Scrum Master/Cutover Lead

TEKsystems•Lisle, IL

1d•Hybrid

About The Position

This role is for a hands-on Scrum Master/Cutover Lead with a primary focus on the execution of cutover and deployment activities for a Greenfield SAP S/4HANA transformation. The successful candidate will be responsible for creating and driving cutover plans, sprint plans, backlogs, user stories, and reporting dashboards. This position requires extensive experience managing large ERP cutovers, leading daily execution calls, and chasing tasks during the cutover phase. The role involves working within an Agile/DevOps environment, facilitating daily stand-ups and scrum calls, identifying and removing roadblocks, managing risks and issues, and collaborating with SI partners and various stakeholders. The candidate must be comfortable with public speaking, real-time decision-making, and developing mitigation plans for project risks. This is a contract position based in Lisle, IL, requiring 4 days per week on-site presence.

Requirements

W2 ONLY AND WILLING TO COMMUTE Lisle 4 times per week (Monday-Thursday)
ERP IMPLEMENTATION EXPERIENCE IS REQUIRED
Hands-on cutover & deployment execution
In-the-weeds PM, not high-level / director-style oversight
Strong Agile / Scrum Master experience required
Experience managing large ERP cutovers (40–50+ systems & stakeholders)
Must run daily execution calls and task‑chasing during cutover
Tools: ADO, Jira, Smartsheet, Excel (recent usage required)
Requires people and resource management skills to work alongside and also manage cross-functional teams to complete projects
Successful candidates will demonstrate a history of success leading teams in a matrixed organization structure as well as success in leading without direct authority
5+ years corporate PM experience completing large scale/complex IT implementations with large/detailed project plans (critical path timelines in Microsoft Project) and directly managing their financial budgets
Skilled problem solver and change champion/leader
Direct experience managing Greenfield Non-SAP Systems-to-SAP conversion implementations (not SAP- to-SAP conversions) with a high number of RICEFW’s in a complex legacy application ecosystem
In-depth knowledge of SAP S/4HANA modules
Experienced at seeing/uncovering risks, documenting risks and driving discussions with the SI/Stakeholders to take the appropriate actions to remove or materially reduce risk scenarios
Strong written and verbal communication skills required
Experience speaking in large groups and delivering presentations to executive leadership
Must be able to take leadership feedback, quickly absorb and make decisions
Experience managing IT vendors (System Integrators) adhering to SOW/T&C, scope management and external vendor financials is required
Strong experience with Azure Dev Ops (ADO) is required
Requires in-depth knowledge of Project Management processes and best practices
Track record of implementing large scale and complex IT initiatives and their budgets is required
Experience using Agile practices to deliver is a must
Strong working knowledge of project finance and best practices is a must
Proficiency with Microsoft Outlook, PowerPoint, Excel and Word is required
Proficiency developing detailed project schedules and performing critical path analysis using Microsoft Project is required
Proficient in applying established standards, resolving a wide range of complex problems of diverse scope in innovative ways, including problems where precedent may not exist
Change Champion with demonstrated history of success leading difficult projects where change is required and be comfortable leading organizational change

Nice To Haves

Experience in the Truck OEM, Heavy Equipment, Bus, or Electric Vehicle space is a plus
PMP, Agile, Lean Six Sigma certifications are a plus
PMI Project Management Professional (PMP) or Program Management Professional (PgMP) certifications are strongly preferred
Agile Certifications (CSM, CSP, etc.) are strongly preferred
Experience with Scaled Agile Framework (SAFe) and Azure DevOps (ADO) is a plus
Master of Business Administration preferred
Lean Six Sigma Black Belt / Green Belt training and/or certification is a plus

Responsibilities

Create and drive cutover plans (pre/during/post)
Create and drive sprint plans, backlogs, and user stories
Create and drive dashboards and burndown reporting
Manage large ERP cutovers (40-50+ systems & stakeholders)
Run daily execution calls and task-chasing during cutover
Lead the implementation of a Greenfield SAP S/4HANA transformation
Coordinate and lead IT efforts to drive deliverables to closure
Work within an Agile/DevOps environment, utilizing tools like ADO or Jira for reporting, dashboards, and queries
Facilitate daily stand-ups, scrum calls, and other checkpoints
Ensure alignment between legacy teams, IT leads, and product owners
Identify and remove roadblocks
Manage risks and issues
Guide teams through the project management lifecycle
Validate data formats and ensure data extraction meets requirements
Collaborate with SI partners like PWC, directing legacy teams to appropriate leads
Initiate, Plan, Execute, Control and Close multiple simultaneous IT Projects
Apply the International IT process and lead cross-functional teams to complete tasks and deliverables according to the project schedule: on time, with quality and within budget
Manage all project processes including interdepartmental meetings, technical/functional resource identification and allocation, feasibility and impact assessments, development of detailed project plans/schedules/budgets, project timeline and progress tracking, budgetary month over month forecast/actuals updates, change control process, management of required SDLC documentation to define project requirements, training, interdepartmental communications for implementation readiness and any other project activities needed to ensure on-time delivery within budget constraints
Select, develop and evaluate team resources to ensure efficient operation of the project and its goals
Coordinate work performed by both internal staff and external partners
Develop detailed project scope, budget and schedules based on intent from leadership
Work autonomously to drive the proper process/documentation/tools needed to motivate to accomplish goals to make each project a success
Identify, evaluate, document and develop mitigation plans for project risks and issues
Demonstrate good judgment in selecting methods and techniques for obtaining solutions
Follow through on corrective action implementation
Use best practices and knowledge of internal or external business issues to improve products/services or processes
Instruct, coach or provide informal guidance to other professionals or colleagues with less experience