
Kaiser Jayakody
Business-first Technology & Transformation Executive
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About
Business-first Technology & Transformation Executive with 28 years of progressive leadership scaling technology organizations from 10 to 700+ professionals while stewarding $200M+ CAPEX and $30M+ OPEX technology budgets across SaaS, asset management, capital markets, and regulated industries. Proven architect of multi-year technology and AI strategy roadmaps, operating model redesigns, and digital transformation programs that have driven consulting margin expansion from 37% to 53%, established margin measurement frameworks achieving 69%, and grew regional product revenue contribution from 2% to 12% of global share within 3 years. Equally accountable for building run-the-business foundations (operational frameworks, SLA structures, cybersecurity governance, cost control) and driving change-the-business acceleration (cloud migration, platform modernization, AI enablement, digital product velocity).
Strategic executive partner to CEOs, CFOs, and boards - translating technology investments into measurable P&L outcomes, shareholder value, and competitive differentiation. Known for building high-performing, cross-functional organizations that bridge the gap between business strategy and technology execution, with a signature ability to turn complex enterprise transformations into repeatable operating models.
Experience
Director, Professional Services at Deighton - Infrastructure Asset Management (2025-01 – 2026-02)
Provided strategic oversight of the Professional Services division serving 26 US state agencies and approximately 20 global client organizations, aligning cross-functional delivery teams - including directors, managers, project managers, implementation experts, consultants, and technical specialists - to organizational goals, client expectations, and ISO 55000 industry standards. Owned divisional budgeting ($16M USD/year), resource planning, and performance metrics.
- Led the development and execution of scalable service delivery models across public and private sector clients, enhancing operational efficiency, client value realization, and long-term partnership development.
- Partnered with Product and Engineering divisions to drive product enhancements and eliminate technical debt, while collaborating with the Growth division to capitalize on expansion opportunities across software and services revenue streams.
- Established margin measurement frameworks that took the division from no formal margin tracking to achieving 69% margins - delivering demonstrable P&L impact within the first year.
- Championed integration of digital transformation initiatives and emerging technologies into service offerings, positioning the division as a forward-looking asset management solutions provider.
Partner, Director Consulting Services (VP-Equivalent) at CGI - Federal Government & Enterprise Technology (2019-08 – 2024-12)
Served as trusted advisor to major Federal Government clients - including Public Services and Procurement Canada, House of Commons, and Employment and Social Development Canada - in the ERP (SAP) and emerging technology (RPA) space, navigating complex unionized, regulatory, and compliance environments. Led delivery excellence for a robust team of approximately 100 SAP experts (employees, partner teams, and subcontractors).
- Ensured value realization through governance, gap identification, benefits delivery, risk and compliance management, and organizational change management (ADKAR).
- Represented the practice on CGI's Global SAP Platform, driving strategic alignment between client transformation goals and CGI's enterprise service delivery capabilities across federal and Treasury Board project management standards (NPMS).
- Served as Opportunity Pursuit Leader for RFI/RFP responses, owning end-to-end bid strategy - from opportunity analysis, solution estimation, and compliance audit through proposal documentation, executive approval, negotiations, and contract signing.
- Managed post-sales customer fulfillment from engagement through delivery and closure, safeguarding client and CGI interests through Design Authority governance and scope control while growing executive relationships and collecting Voice of Customer insights.
- Advised clients on strategic use of System Integrators, captive teams, and managed services for SAP S/4HANA cloud migration and modernization programs, leveraging intelligence from in-house, industry, and data ecosystems to optimize cloud infrastructure costs, maximize ERP journey value, and minimize risk.
- Leveraged CGI's centralized InfoSec team within the proximity unit structure to address account-level security and compliance requirements, coordinating vulnerability assessments, data protection standards, and security audit readiness across all federal client engagements.
Contract Engagements - Capital Markets & HCM Integration at Canada Pension Plan Investment Board (CPPIB) / Sterling Backcheck (2018-09 – 2019-07)
Created PMO/PDO from inception for CPPIB's transformation programs on robotic business process automation and modernization ($3.5M CAD), spanning capital markets and treasury solutions including SimCorp, Yardi, Investran, SWIFT, Murex, and data management systems. Led HRMS/HCM integration projects at Sterling Backcheck, integrating ATS platforms (SuccessFactors, iCIMS, Workday, Taleo) for key revenue accounts exceeding $1M CAD.
- Modernized data flows and refactored web services to HR-XML standards.
- Developed strategy roadmaps, change plans, governance frameworks, and stakeholder engagement strategies using PCT assessments and Prosci ADKAR methodology, recovering at-risk client relationships and driving organizational readiness across complex stakeholder environments.
Strategic Product Manager - CIO's Executive Leadership Team (VP-Level Accountability) at Ericsson - Global Telecom & ICT (2011-12 – 2018-09)
Served on the CIO's Executive Leadership Team with PMO/PDO and information security portfolio governance responsibility for $200M CAD CAPEX and $30M CAD OPEX budgets, driving global technology strategy, cybersecurity posture, and corporate alignment across 173 countries in a complex multi-union environment. Built and led a greenfield PMO/PDO organization of 130 professionals - including Business Program Managers, Project Managers, Project Expediters, and Business Analysts - overseeing 40 globally distributed product teams of 20 members each.
- Drove SAP multi-market implementation (MM, PS, FICO, HCM modules) across M&A and divestiture programs, while managing end-to-end agile product development and DevOps implementation across global ICT centers.
- Led the global COTS product rollout and delivery ($50M USD) and onboarding of 700+ resources for Ericsson India ($70M USD), serving as the single point of contact for North America toward India delivery operations.
- Championed the Client Transformation Program, driving enterprise application modernization and cloud migration while transforming the IT landscape from Windows to a hybrid proprietary/Linux platform for 115,000+ users and equal contractor base - completing within 3 years against an expected 5-year timeline.
- Managed enterprise vendor ecosystem including Dell, HP, Juniper, NetApp, Cisco, IBM, Red Hat, and TCS, using data analytics to establish key metrics for evaluating partner performance, product quality, reliability, and adoption.
- Established run-the-business operational frameworks - including SLA structures, service availability standards, and operational handoff protocols - building the sustainable foundation for global IT service delivery that operational teams maintained at scale across 173 countries.
Manager, Advance Services Division at Cisco Systems India Pvt Ltd. (2006-06 – 2011-12)
Managed a team of 135 professionals (9 Managers, 12 Project Managers, 9 Technical Account Managers, 45 Engineers, 60 Support Engineers) in the Advance Services Division, delivering communications and collaboration solutions across EMEA, APAC, and LATAM theaters for Fortune 500 clients. Owned $15.5M USD in monthly recurring revenue and grew the region's contribution from 2% to 12% of global product revenue within 3 years.
- Scoped and delivered the first-ever end-to-end telco collaboration that leveraged partner competencies to jointly deliver Cisco services - establishing a new go-to-market model replicated across other regions.
- Built support divisions and a monitoring team from the ground up for an internal business unit, and drove cost reduction per interaction from USD $20 to USD $5 - a 75% efficiency improvement.
- Developed and re-engineered product delivery processes including SaaS implementations, B2B integrations (BSS), and bandwidth assessment services, driving improvements in quality, reliability, and client satisfaction across the global services portfolio.
Senior Group Leader at Wipro Inc.
Team Manager at Slash Support / CSS Corp
Technical Support Specialist at Dell Inc.
Team Leader at Astem Technologies
Education
MBA, Marketing & Human Resources - Sikkim Manipal University
Aircraft Maintenance Engineering - Hindustan Institute of Engineering Technology

