketing hype. My commitment to continuous learning extends to my 20-year involvement with the MIT Undergraduate Practice Opportunities Program (UPOP), where I serve as a mentor, presenter, and board member, as well as 10 years with the UNH Pathways Mentorship Program.

Experience

31 yrs 1 mo
Total Experience
7 yrs 9 mos
Average Tenure
8 yrs 9 mos
Current Experience

Progress

5 roles

Chief AI Officer

Promoted

Feb 2025Present · 1 yr 4 mos

SVP, Engineering

Dec 2022Feb 2025 · 2 yrs 2 mos

  • Head of the the Infrastructure Management Engineering teams -- including the WhatsUp Gold, Flowmon, Chef, and Loadmaster products.

Vice President, Product Development

Promoted

Apr 2020Dec 2022 · 2 yrs 8 mos

  • Head of the Global Software Engineering and Product Management teams responsible for the OpenEdge, Corticon, and WhatsUp Gold products that drive ~300 million of revenue each year.

Senior Director, Software Engineering

Promoted

Jan 2019Mar 2020 · 1 yr 2 mos

  • Head of the Global Software Engineering and Program Management teams responsible for the OpenEdge product.
  • Implemented organizational changes to encourage better collaboration, engagement, and efficiency resulting in 20% improvement in velocity and 80% improvement in bug resolution year over year.
  • Cross trained other product groups within the division on SAFe and re-launched lean, empowered, self-organized teams with a focus on driving business value for the customers.

Director of Business and Agile Operations

Aug 2017Jan 2019 · 1 yr 5 mos

  • Responsible for US based Engineering of the OpenEdge product comprised of approximately 60 engineers.
  • Trained hundreds of team members worldwide on Agile best practices and the SAFe framework.
  • Launched multiple distributed Agile Release Trains (ARTs) and provided both individual and team based coaching. Helped establish multiple metrics for measuring process, organization, and team effectiveness.

Athenahealth

Executive Director, Product Engineering Operations

Nov 2016Feb 2017 · 3 mos · Watertown, MA

  • Responsible for managing several key programs including Technical Program Management, Agile Transformation, Release Management, and Strategic Planning and Communication for the 1500-person Engineering organization.
  • Managed 8 direct reports and 50 total team members including 30 Technical Program Managers.

Vecna technologies

2 roles

Vice President, Engineering

Nov 2015Oct 2016 · 11 mos · Cambridge, MA

  • Lead product development and technical services teams, consisting of approximately 80 team members spanning software engineering, infrastructure technology, analytics, compliance, support, and project management.
  • Helped relauch Agile/SAFe with focus on clarity of roles, ownership, and transparency and Lean practices.
  • Responsible for all software and hardware development activities for flagship Healthcare Patient Portal Application. Helped lead restructuring of the Engineering organization with an emphasis on accountability and execution. Member of team transitioning product to services-based model to fully leverage the Cloud with focus on security and scalability.
  • Created an Analytics team for to help monitor key SLA's. Helped create new dashboards to track key business functionality and drive ROI internally and for customers. Leveraged Tableau for Business Intelligence needs.

Vice President Technical Services

Jan 2012Nov 2015 · 3 yrs 10 mos · Cambridge, MA

  • Secured $25 million dollar contract to support the Vetlink application at VA nationally. Managed the PMO organization to support all contract deliverables for the VA program.
  • Developed tools, processes, and staff to support over 5000 physical devices and 70,000 end users supporting millions of veterans. Partnered with a managed service provider to provide Tier 1 support for all of the company's products. Quadrupled the size of the existing Tier 2 support organization, created metrics and escalation processes for ongoing operations of the team focusing on continuous improvement and self-organization.
  • Doubled the size of the system engineering team responsible for installing, configuring, upgrading and maintaining the network and run time environment for over 300 servers running the Tomcat/Java/Postgres application with a focus on automation and re-usability.
  • Created a Network Operations Center based on proactive monitoring and remediation of the environment by creating a data warehouse. Created ticketing processes and metrics to track and manage work.
  • Drove the analysis and re-engineering of existing business processes and applications and helped identify new technologies for supporting IT initiatives. Worked to expand, stabilize, and monitor the Enterprise's physical and hosted infrastructure and created an Enterprise knowledge base for the company.
  • Drove PCI-DSS, PA-DSS, HIPAA and DIACAP Compliance initiatives.

Pegasystems

4 roles

Director Deployment Engineering

Promoted

Dec 2005Jan 2012 · 6 yrs 1 mo

  • Lead architect for software engineering teams located in Cambridge, MA and Hyderabad, India. Provided oversight/and or direct management for 18-20 engineers. Co-ordinated software engineering efforts with other Engineering Leads to develop the industry leading core J2EE Business Process Management (BPM) product. Acted as interim Product Manager for the teams to identify customer requirements and schedule new features . On the first team at Pega to move to Scrum.
  • Responsible for the following mission critical product areas: deployment, installation and upgrade tools, and development tools. Engineered deployment solutions for Websphere, Weblogic, and Tomcat on Linux, Windows, Solaris and z/OS Operating Systems. Database installation and administration included SQL Server, Derby, Oracle, DB2/z, and UDB. Focused on robust, repeatable processes for seamless deployment of the application stack.
  • Developed tools for the Amazon Cloud (AWS) to quickly deploy pre-configured applications for customers.
  • Lead architect for rules based J2EE applications for managing business assets in the application.
  • Developed service pack and hotfix strategies and technologies
  • Created a one click “Personal Edition” of the PRPC product that included pre-loaded and configured versions of Tomcat, Derby, and Java to allow less technical users to evaluate the product.
  • Managed a four person team responsible for supporting development Infrastructure and release engineering. Development infrastructure consisted of a heterogeneous environment of UNIX, Linux, and Windows operating systems, as well as Oracle, UDB, and SQL Server Databases. (12/05 – 5/09)
  • Assisted with architecture and engineering of numerous tools to automate and monitor release engineering processes utilizing CVS, ANT, XML, scripting, and SQL Server. Responsible for maintaining and reporting system uptime and stability and producing nightly, milestone, and production releases. (12/05 – 5/09)

Engineering Services Manager

Promoted

Jul 1998Dec 2005 · 7 yrs 5 mos

  • Manager of the Technical Services team responsible for developing and growing our Partner relationships. Responsible for managing multiple large-scale projects and providing situational management for escalations. Provided support necessary to effectively resource, manage, monitor and report on Partner Operations activities.
  • Responsible for providing Technical Expertise, training, and consulting to our largest partners and resellers.
  • Focused on developing repeatable and reliable deployment mechanisms using cloning strategies and scripting on Solaris, AIX, and Windows platforms.
  • Recommended appropriate interface specifications and designs
  • Assisted with developing sizing tools for application suites to estimate load, CPU, memory, and disk requirements.
  • Responsible for Year 2000 rollover project.
  • Managed a team of 4 System Engineers

Software Implementation Manager, Principal Software Engineer

Promoted

Jul 1997Jul 1998 · 1 yr

  • Accountable for successful project delivery and customer realization of projects. Actively contributed to the success of the customer projects through PRPC knowledge, account development, and project management skills.
  • Responsible for hardware and software integration.
  • Recommended appropriate interface specifications and designs.
  • Assisted with sizing and tuning of application and hardware.
  • Prepared and presented sales presentations for existing clients and prospects.
  • Maintained utilization in excess of 80% to drive services revenue.
  • Acted as an Escalation resource for Eastern Americas Services Region.
  • Managed a team of 4-5 Software Service Consultants.
  • Development the first in-house document management system that provided indexing capability of corporate documents.
  • Developed, designed, and delivered technical system administration training to customers.

Senior Software Services Consultant

Aug 1994Jun 1997 · 2 yrs 10 mos

  • Dedicated services resource for 7-10 named accounts. Primary area of responsibilities included successful technical project delivery and customer realization of business benefits.
  • Responsible for the Project Management, Implementation, and Support of hardware and software installations
  • Installed and configured Pegasystems' Enterprise software across multiple hardware platforms (UNIX, NT, MVS, VMS)
  • Provided onsite training, technical consulting, and relationship management at highly sensitive client sites.
  • Assisted with maintaining internal systems and writing implementation documentation.
  • Responsible for mentoring junior members of the group.

Education

University of New Hampshire

B.S — Mathematics/Computer Science

Jan 1990Jan 1994

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