Jonathan Hebert

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

AdaptabilityAdministrationAdviceAgileAgile Project ManagementAsset ManagementAttention To DetailBasic AccountingBudgetingCRMChange ManagementClient CommunicationClient ManagementCollaborationComplianceCross-functional collaborationDesign StrategyDirectingEMREngagementEnterprise ArchitectureGoogle DocsGoogle SheetsGoogle SlidesGroup LeadershipInformation SystemsInterpersonal CommunicationInterpersonal skillsLeadershipManagementMentoringMicrosoft 365Microsoft AzureMicrosoft ExcelMicrosoft FlowMicrosoft OfficeMicrosoft OutlookMicrosoft ProjectMicrosoft WindowsMicrosoft WordNegotiationNetwork PlanningOrganizationPartnership DevelopmentPartnership ManagementPlanningPresentation DesignProcess OptimizationProduct ManagementProgram CoordinationProgram ManagementProject DevelopmentProject ManagementProject PlanningPublic SpeakingReport ProductionSaaSSchedulingSupply ChainSystems ManagementTask AnalysisTask DelegationTeachingTeam BuildingTeam ManagementTime ManagementTroubleshootingUser Flows

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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