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Michael S.
Expert-Vetted

Michael S.

Fractional PMO & Product Leader | Enterprise Delivery & Governance

I help organizations turn strategy into reliable execution. I am a Fractional PMO and Product Leader with 15+ years of experience operating across portfolio, product, program, and project leadership in complex, high-change environments. My work sits at the intersection of business strategy, delivery rigor, and human systems—ensuring that what leaders intend actually ships, scales, and delivers measurable value. I have led and governed enterprise portfolios totaling tens of millions of dollars annually, including multiple Agile Release Trains averaging ~$25M per year. I specialize in bringing clarity, structure, and momentum to organizations struggling with delivery predictability, cross-team dependencies, tooling sprawl, or misalignment between leadership intent and execution reality. **Portfolio, PMO & Governance Leadership** I design and lead PMO, LPM, and portfolio operating models that balance governance with speed. My focus is on: - Portfolio prioritization and investment alignment - Capacity planning and dependency management - Outcome-driven metrics (flow, predictability, ROI, time-to-value) - Risk management and executive decision transparency Leaders rely on me to create confidence—clear plans, visible tradeoffs, and data-backed recommendations—without slowing teams down. **Product & Program Leadership** - I have served as a Product Manager, Program Leader, and Product Delivery Lead, owning: - Product vision translation into roadmaps and executable plans - Cross-functional delivery across engineering, design, QA, analytics, and operations - Large-scale integrations, platform initiatives, and data-heavy products I am particularly strong in the “last mile” of product delivery—taking strategy or design that is mostly formed and ensuring it lands cleanly with quality, adoption, and learning loops in place. **Agile, Scrum & SAFe Expertise** I am a SAFe Program Consultant (SPC) with deep, hands-on experience leading Agile transformations at scale. I have: - Launched and coached multiple Agile Release Trains - Served as RTE, Agile Coach, and enterprise transformation lead - Trained and coached executives, Product Managers, Scrum Masters, and teams - Designed and delivered custom SAFe, Scrum, Kanban, and Lean workshops My approach is pragmatic and situational—using Agile as a delivery system, not a dogma. **Training, Coaching & People Leadership** I have trained thousands of professionals across roles and seniority levels. I’ve managed and mentored: - Product Managers and Product Owners - Project Managers and Program Managers - Scrum Masters, RTEs, and Agile Coaches Many of the people I’ve coached have gone on to promotions, expanded leadership roles, and enterprise-level responsibility. I care deeply about building calm, confident teams who understand both why they’re doing the work and how to execute it well. **Jira & Tooling Administration** - I bring 8+ years of advanced Jira and Confluence administration experience, including: - Designing Jira hierarchies for team, program, and portfolio visibility - Building workflows, dashboards, reports, and governance models - Supporting SAFe, Scrum, Kanban, and hybrid delivery systems - Driving adoption and reducing tool friction across large organizations I approach tooling as an enabler of decision-making, not bureaucracy. **How I Typically Engage** Clients bring me in when: - Delivery feels chaotic or unpredictable - Leadership lacks clear portfolio visibility - Agile “exists” but isn’t producing results - Teams are overwhelmed by dependencies, priorities, or tooling - A PMO or product function needs to be built, fixed, or scaled **Agile & SAFe Certifications** - SAFe® Program Consultant (SPC) – Scaled Agile -- Authorized to train, coach, and certify SAFe roles -- Experience leading and governing multiple Agile Release Trains and portfolios - SAFe® Release Train Engineer (RTE) - SAFe® Lean Portfolio Management (LPM) - SAFe® Agile Product Management (APM) - SAFe® Product Owner / Product Manager (POPM) - SAFe® Scrum Master (SSM) - SAFe® Advanced Scrum Master (SASM) I operate as a fractional leader, advisor, or hands-on delivery partner—meeting organizations where they are and helping them move forward with confidence. If you need someone who can see the whole system, earn trust quickly, and turn complexity into progress, I would be glad to help.

🇺🇸Denver, United States$100/hr100% JSS4.97 (3)Since Mar 2016

Earnings and projects

MRR (estimate)
≈$0

An estimate from an earlier read

World#93,254 / 412k
🇺🇸Country#16,437 / 62.1k
Revenue, last 30 days
$0
Total earnings
$38k

Billed in all: $39k

World#93,254 / 412k
🇺🇸Country#16,437 / 62.1k
Per project
$6.4k

$0 in the last 6 months

Projects, last 6 months
1
0% fixed100% hourly
World#128,092 / 412k
🇺🇸Country#16,472 / 62.1k
Projects in all
6
33% fixed67% hourly
World#250,290 / 412k
🇺🇸Country#35,789 / 62.1k

Earnings, last 30 days

$38.7kNothing earned in the last 30 daysBilled in all, before Upwork's fee · drag across the chart to see what was earned in any stretch
$38.0k$38.5k$39.0k$39.5kOct 8Oct 23Nov 7

No data since Nov 5, 2026.

Skills