Ryan Siwak

About Ryan Siwak

Seasoned Project Manager with 10+ years leading cross-functional teams and executing…

Experience

1. Project Manager

   Passport

   Sep 2025 — Present · Charlotte, NC, US

   As a Project Manager at Passport Inc — a SaaS leader in mobility and payments technology — I lead end-to-end software implementation projects that enable cities, universities, and private operators to modernize parking, enforcement, and permitting systems at scale. My key responsibilities and achievements include: Enterprise SaaS Implementation & Deployment: Led full lifecycle software rollouts, from requirements gathering through configuration, UAT, and go-live. Delivered scalable citation, payment, and permitting platforms with zero disruption, ensuring compliance, security, and operational continuity. Client Onboarding & Stakeholder Engagement: Acted as primary liaison for executive, IT, finance, and operations stakeholders. Conducted discovery sessions, mapped workflows, and aligned Passport’s SaaS capabilities with client business objectives. Data Migration & Systems Integration: Directed data migrations and API integrations with providers like Flowbird, Honk, T2, and ParkMobile. Translated legacy citation, permit, and payment records into clean, actionable systems across cloud environments. Project Governance & Delivery Management: Applied Agile and hybrid methodologies to manage scope, cost, and timelines. Facilitated sprint execution, backlog refinement, and milestone tracking to deliver high-value outcomes in efficiency and adoption. Cross-Functional Leadership & Collaboration: Coordinated product, engineering, compliance, and client success teams. Drove accountability through standups, risk reviews, and executive reporting, ensuring successful deployments and measurable client satisfaction.