New York City Metropolitan Area
I am a technology executive and enterprise transformation leader with 20 years of experience guiding organizations through large-scale modernization, agile adoption, and digital innovation. I am extremely fortunate to have held leadership roles at Microsoft, Vimeo, and several SaaS startups, where I’ve driven multimillion-dollar programs that improved reliability, scalability, and operational performance. As a technical leader, I bring a balance of strategic vision and hands-on execution, applying structured delivery, agile maturity models, and data-driven governance to ensure complex initiatives deliver success. Across every role, I’ve focused on building stronger teams, smarter systems, and sustainable frameworks for growth. I thrive when I’m asked to turn complex challenges into clear, actionable strategies that elevate both performance and culture.
At Sherpa Consulting Group, we focus on providing our clients with the best strategic and tactical program and project management to maximize their objectives.
✓ Recruited to lead an Agile transformation for Vimeo’s global Data & Analytics organization, improving delivery predictability and engineering efficiency during a high-growth phase. ✓ Developed and implemented an Agile maturity framework to baseline performance, align metrics to executive OKRs, and drive continuous improvement across 7 squads. ✓ Reorganized team structures and optimized resourcing, boosting delivery capacity and saving $500K annually. ✓ Partnered with product, data, and infrastructure leads to align API and platform modernization with corporate AI strategy. ✓ Established velocity and quality metrics, reducing deployment blockers and improving cross-team synchronization by 40%. ✓ Launched executive dashboards for sprint visibility, cutting unplanned work and improving on-time delivery by 25%. ✓ Acted as a strategic advisor to Data & Analytics leadership, connecting delivery performance to enterprise modernization goals.
✓ Oversaw a $53M multi-portfolio modernization initiative for a major public-sector client, leading delivery across data, infrastructure, and application workstreams. ✓ Directed API refactoring and cloud migration to distributed, cloud-native architecture supporting 25,000+ users, improving scalability, uptime, and maintainability. ✓ Established program governance frameworks for dependency management, risk mitigation, and executive visibility into delivery milestones. ✓ Partnered with engineering leadership to improve development velocity and enhance delivery predictability across 10+ Agile squads. ✓ Introduced data-driven dashboards to measure KPIs, release readiness, and operational risk, enabling faster, evidence-based decisions. ✓ Aligned modernization strategy with long-term digital transformation and AI-readiness objectives across cross-functional teams.
✓ Led an enterprise-wide Agile transformation across 1,000+ employees spanning data, platform, and application engineering teams. ✓ Implemented squad-based delivery models that improved sprint velocity, predictability, and alignment with modernization goals. ✓ Created and scaled Agile playbooks and maturity assessments to standardize delivery processes across distributed engineering and research teams. ✓ Designed real-time velocity and performance dashboards, increasing transparency for executives and product leadership. ✓ Coached product owners and engineering leads on forecasting, backlog governance, and team-level performance optimization. ✓ Fostered a culture of continuous improvement and accountability across technical teams and leadership groups.
✓ Owned delivery of an enterprise observability platform processing 4.5B+ daily telemetry events across global infrastructure. ✓ Designed and implemented API-driven telemetry pipelines to improve system reliability, visibility, and response efficiency. ✓ Deployed automated Ansible configurations for Elastic Beats and APM agents, reducing manual setup by nine months and saving millions in labor costs. ✓ Introduced alerting and monitoring frameworks that cut incident detection and response times by 99.9% (from days to minutes). ✓ Partnered with SRE and platform engineering teams to enhance distributed system resilience and improve uptime for mission-critical applications. ✓ Championed data-driven operations and observability-first culture across infrastructure and application teams.
Joined this healthcare SaaS startup to build and scale an on-demand clinical staffing marketplace, overseeing full SDLC, engineering leadership, and product innovation that enabled rapid client acquisition and platform growth. ✓ Platform Development: Built and launched a nationwide SaaS platform connecting medical device manufacturers with a contingent clinical workforce, accelerating client onboarding and driving early adoption across the healthcare sector. ✓ Client Acquisition: Partnered with founders to secure 3M as a flagship client within 6 months and also acquired deals with MedComp and RyMed within year 1. This validated product-market fit and secured critical early revenue for the business. ✓ Technical Leadership: Directed cross-functional engineering, QA, and design teams through agile delivery cycles, defining functional requirements, managing budgets, and ensuring timely, high-quality product releases. ✓ Integration & Innovation: Architected SaaS integrations, including Twilio and machine learning–based clinician matching, delivering a 3x ROI in user engagement and strengthening scalability for enterprise healthcare clients.