Jonathan Hebert
Senior IT Project Manager | Infrastructure & AI Governance Specialist (PMP, CSM)
19 yrs experience · South Deerfield, Deerfield, MA · <10 hrs/week
About
Strategic and highly certified Senior IT Project Manager (PMP, CSM) with almost 20 years of experience leading complex, multi-million-dollar IT infrastructure and software deployments. Bridges legacy modernization with cutting-edge AI integration, managing large portfolios (60+ concurrent clients/projects) and optimizing PMO frameworks to deliver on-time and under-budget across Healthcare, Government, Global Finance, and IT Services Consulting.
Skills
Experience
- IT Project Manager · Cyclotron, Inc.09-01-2025 – 03-31-2026
● Spearheaded a $2M system migration for Noble Drilling Corp, managing high-risk data integrity and ensuring zero operational downtime during the transition. ● Orchestrated Enterprise AI Deployment for Subway, establishing global AI Governance frameworks and leading Change Management training for international stakeholders. ● Facilitated Strategic Microsoft Copilot Implementation for a top-tier, national law firm, focusing on compliance training and sensitive data protection. ● Co-lead PMO professional development shortly after joining due to high influence and trust gained. ● Developed several PMO process improvements and new Statements of Procedure (SOPs).
- IT Project Manager · Prudential04-01-2024 – 04-30-2025
● Achieved 100% on-time/within-budget delivery rate for a portfolio of 7 complex IT projects through rigorous scope and change management. ● Directed High-Priority Security Remediation projects, focusing on end-of-life IT assets and vulnerability patching to prevent lateral movement and data breaches. ● Leveraged GenAI for Data Analysis via advanced prompt engineering to process massive datasets, utilizing Microsoft Power Automate to streamline recurring PM tasks.
- Technical Project Manager · Commonwealth of Massachusetts (EOPSS)03-01-2023 – 04-30-2024
● Served as lead PM for multiple State Agencies, including the State Police, Department of Corrections, and Office of Chief Medical Examiner, managing diverse technology relocations and infrastructure builds. ● Engineered a custom PMO framework using Smartsheet, incorporating automated conditional rules to manage highly sensitive public safety data. ● Led IT Infrastructure Design for a new facility in Milton, MA, overseeing network security, server room design, and fiber circuit installations. ● Partnered with CISO to conduct vendor security risk assessments utilizing a Zero-Trust security framework.
- Project Manager: Enterprise Architecture & Infrastructure · GenRe Corporation10-01-2021 – 01-31-2023
● Managed a $1M China Office Infrastructure Migration, transitioning Azure infrastructure to an on-premises colocation facility to meet complex international regulatory requirements. ● Executed a Large-Scale Infrastructure Refresh, coordinating P2V migrations for 800+ servers to Windows Server 2019 with zero business interruption. ● Deployed Global Security Solutions, including Windows 10 Credential Guard to 3,000+ endpoints and VDI solutions for 1,200 remote employees.
- IT Project Manager · Pixel Health / VertitechIT09-01-2017 – 10-31-2021
● Portfolio Manager for BaytechIT, overseeing timelines for 60+ concurrent healthcare IT infrastructure contracts and conducting bi-weekly reviews with executive leadership. ● Spearheaded Enterprise Migrations, including an 11,000-device Windows 10 deployment for University of Chicago Medicine and M365 Cloud migrations for up to 20,000+ mailboxes. ● Directed ground-up for 20 Clinical IT M&As, managing networking, security, camera, and phone system installations for multiple newly constructed behavioral health facilities.
- HIPAA Security Manager & Client Relationship Manager · Suite 301-01-2015 – 09-30-2017
● Authored and enforced comprehensive HIPAA compliance policies and risk assessments for internal operations and diverse healthcare clients. ● Generated $125k in Monthly Recurring Revenue by managing 50+ key accounts and providing strategic IT road-mapping and Quarterly Business Reviews (QBRs).
- EHR/EMR Implementation Project Manager & IT Director · Caring Health Center, Inc.05-01-2012 – 01-31-2015
● Led Full Lifecycle Epic EHR/EMR Implementation, managing acquisition, RFP rewriting, and user adoption. ● Managed a $1.3M IT Budget for a $22M historic headquarters renovation, overseeing all technical infrastructure on-time and under-budget. ● Secured $1.25M in AIU Meaningful Use incentives and authored grants totaling $100k for healthcare technology products.
- President / Senior Project Manager · Smart Computer, Inc.01-01-2010 – 12-31-2013
Education
- Massachusetts Communications CollegeRecording Studio Engineering & Management, Recording Studio Engineering & Management
- Holyoke Community CollegeGeneral Credits, General Credits
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