Jeremy B. Schaefer, CSM
Chicago,IL
Summary
Senior Project Manager and Certified Scrum Master with 25+ years of experience implementing and onboarding SMB and enterprise software, SaaS, and platform projects. Trusted advisor to stakeholders with a proven ability to translate business goals into project strategies, facilitate discovery workshops, develop and execute project plans, and measure outcomes using KPIs and ROI. Expert in Agile, Waterfall, and hybrid delivery models with a track record of risk mitigation, cross-functional collaboration, and continuous process improvement.
Overview
15
15
years of professional experience
1
1
Certification
Work History
Sr. Project Manager
N-iX
09.2024 - 05.2025
- Using an Agile framework, I served as a trusted advisor for the delivery of BPM solutions across over 950 locations.
- Facilitated stakeholder workshops, developed strategic project plans, managed cross-functional DevOps and UAT teams, and provided risk mitigation and reporting throughout the lifecycle.
- Managed Dev, DevOps, and UAT teams using Jira and SmartSheet.
- Conducted daily Scrum meetings.
- Oversaw store migration to AWS and implemented a new BPM system related to insurance claims, parts procurement, and delivery.
- Stabilized project direction.
- Established clear and transparent processes while identifying stakeholders and confirming requirements.
- Reported on status and metrics to stakeholders and the CIO on a bi-weekly cadence.
Sr. Project Manager
The Scion Group
01.2023 - 10.2024
- Designed, planned, and scheduled the removal of network and desktop hardware from a vacant corporate facility and facilitated circuit upgrades at the property level.
- Created project planning schedule for finalizing the removal of remaining IT equipment in recently vacated spaces.
- Worked directly with the ISP vendors and the internal NetOps teams to plan and coordinate the circuit upgrades for nine properties.
- Created project plans for implementing IT-managed SharePoint sites for the 150+ student housing properties.
Sr. Implementation Project Manager
Jenzabar
01.2024 - 08.2024
- Led 40+ SaaS upgrade initiatives for higher education clients.
- Coordinated internal and external teams, refined scope and KPIs, and ensured alignment through frequent status updates and process improvements.
- Oversaw incoming Managed Services software upgrade requests.
- Managed 40+ concurrent projects for installing or upgrading various software packages.
- Validated requirements submitted by the client.
- Set timelines from project inception through UAT and project closing.
- Assigned and managed a System Administrator for the duration of the project.
- Communicated project status to the client.
- Documented and addressed any issues related to the installation or upgrade.
Sr. Project Manager
NewsBank
01.2022 - 01.2023
- Utilizing Jira, I directed full lifecycle cloud migration project with discovery, planning, and risk assessments.
- Collaborated with leadership on project KPIs and reported progress to all key stakeholders.
- Managed the on-prem migration to AWS across multifunctional software development, operations, marketing, sales, customer support, and senior management teams.
- Creating a Kanban board, I ran daily scrum meetings with engineering and technical operations management.
- Developed actionable project documentation and timelines within Jira.
- Effectively communicated project status within technical teams through executive leadership, stakeholders, customers, and vendors.
Sr. Implementation Project Manager
Deck Commerce
01.2022 - 06.2022
- Implemented custom ERP systems for global brands.
- Created and executed project OMS work plans and revised them appropriately to meet the scope and budget.
- Identified resource needs and collaborated with relevant internal practice leads to assign individual responsibilities.
- Managed day-to-day project operations.
- Proactively managed change processes, including effectively tracking change, communicating change to the customer, and gaining approvals as required.
- Reviewed deliverables prepared by the team and communicated with the customer.
- Reviewed, approved, and reported team hours and expenses weekly.
- Managed day-to-day customer communication.
- Set and managed customer expectations.
- Developed lasting relationships with customer personnel.
- Communicated effectively with customers to identify needs and evaluate business solutions.
- Continually sought opportunities to increase customer satisfaction and deepen customer relationships.
- Facilitated all team and customer meetings.
- Conducted regular status meetings with the project team.
- Communicated project status, project health, and hours burn down regularly.
- Kept the project team well-informed of changes within the customer organization, business drivers, and success criteria.
- Effectively communicated relevant project information to leadership.
- Delivered engaging, informative, and well-organized presentations related to projects.
- Resolved and escalated issues in a timely fashion.
- Assisted Account Management and Sales teams when there are additional revenue opportunities or changes in scope.
- Conducted retroactive project reviews and shared feedback and lessons learned with team members and leadership.
- Mitigated project team conflict and communication issues.
- Managed [Number] project teams in Agile environment, realizing success through application of SDLC methodologies and exceptional leadership skills.
Sr. Project Manager
Walgreens
01.2021 - 01.2022
- Owned project planning and stakeholder engagement for Rx Renewal platform rollout.
- Created KPIs, aligned cross-functional teams, and drove schedule accountability to support business continuity.
- Identified lines of business impacted by the transition to the Rx Renewal platform.
- Worked with the work streams affected and identified their business and user continuity requirements.
- Gathered and documented the requirements of the transitional support team (RISE).
- Coordinated with and documented the schedule of Rx Renewal training related to the Centralized Services and RISE support agents.
- Developed and maintained project timelines, milestones, and RAID logs.
Sr. Implementation Project Manager
SafetyChain Software
01.2017 - 01.2021
- Implemented a SaaS solution geared primarily towards the food and beverage industry to meet and exceed regulations set forth by the USDA and FDA.
- Using the Agile methodology, I developed and executed software project implementation plans, achieving a high degree of Fortune 500 client satisfaction across multiple sprints.
- This approach enabled quick successes and allowed various software modules to be used in production as soon as UAT concluded.
- Consulted with clients on product features, functionality, and implementation best practices.
- Interpreted customer business requirements and advised on converting manual processes and practices to electronic or automated systems.
- Used project management skills to drive project planning, governance, and delivery for multi-phase, multi-module implementations, including detailed deployment timelines and deliverable definitions, status communications, project success criteria, and issue mitigation and resolution.
- Ensured appropriate resources were dedicated internally and externally to meet or exceed project and client expectations.
- Anticipated and managed project issues as they arose and ensured a prompt and successful resolution.
- Served as the primary point of contact for the client from the initial requirements gathering phase through production go-live.
- Communicated project status and issues internally and across multiple levels of the client organization.
Sr. Project Manager
Microsoft Corp.
01.2010 - 01.2017
- Led strategic planning and stakeholder alignment for $600M+ Xbox and Skype infrastructure initiatives.
- Oversaw RAID tracking, ROI monitoring, and delivery across global teams using a hybrid methodology.
- Responsible for managing 2000+ server and network hardware deployments and migrations into multiple domestic and international Microsoft data centers, culminating in $600MM+.
- Continually managed more than 40-60 infrastructure projects concurrently.
- Gathered technical and functional specs for hardware migrations, net new implementations, and data center decommissions.
- Achieved 100% on-time and defect-free goals as signed off by the client.
- Created and maintained project plans and RAID logs for each project.
- Scheduled and facilitated requirements gathering sessions, kick-off meetings, and status round tables.
- Primary contact for project status and escalations.
- Worked across several Microsoft lines of business (Xbox, Xbox Live, Xbox Music, Skype, CRM) while collaborating with functional and technical groups worldwide to reduce project cycle times and bring online services to market for increased profit.
- Worked with procurement and freight teams to lead, escalate, and follow hardware deliveries to domestic and international data centers.
Skills
- Project Planning
- Stakeholder Communication
- RAID Logs
- Agile (Scrum, Kanban)WaterfallJira
- Confluence
- Smartsheet
- SharePoint
- MS Project
- MS Office
- G-Suite
- SaaS Development & Implementation
- Integration
- Conflict Resolution
- Executive Reporting
- Client Onboarding
- Project management
- Requirements gathering
- Scope management
- Cross-functional communication
- KPI tracking
Certification
Certified Scrum Master, Scrum Alliance, 01/31/27
Timeline
Sr. Project Manager
N-iX
09.2024 - 05.2025
Sr. Implementation Project Manager
Jenzabar
01.2024 - 08.2024
Sr. Project Manager
The Scion Group
01.2023 - 10.2024
Sr. Project Manager
NewsBank
01.2022 - 01.2023
Sr. Implementation Project Manager
Deck Commerce
01.2022 - 06.2022
Sr. Project Manager
Walgreens
01.2021 - 01.2022
Sr. Implementation Project Manager
SafetyChain Software
01.2017 - 01.2021
Sr. Project Manager
Microsoft Corp.
01.2010 - 01.2017
Personal Information
Core Competencies
Project Planning, Risk Management, Budgeting, Stakeholder Communication, RAID Logs, Change Management, Agile (Scrum, Kanban), Waterfall, Jira, Confluence, Smartsheet, SharePoint, MS Project, MS Office, G-Suite, MS Teams, SaaS Development, Integration, Implementation, AWS Migration, CRM Systems, ERP Systems, Data Center Migrations, Team Leadership, Conflict Resolution, Client Relationship Management, Executive Reporting, Client Onboarding
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