Post Job Free
Sign in

Program Delivery & Governance Leader with 20+ Years Experience

Location:
Wesley Chapel, FL
Posted:
May 08, 2026

Contact this candidate

Resume:

Douglas Montgomery

Wesley Chapel, Florida ***** Email: *********@*****.*** Mobile; 305-***-**** LinkedIn

Program execution and governance leader based in the Tampa Bay Area with 20+ years driving delivery across complex, cross-functional initiatives. Deep experience establishing governance routines (milestones, RAID, decision logs), aligning scope and outcomes to business objectives, and enabling transparent senior-management reporting through crisp program status decks and executive communications.

Known for strong stakeholder management and for facilitating alignment across business, operations, technology, risk, and audit partners. Leads day-to-day execution of milestones, staffing, and dependencies; identifies and drives resolution of issues outside established workstreams; and escalates delivery risks to sponsors when appropriate to protect committed dates and quality.

Doug has also designed and implemented:

Security, Audit, Risk, Compliance, IT operational frameworks and solutions for organizations such as Standard Chartered Bank, Novartis, UNICEF, and others.

Business Architecture and Transformation/Change Management frameworks, as well as Operational and Enterprise Risk frameworks, solution architectures, data/AI governance, and management capabilities for financial services and other companies such as Investec, Standard Life, MMI Holdings, Novartis, Depository Trust, UNICEF, USAA, and others.

Professional Services and Consulting practices and service lines for Deloitte and Touche, EMC Corporation, and others.

IT department turn-around initiatives as the interim CIO or IT Director, creating an efficient and stabilized steady-state environment for the future CIO.

Core Competencies

Program execution governance: milestone tracking, dependency management, scope control, and delivery cadence

Stakeholder management: senior leadership facilitation, cross-functional arbitration, and decision capture

RAID management: proactive risk/issue identification, mitigation execution, and escalation to sponsors

Resource coordination: staffing plans, capacity planning, and negotiation for shared services resources

Executive reporting: high-quality status decks, metrics/KPIs, and clear communications on status, issues, and risks

Data analysis: trend analysis and insights to support prioritization, forecasting, and delivery decisions

Risk, compliance & audit partnership: controls-minded delivery, process adherence, and evidence-ready documentation

Recent Professional Experience

Montgomery Advisory LLC May 2005-Present

Principal providing executive advisory and managed services focused on program execution, governance, GRC/controls, transformation delivery, and operational excellence. Leads cross-functional planning, milestone execution, RAID management, executive status reporting, and stakeholder communications to ensure scope, resources, and delivery outcomes remain aligned to business objectives.

Managed day-to-day execution across multiple concurrent, complex workstreams, coordinating milestones, dependencies, and shared resources across business and technology teams.

Facilitated senior-leadership forums to align scope, resolve cross-functional issues, and arbitrate priorities; escalated risks and decisions as appropriate.

Directed development and quality assurance of program status decks and RAID reporting to enable transparent, accurate communications to stakeholders.

Drove adherence to delivery processes, procedures, methods, and standards; partnered with risk/compliance/audit teams to ensure controls-minded execution.

MetricStream Inc. Feb 2011-May 2025

Associate Vice President, Customer Success, and GRC Advisory, responsible for the GRC Advisory Services and Program Management for global flagship customers.

oEstablished PMO and execution governance standards for internal teams and global flagship customers, including milestone tracking, dependency management, RAID routines, and executive reporting cadence.

o Program manager for highly complex, multi-stakeholder initiatives; ensured transparent status, issue, and risk communications to executive stakeholders.

oLed the global Solution Architect/Business Analyst group, ensuring appropriate staffing and coverage across customer programs and internal priorities.

oCustomer Impact Award Winner and frequent speaker for GRC seminars, podcasts, and webcasts.

Additional Professional Experience

Auxis Inc., Director, Management Consulting: Responsible for Management Consulting service lines, including Business Transformation, Governance, Risk and Compliance, Program Management Office, and Operational Effectiveness.

oDirected large-scale project turnarounds and implementation of Sarbanes-Oxley compliance programs in a multi-billion-dollar organization, including acting as interim CIO in support of those turnarounds.

oEstablish Management Consulting/Solutions standards, training, and oversight.

oCustomer Service, and Employee of the Year Award winner.

Deloitte and Touche, Senior Manager, Enterprise Risk Management, and practice leader for the Business Transformation, Technical Infrastructure Risk and Control, and System Project Assurance service lines.

oResponsible for professional services and solutions delivery throughout the Southeast US and Caribbean.

oRestructuring the Security practice led to an increase in billing per resource by over 200%.

oTop performance-rated Senior Manager in the US each year.

Millennia III Inc., Technical Services Director for the GRC and Business Technology Integration practices for this professional services subsidiary of EMC Corporation.

oEstablished new professional service lines augmenting EMC capabilities and revenue streams.

oLed large-scale, highly complex programs for flagship customers.

Education

Undergraduate, University of Miami, School of Contemporary Music

Post-graduate, Bridgeport Engineering / Fairfield University



Contact this candidate