Program Manager It

BOLAJI OLAOJO

Bowie Maryland 240-***-**** ************@*****.*** LinkedIn Profile

AGILE COACH CYBERSECURITY EXECUTIVE IT PROGRAM MANAGEMENT LEADER

Translating Cyber Risk into Business Strategy Securing Innovation Across Cloud, Data, and Identity

Dynamic and results-oriented IT Program Manager and Cybersecurity Executive with over 14 years of progressive experience leading complex technology initiatives and over 7 years of specialized expertise in cybersecurity. Adept at delivering enterprise-scale solutions by combining strong leadership, strategic planning, and deep technical knowledge across cybersecurity, cloud infrastructure, and project lifecycle methodologies. Recognized for driving operational excellence, optimizing risk management strategies, and transforming business processes through innovation, governance, and compliance.

KEY ACCOMPLISHMENTS

Zero Trust & Cloud Security Integration: Led the enterprise rollout of Zero Trust architecture at Adobe by embedding security controls within CI/CD pipelines and DevOps workflows. Integrated Microsoft Defender and CrowdStrike EDR solutions across multi-cloud environments (AWS & Azure), enhancing threat detection and reducing time to containment by 40%.

M&A Cybersecurity Integration: Directed post-acquisition security integration of Frame.io, ContentCal, and Notebook into Adobe’s infrastructure. Implemented CCF gap assessments, SOC 2 controls, and identity federation, ensuring seamless transition of security protocols while maintaining operational continuity.

Business Continuity & Disaster Recovery (BCDR) Strategy: Designed and executed enterprise-wide BCDR frameworks at Mastercard and Microsoft, aligning with NIST and FISMA requirements. Successfully conducted disaster recovery simulations and cloud workload failover testing, strengthening resilience across mission-critical systems.

PROFESSIONAL PROJECTS

Application Security Program Manager / Engineer Remote September 2023 – Present

Cenlar FSB

Spearhead the enterprise-wide Application Security Program, ensuring alignment with OWASP Top 10 standards, secure coding practices, and robust authentication and authorization policies.

Key Initiatives:

Manage and maintain comprehensive project schedules using MS Project, Smartsheet, Jira, Azure DevOps, and ServiceNow to ensure the on-time, within-budget delivery of critical security initiatives.

Lead security reviews, threat modeling, and vulnerability assessments to proactively identify and mitigate risks across diverse application portfolios.

Partner cross-functionally with Legal and Compliance teams to support regulatory compliance efforts, including SOC 2 audits, SSPA assessments, and various client-specific security attestations.

Direct multiple high-complexity, interdependent projects, addressing cross-project risks and ensuring strategic alignment across business and technology objectives.

Senior Security Program Manager – Remote Contract January 2023 – September 2023

Adobe Inc.

Lead cross-functional security programs in collaboration with AWS and Azure DevOps teams, championing "shift-left" security by embedding controls early in the software development lifecycle (SDLC). Managed the onboarding of acquired entities (Frame.io, ContentCal, Notebook) into Adobe’s security infrastructure stack, including tools such as CrowdStrike Falcon EDR, CyberArk Vault, Hubble, Rapid7, and MAVLink.

Key Initiatives:

Oversaw Frame.io’s Common Control Framework (CCF) integration roadmap, including compliance gap assessments, SOC 2/SSPA audits, quarterly review cycles, and internal risk assessments (IRA).

Conduct security reviews and threat modeling across newly acquired platforms, supporting Adobe’s digital resilience strategy via incident response simulations, vulnerability scans, and business impact analyses.

Partner with product managers and internal SMEs to manage compliance timelines, execute disaster recovery tests, and report program schedules to the Digital Security Resilience Team.

Technical Senior Program Manager Contract March 2022 – November 2022

Microsoft – Redmond, WA (Remote)

Directed initiatives for Microsoft's Identity and Access Management (IAM) experience, including migration of MFA authentication from on-premise servers to Azure MFA and passwordless authentication rollout. Managed Identity Pass Tap project lifecycle, including ACE reviews, penetration testing coordination, bug triage, and publishing deliverables on Microsoft platforms.

Key Initiatives:

Produced functional specifications to guide IAM product implementation strategies and oversaw multiple concurrent DevOps transitions and BCDR documentation updates.

Supported delivery of enterprise-level authentication products while ensuring security compliance and seamless end-user experience for 220,000+ internal users.

PROFESSIONAL PROJECTS CONTINUED

Technical Program Manager - Remote Contract February 2021 – March 2022

Mastercard – St. Louis, MO

Led Business Continuity and Disaster Recovery (BCDR) strategy for Mastercard's Corporate Security, including system impact assessments and testing of critical workloads in AWS and Azure. Oversaw cybersecurity integration efforts for acquired companies (Finicity and Ethoca), ensuring full alignment with Mastercard’s internal security protocols.

Key Initiatives:

Directed infrastructure migration strategy for Finicity's data center exit and AWS Cloud deployment roadmap.

Administered vulnerability assessments, penetration testing, static/dynamic code analysis, and PCI/non-PCI asset scanning to align with Archer GRC frameworks.

Project Management Services Task Lead Contract June 2020 – February 2021

CenterPoint Inc. – U.S. Department of Health and Human Services

Designed strategic priorities and execution roadmaps in collaboration with Deputy Chief Information Security Officers (DCISO), branch chiefs, and federal program managers.

Key Initiatives:

Led the Operations and Maintenance (O&M) support team for HHS OIS and operating divisions, supporting helpdesk operations and system integration initiatives.

Delivered project updates to division directors and branch chiefs through structured reporting processes.

Modernized and automated change management and ticketing systems, reducing implementation cycles by 40% and increasing stakeholder visibility by 30%.

Deployed ServiceNow for enterprise-wide portfolio and project management tracking.

PMO IT Program / Senior Project Manager May 2017 – June 2020

Tata Consulting – Contracted to Humana

Key contributor within Humana’s Digital Channels and Contact Centers PMO, partnering with leadership to align funding models, technology roadmaps, and business segment priorities to modernize foundational infrastructure and improve delivery through integrated tech and operational teams.

Key Initiatives:

Built and led high-performing, cross-functional teams including project managers, business analysts, developers, and infrastructure specialists, ensuring clear communication of milestones and stakeholder expectations.

Directed resource planning and allocation, led town hall training sessions, and provided tools and materials to promote team engagement and upskilling.

Oversaw concurrent initiatives spanning infrastructure upgrades, software development, application security, and regulatory compliance, employing Agile Scrum methodologies across programs.

Spearheaded the evaluation and retirement of legacy systems while implementing scalable platforms to support enterprise growth and bolster cybersecurity resilience.

Project Manager / Information Security Analyst Contract March 2016 – May 2017

Primrose Solutions – Dept. of Health & Human Services

Managed end-to-end delivery of enterprise IT projects, including software, hardware, and systems implementations, ensuring alignment with business goals, timelines, and budget constraints.

Key Initiatives:

Conducted comprehensive risk assessments in accordance with NIST 800-53 and 800-37, contributing to the development, review, and maintenance of System Security Plans (SSPs), POA&Ms, and Security Control Assessments (SCAs).

Provided security recommendations and mitigation strategies to address emerging threats, conducting internal audits and risk assessments to strengthen enterprise information security posture.

PMO Project Manager Contract April 2013 – December 2015

Matrix Consulting Group

Collaborated with development and engineering teams to execute enterprise project portfolios, tracking milestones and ensuring delivery aligned with program objectives.

Key Initiatives:

Supported budgeting and forecasting processes, offering ad hoc financial insights to ensure project funding aligned with operational needs.

Facilitated status updates and program meetings, serving as liaison across departments and managing IT program risks and issues.

PROFESSIONAL PROJECTS CONTINUED

Senior Information Security Consultant Contract November 2011 – April 2013

Primrose Solutions – U.S. Department of Labor (DOL)

Served as the lead security consultant for the Department of Labor’s Customer Service Modernization Project, guiding the secure deployment of a cloud-based SaaS CRM platform.

Key Initiatives:

Interpreted and implemented DOL’s security requirements, aligning the system lifecycle with FISMA, NIST, and FedRAMP standards, including: FIPS 197/199/200, SP 800-18/37/39/53 rev3/60.

Delivered continuous guidance throughout SDLC phases, ensuring security controls were effectively documented, monitored, and evaluated.

Provided ISSO support for FISMA compliance, enabling major applications and systems to achieve Authorization to Operate (ATO) through robust documentation, risk assessments, and remediation planning.

AREAS OF EXPERTISE

Cybersecurity & Tools: Microsoft Defender, Azure AD, CrowdStrike Falcon, RSA Archer (AA, SecOps, ConMon, Privacy), Rapid7, Qualys, NMAP, CyberArk, Splunk, SIEM, SDLC, SOC operations, Packet Routing, Firewall Configuration, Penetration Testing, WAF, Threat Detection, Monitoring & Alerting Frameworks & Standards: NIST 800-53, NIST 800-30, RMF, FIPS 199/200, HIPAA, HiTrust, PCI-DSS Cloud & DevOps: AWS, Azure DevOps, CI/CD, Kubernetes Security, Container Vulnerability Scanning, SSPA, SSO Project Management Tools: Jira, Confluence, ServiceNow, Microsoft Project, Azure Boards, Trello, Clarity, Basecamp

Software Development & Web: Java, JavaScript, Angular, HTML5, CSS, XML, SOAP, REST, Web Authentication CMS & Platforms: Adobe Experience Manager, Sitecore, WordPress, Shopify, Magento, Drupal SDLC, Agile Scrum Framework

EDUCATION

Master of Finance (MFin)

Hult International Business School — 2011

Master of Business Administration (MBA)

Hult International Business School, London — 2010

CERTIFICATIONS

Scrum Master Professional (SMP)

Scrumversity — 2020

Certified Information Systems Security Professional (CISSP)

(ISC) – International Information Systems Security Certification Consortium — 2019

Certified in Governance, Risk and Compliance (CGRC)

(ISC) — 2017

Project Management Professional (PMP)

Project Management Institute (PMI) — 2013

Contact this candidate