Summary
Overview
Work History
Education
Skills
Certification
Websites
Accomplishments
Timeline
Generic

RYAN SIWAK

Charlotte

Summary

Results-driven Project Manager with 10+ years of experience leading document management software (DMS) implementations, digital workflows, DoD initiatives, and enterprise-level data conversions. Former U.S. Marine Corps operations leader with a proven track record of delivering secure, compliant, and scalable solutions across highly regulated industries. Adept at managing cross-functional teams, client expectations, and technology rollouts—while aligning scope, cost, and timelines with business goals. Known for exceptional communication, confidentiality, and the ability to guide clients through complex implementations with clarity and trust.

Overview

13
13
years of professional experience
1
1
Certification

Work History

Senior Project Manager

Advanced Imaging Systems
Charlotte
12.2021 - 03.2025
  • Led 50+ full-cycle SaaS and DMS implementations using Agile methodologies, delivering 99% on-time launches through meticulous sprint planning, backlog refinement, and stakeholder alignment.
  • Oversaw enterprise-scale digitization projects with 10+ TB data migrations, leveraging phased ETL pipelines, OCR, and automated metadata mapping to achieve 99% data accuracy and zero downtime.
  • Architected compliance-ready workflows that reduced manual processing by 45% and ensured alignment with HIPAA, CJIS, FERPA, and SOC2 standards.
  • Served as primary liaison between technical teams and executive stakeholders, driving risk mitigation, change control, and cross-functional alignment throughout project lifecycles.
  • Developed and tracked KPIs through OKR-driven stakeholder workshops and Asana-integrated sprint goals, reducing cycle times by 30% and elevating client satisfaction to 95%.
  • Led weekly Scrum ceremonies and sprint reviews, showcasing completed work, gathering actionable feedback from stakeholders, and collaboratively planning upcoming sprints—ensuring continuous alignment, iterative value delivery, and team accountability.
  • Managed multi-million-dollar project budgets, vendor spend tracking, and purchase order coordination —ensuring alignment with financial and operational targets.
  • Trained and mentored junior PMs, increasing their capacity to lead scrums independently and boosting team throughput by 40%.
  • Implemented project management tools to enhance tracking and reporting capabilities by 20%.
  • Negotiated strategic contracts with third-party vendors that enhanced production capacity by 20% and cut external costs by $100K+ annually.

Ground Operations Lead

USAirports
Rochester
10.2019 - 06.2020
  • Supervised ground operations for 100+ weekly aircraft, including towing, taxi coordination, and gate scheduling, resulting in 98% on-time departures and improved runway efficiency.
  • Directed fueling procedures for commercial aircraft in compliance with FAA and OSHA standards, reducing fuel-related delays by 25% through proactive coordination and precision checks.
  • Orchestrated severe weather de-icing operations using proactive dispatch scheduling and team-level equipment checks and safety drills to prevent downtime and maintain compliance.
  • Implemented risk-mitigation protocols by performing routine hazard assessments and incident reporting, contributing to a zero-violation audit for two consecutive years.
  • Created role-specific onboarding programs using a train-the-trainer model and SOP-based safety drills, reducing new-hire ramp-up time by 20% and improving audit-readiness during FAA inspections.

Senior Operations Leader

United States Marine Corps
12.2011 - 07.2019
  • Led cross-functional teams of up to 60 personnel through high-complexity operations, coordinating with joint command units and aligning field execution to strategic KPIs — resulting in a 99% mission success rate with zero safety incidents.
  • Directed mission cycles using an iterative planning model inspired by Agile principles — conducting continuous feedback loops and tactical retrospectives to improve unit agility and reduce decision-making latency by 35%.
  • Managed logistics and resource distribution for live-fire and overseas operations, optimizing deployment of equipment and personnel to sustain operational tempo with a 98% readiness rate.
  • Designed and delivered tactical and security training programs tied to unit OKRs, which improved team readiness scores by 40% and reduced procedural errors during evaluations by 60%.
  • Executed change-control operations during complex deployments, using phased risk escalation plans and pre-deployment readiness assessments to complete 12+ exercises without deviation.
  • Served as a weapons and tactics instructor and field artillery section chief, overseeing technical and operational readiness for 20+ Marines, and reducing maintenance downtime on equipment assets by 30%.
  • Served as field operations coordinator and local security chief, overseeing facility logistics, safety procedures, and administrative scheduling across dynamic environments—directly aligning with field-ready infrastructure leadership.

Education

Associate's Degree - Behavioral Sciences

Palomar College
San Marcos, CA
01.2018

Skills

  • Document Management Software (DMS) Implementation
  • SaaS, OCR, Metadata Mapping, & Workflow Automation
  • Stakeholder Communication and Client Relationship Management
  • Budgeting, SOW Development, and Purchase Orders
  • Agile (Scrum/Kanban) & Waterfall Hybrid Methodologies
  • Compliance: HIPAA, CJIS, FERPA, SOC2, CCPA
  • Asana, Jira, Microsoft Project, MS Office, Slack, MS Teams
  • Risk Analysis Change Management Escalation response
  • Training & Documentation SOP Development Client Onboarding
  • Cross-functional team leadership and conflict resolution

Certification

  • Google Project Management Professional (Coursera)
  • PMP Candidate (PMI coursework complete, July testing/certification)
  • Atlassian Agile Project Management Certification
  • Agile Project Management with Jira
  • Project Management Book of Knowledge (PMBOK) Guide – 7th Edition Fundamentals
  • Lean Six Sigma Foundations (LSS)
  • Former DoD Security Clearance
  • Additional training available upon request: OSHA 10, Scrum Basics, LinkedIn Learning Courses

Accomplishments

  • Certificate of Commendation – United States Marine Corps
    Awarded for outstanding meritorious service and exceptional leadership in support of Marine Corps missions. Recognized for consistently exceeding standards of performance, professionalism, and dedication.
  • Meritorious Mast – United States Marine Corps
    Recognized for outstanding performance, leadership, and professionalism during the 75th anniversary of Marine Corps Base Camp Pendleton. Commended for exceptional initiative, execution of high-profile demonstrations, and educating civilian guests on Marine Corps warfighting capabilities. Praised for actions that upheld the highest traditions of the U.S. Marine Corps and Naval Service.

Timeline

Senior Project Manager

Advanced Imaging Systems
12.2021 - 03.2025

Ground Operations Lead

USAirports
10.2019 - 06.2020

Senior Operations Leader

United States Marine Corps
12.2011 - 07.2019

Associate's Degree - Behavioral Sciences

Palomar College

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