$500M+
Enterprise portfolios directed (military + corporate)
Work With Matthew
Director of Program Management — PMO transformation & operational excellence
U.S. Army LTC · $50M+ InsurTech portfolio · Decisive Edge framework · 4× author
20+ years leading PMO transformation, enterprise governance, and multi-program delivery across InsurTech, financial services, and regulated industries—AI-driven analytics, Agile at scale, and executive strategy translated into measurable results.
My long-term goal is to serve as an executive leader who helps people and teams accomplish outcomes they may not yet believe are possible. I build systems, advisory cadences, and decision environments that increase confidence, capability, and follow-through under pressure.
I help leaders and teams achieve outcomes they did not think were possible — by turning pressure into clarity, confidence, and disciplined execution.
Recent leadership essays and frameworks on execution and governance in Insights.
U.S. Army LTC · PMI AI (CPMAI) · PMP · PMI-ACP · LSSBB · MBA · MSIT
U.S. Army LTC · PMI AI (CPMAI) · PMP · PMI-ACP · LSSBB · MBA · MSIT
Career snapshot
- Director / VP of Program Management & Operational Excellence—20+ years leading PMO transformation, enterprise governance, and multi-program delivery across InsurTech, financial services, and regulated industries.
- Built Quanata's PMO COE from the ground up; 4× published author and architect of the proprietary Decisive Edge framework fusing military command, Lean Six Sigma, and Agile at scale.
- Pioneered AI-driven delivery analytics and predictive risk frameworks—shifting program reporting from reactive status to forward-looking mitigation across 200+ stakeholders.
- Comfortable in W-2 executive leadership, fractional advisory, and project-based transformation roles.
Best-fit roles
Roles where I typically create the highest leadership and execution leverage.
VP / Head of Program DeliveryTransformation ExecutiveCOO-leaning Operations LeaderTechnical Program Portfolio LeaderFractional Executive Advisor
By the numbers
20+
Years in command, transformation, and advisory
1,000+
Personnel led across operational programs
Proven results
Three resume-verified outcomes demonstrating execution reliability, delivery acceleration, and leadership at scale.
$50M+
InsurTech program portfolio governed
Built the PMO Center of Excellence at Quanata (State Farm InsurTech), establishing enterprise governance across a $50M+ multi-program portfolio with 95% roadmap delivery consistency via Flow Metrics and Jira/Confluence standards.
53%
Security lead-time reduction
Turned around a struggling Security & Privacy division—Lean Six Sigma and military leadership models, squad integration with Engineering, 53% security lead-time reduction and 39% data-platform delivery acceleration.
1,000+
Personnel commanded (U.S. Army LTC)
Commands a 1,000+ personnel unit with leadership development curricula and joint-force cybersecurity advisory. Monthly drill commitment only—zero deployment impact on civilian availability.
Resume highlights
Selected outcomes pulled from my current resume for fast recruiter review.
Senior Technical Program Manager — Quanata
Built PMO COE and unified governance across a $50M+ portfolio; drove consensus across 200+ engineering, product, data, and operations stakeholders without formal authority; authored the Engagement Playbook OCM framework.
Quanata — Security & delivery turnaround
Operational rescue of Security & Privacy division; integrated optimized teams into Engineering squads; 53% security lead-time reduction and 39% data-platform delivery improvement.
Quanata — Enterprise risk & AI innovation
Directed SOC 2 Type I & II across Engineering, Legal, and Security; pioneered internal AI tooling repository and predictive risk analytics for forward-looking portfolio visibility.
Senior Claims BA / Scrum Master — Quanata
Scrum Master for global cross-functional squads; accelerated delivery velocity and led multi-state rollout of regulatory-compliant insurance product lines.
IT Technical Project Manager — Global Partners
Enterprise system integration and legacy modernization; OCM strategies for major cutovers that maximized adoption and minimized disruption across multi-site operations.
Lieutenant Colonel — U.S. Army National Guard
Commands 1,000+ personnel; leadership development curricula; advises senior command on information assurance and cybersecurity integration for joint-force technology operations.
Selected case snapshots
Quick proof points showing how I approach transformation, risk, and execution outcomes.
PMO Center of Excellence build-out
Situation
A State Farm-backed InsurTech venture needed unified program governance across a growing $50M+ multi-program portfolio without a standing PMO.
Action
Built and directed the PMO COE from the ground up—Flow Metrics, Jira/Confluence standards, and stakeholder alignment across 200+ engineering, product, and operations leaders.
Outcome
Sustained 95% roadmap delivery consistency and established program standards adopted as the organizational baseline.
Security division turnaround
Situation
Security & Privacy faced severe personnel bottlenecks and efficiency deficits that slowed Tier-1 launches in regulated insurance markets.
Action
Applied Lean Six Sigma and military leadership models to coach personnel, re-engineer workflows, and integrate the optimized team into core Engineering squads.
Outcome
Cut security lead times by 53% and data-platform delivery times by 39% while sustaining compliance posture.
Large-scale command leadership
Situation
Joint-force technology operations required sustained readiness, leadership development, and execution discipline across a large workforce.
Action
Commanded a 1,000+ personnel unit and implemented leadership-development and accountability frameworks with cybersecurity integration advisory.
Outcome
Improved execution consistency, people development, and operational follow-through under pressure.
Built this platform directly
The Decisive Edge site itself is a live execution sample of how I operate: strategy translated into shipped systems.
- Designed and built the Decisive Edge platform end-to-end (strategy, UX, architecture, shipping cadence, and content system).
- Integrated interactive decision tools, Insights Hub workflows, and recruiter-ready artifacts into one operating ecosystem rather than disconnected pages.
- Implemented privacy-aware API patterns, origin checks, retention controls, and data-handling guardrails while iterating product features.
- Owned iterative delivery across many days of execution: writing copy, building features, refining conversion paths, and shipping production updates.
Professional growth journey
I am intentional about building long-range capability—not just stacking titles, but expanding what I can responsibly lead.
- M.S. Information Technology — University of Massachusetts Lowell (2020).
- Master of Business Administration (M.B.A.) — University of Massachusetts Dartmouth (2012).
- B.S. Business Administration — Bridgewater State University (2007).
- Certifications — PMP, CPMAI, PMI-ACP, SAFe Agilist, SSBB, CPCU, Scrum PO/SM; CISSP candidate (exam scheduled 2026).
Strategic operations and execution engagement model
Full-time executive leadership is the primary path. Advisory and 1099 support are available when a targeted, time-boxed intervention is the better fit. How I evaluate W-2 vs. advisory fit.
W-2 Track
Full-time executive leadership for strategic operations and execution
Primary path for organizations that need embedded executive ownership to de-risk strategic goals, align cross-functional execution, and convert leadership intent into sustained operating results.
- Enterprise portfolio and roadmap governance tied to strategic priorities
- Operating cadence that closes execution gaps between C-suite direction and delivery teams
- Decision architecture that raises decision quality, accountability, and execution clarity
- Org-wide systems for throughput, risk visibility, and resilient follow-through
1099 Track
Advisory or contracting for targeted outcomes
Secondary path when you need focused senior leverage without full-time headcount: diagnostics, turnaround support, or time-boxed strategic execution oversight.
- Strategic audit and execution-risk assessment
- Program stabilization and recovery planning
- Fractional advisory for decision forums and delivery governance
- Time-boxed engagements with explicit goals and exit criteria
Accomplishments and body of work
Beyond role titles, this is the work I have built and shipped publicly.
- BooksAuthor — Decisive Edge / Decisive Leader titlesBuilt and published a growing body of leadership and execution-focused work, including the Decisive Edge framework and related books.View books
- PodcastPredictive Execution podcastCreated and developed a tactical leadership podcast platform focused on decision quality, execution discipline, and operator-level growth.Explore podcast
- PlatformDecisive Edge ecosystem buildDesigned and shipped this integrated site experience across tools, insights, and community workflows as a live execution portfolio.Explore tools
- AcademySovereign Ascent — leadership certification runwayStructured intensives, Module 0, and practitioner certification—the same development discipline I use in enterprise and military contexts, shipped as a product.Explore the academy
Good-fit signals
- You need a leader who can move between board-level narrative and day-to-day execution reality.
- Cross-functional handoffs are breaking and outcomes are drifting despite strong individual teams.
- You need immediate operating discipline for a high-risk initiative or portfolio reset.
- You want measurable execution improvement, not another strategy deck.
Simple hiring process
1. Context brief
Share your current state, urgency, and what outcome must change in the next 90-180 days.
2. Fit recommendation
Get a clear recommendation for W-2, fractional advisory, or project-based contracting.
3. Execution plan
Agree on scope, cadence, success measures, and start sequence so momentum begins immediately.
Executive Briefing Kit
One place for hiring leaders to review validated evidence, leadership background, and role-fit context.
Common questions
How do I decide between W-2 and 1099?
Choose W-2 when you need long-term embedded leadership and organizational ownership. Choose 1099 when you need focused senior leverage quickly for a defined outcome, recovery, or time-boxed advisory lane.
Do you only work at the executive level?
Engagements are anchored at the executive level, but execution impact typically spans product, engineering, operations, and GTM interfaces where delivery friction accumulates.
Can we start with a small engagement first?
Yes. Many organizations start with a scoped advisory sprint or strategic diagnostic before moving to deeper fractional support or discussing a full-time leadership fit.
Ready to discuss fit?
Book a confidential call or send your context by email.
Selected portfolio repositories are public for hiring review. Production repositories and proprietary implementation remain private. Private code walkthrough available under NDA for qualified employers.
View portfolio showcase