Senior IT Project Manager and Transformation Specialist

Leslie Boyd

Chicago, IL Senior IT Project Manager

*******@*****.*** 708-***-**** LinkedIn: [www.linkedin.com/in/leslie-boyd-866233b]

Professional Summary

Senior Technical Project Manager with 15+ years of experience driving enterprise-scale technology initiatives, cybersecurity programs, and digital transformation projects. Proven success aligning IT delivery with business strategy, implementing governance frameworks, and leading Agile and SAFe teams to achieve synchronized, measurable outcomes. Skilled in cloud modernization, SaaS delivery, and cybersecurity controls—including IAM, MFA, and data protection. Certified in Agile, Lean Six Sigma, and Google’s Cybersecurity and AI specializations, blending technical expertise with strategic leadership to enable secure, intelligent business operations.

Core Skills

●Program & Project Leadership:

Strategic Planning, Governance Frameworks, PMO Standards, SAFe PI Planning Facilitation, Agile Release Train (ART) Coordination, Risk & Dependency Management, Mentorship & Coaching

●Methodologies & Frameworks:

Agile (Scrum, Kanban, SAFe PI Planning), Waterfall, Hybrid Delivery Models, Roadmap Development

●Stakeholder Management:

Executive Communication, Consensus Building, Business Alignment, Relationship Management

●Technical Expertise:

Cybersecurity (Google Certified) • IAM & MFA • Cloud & SaaS Implementations • Infrastructure Modernization • Security Governance & Compliance

●Risk & Delivery Management:

Risk Assessment, Issue Resolution, Change Management, Success Metrics & Reporting

●Emerging Technology:

AI Integration (Google AI Essentials) • Process Automation • Data-Driven Decision Support

Professional Experience

Chicago Public Schools – Chicago, IL

Senior IT Project Manager (Contract) Oct 2022 – Jun 2025

●Directed enterprise-wide technology and cybersecurity initiatives, aligning technical delivery with district-wide strategy.

●Facilitated SAFe PI Planning to synchronize Agile Release Trains, manage dependencies, and ensure cross-team alignment.

●Migrated a 30-year legacy routing system to a SaaS platform, improving scalability, security, and audit compliance while reducing maintenance costs by 30%.

●Led an enterprise MFA rollout for 80,000+ accounts, cutting account compromises by 60% and lowering cyber insurance premiums by 11%.

●Established project governance frameworks to standardize delivery, risk management, and reporting.

●Mentored staff on PMO processes, Agile practices, and security-first project delivery.

Hub International – Chicago, IL

IT Project Manager May 2021 – Jul 2022

●Delivered enterprise O365 Exchange migrations and infrastructure upgrades, improving reliability and data protection.

●Applied cybersecurity principles and change management best practices to enhance user adoption and reduce disruption.

Leslie Boyd Chicago, IL Senior IT Project Manager *******@*****.*** 708-***-**** LinkedIn: [www.linkedin.com/in/leslie-boyd-866233b]

●Partnered across IT, business, and leadership teams to ensure alignment with enterprise compliance and risk goals.

●Created executive dashboards for CIO-level reporting, driving visibility and accountability.

Technical Business Analyst Nov 2019 – Apr 2021

●Led business and technical requirement sessions for enterprise risk and infrastructure initiatives.

●Supported security and compliance projects to strengthen data integrity and process resilience.

Magenium Solutions – Glen Ellyn, IL

IT Project Manager Aug 2018 – Jul 2019

●Managed concurrent client projects under the Microsoft Solutions framework, ensuring governance, scope control, and delivery excellence.

●Improved cross-team collaboration and milestone accountability through Agile project tracking.

Chamberlain Group – Oakbrook, IL

IT Project Manager & MFA Project Coordinator Apr 2018 – Aug 2018

●Managed Windows 10 migration for 2,800 endpoints, ensuring data integrity and endpoint security compliance.

●Coordinated multi-department rollout communications and technical task alignment.

University of Chicago – Chicago, IL

Project Coordinator Office 365 Aug 2017 – Apr 2018

●Supported university-wide migration from Xmail to Office 365, coordinating technical execution and end-user transition activities.

●Conducted data validation and cleanup using advanced Excel functions to ensure data integrity and reporting accuracy.

●Tracked deliverables, escalated issues, and maintained project documentation to support governance and on-time delivery.

Northern Trust Bank – Chicago, IL

Project Coordinator / Application Analyst Lead 2010 – 2014 & July 2015 – August 2017

●Coordinated 450+ concurrent IT projects across onshore/offshore teams, ensuring governance and operational continuity.

●Supported ServiceNow and Remedy implementations to strengthen service delivery and compliance.

●Led analyst training to elevate execution standards and delivery consistency.

Education & Certifications

M.A.S, Cyber Forenics & Security - Illinois Instiitue of Technology Expected graduation 2028

B.S., Computer Information Systems – DeVry University, Magna Cum Laude

B.S., Business Administration & Marketing – University of Illinois, Dean’s List

Certifications:

●Google Cybersecurity Professional Certificate (2025)

●Google AI Essentials Specialization (2025)

●Agile Certified Professional & Certified ScrumMaster

●Lean Six Sigma Green Belt

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