Senior Project Manager (Software Implementation)

project44 • Chicago, IL

1d • Hybrid

About The Position

The Senior Project Manager owns customer software implementation projects from post-sale handover through Go-Live and Hypercare. The role manages project plans, timelines, milestones, deliverables, governance, risks, issues, dependencies, budgets, and scope, while serving as the primary customer contact for delivery. The position coordinates internal and customer teams across Solutions Architecture, Engineering, Product, and Support, and supports testing, Go-Live, and transition to Customer Success. It also contributes to delivery standards and process improvements and supports pre-sales and discovery with implementation timelines and feasibility input.

The role involves strategic, high-impact implementations with global brands in a fast-scaling SaaS environment. The position works cross-functionally and with customer leadership, with ownership and autonomy to drive projects end to end. Candidates are expected to work on-site at the company headquarters four days per week and travel occasionally based on customer needs. project44 expects team members to use AI thoughtfully in their day-to-day work.

Requirements

• Fluent in written and spoken English.
• At least 5 years of experience in customer-facing project management roles.
• Experience in supply chain, transportation, or logistics technology; SaaS implementations; or software delivery is preferred.
• Proven ability to manage complex, multi-stakeholder projects with competing priorities and timelines.
• Strong expertise in risk, budget, and stakeholder management.
• Experience with project and collaboration tools such as Jira, Confluence, Microsoft Office, or equivalent.
• Ability to communicate effectively with technical and non-technical stakeholders.
• Strong organizational skills and ability to manage multiple projects simultaneously.
• Comfort working in a fast-paced, cross-functional, global environment.
• Willingness to travel occasionally based on customer needs.
• High ownership and accountability across project delivery.
• Team-oriented approach and commitment to collaboration and customer outcomes.
• Ability to operate with urgency, structure, and clarity in complex environments.
• Commitment to working on-site at the headquarters four days per week.

Nice To Haves

• Additional language skills, especially French, German, or Spanish.
• Experience with TMS, ERP, or supply chain systems.

Responsibilities

• Own and drive the full customer implementation lifecycle, from post-sale handover through Go-Live and Hypercare.
• Develop and manage detailed project plans, timelines, milestones, and deliverables, aligning internal and customer teams.
• Lead project governance, status tracking, reporting, and stakeholder communication.
• Manage project risks, issues, and dependencies; identify mitigation strategies and drive resolution.
• Manage project budgets and scope to keep delivery within agreed commercial parameters.
• Serve as the primary customer contact for project delivery, managing communication, expectations, and alignment.
• Coordinate Solutions Architects, Engineering, Product, Support, and customer teams.
• Facilitate project kick-off calls, weekly status meetings, steering committees when applicable, and Go-Live readiness reviews.
• Coordinate timelines, stakeholders, and deliverables for System Testing and UAT.
• Plan and execute Go-Live, including cutover coordination and post-launch validation.
• Oversee Hypercare and ensure a smooth transition to Customer Success and long-term account stability.
• Track project progress using internal tools such as Jira, Zendesk, Rocketlane, or equivalent.
• Contribute to process improvements, project management standards, and scalable delivery frameworks.
• Support pre-sales and discovery by advising on timelines, delivery approach, and implementation feasibility.
• Use AI with intent, curiosity, judgment, and responsible governance in day-to-day work.

Benefits

• Stock options for all EOR and project44-employed team members.
• Bonus or commission eligibility depending on role.
• Benefits package tailored to country of employment, which may include health, dental, and vision coverage, retirement plans, and paid time off, in line with local market standards and statutory programs.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed