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Project Manager, IT Project Manager, Systems Analyst

Job in Lake Forest, Lake County, Illinois, 60045, USA
Listing for: Mastery Logistics Systems
Full Time position
Listed on 2026-07-15
Job specializations:
  • IT/Tech
    IT Project Manager, Systems Analyst
Salary/Wage Range or Industry Benchmark: 85000 - 110000 USD Yearly USD 85000.00 110000.00 YEAR
Job Description & How to Apply Below

"You'll be the person who keeps a complex implementation calm, organized, and moving — turning a long list of moving parts into a customer's confident go-live."

Master Mind is the cloud-based TMS built for everyone who moves freight — shippers, carriers, private fleets, IMDL, and brokerages — all operating in one platform. Getting a customer fully onto that platform is its own kind of complexity: timelines, dependencies, internal teams, customer stakeholders, and a hundred small decisions that all must land in the right order.

As our Project Manager, you'll own that complexity from kickoff to go-live. You'll be the steady hand customers trust and the connective thread that keeps Mastery's internal teams aligned — managing scope, surfacing risk before it becomes a problem, and making sure every implementation ends the way it should: on time, on scope, and with a customer who's confident in what they just adopted.

WHAT

YOU'LL OWN
  • Represent the Mastery brand in every customer interaction — building trust through clarity, consistency, and follow-through
  • Build strong relationships with customer stakeholders and internal teams that translate into smoother decisions and fewer surprises
  • Define communication and engagement strategies for each project, adapting as stakeholder needs and expectations shift
  • Keep information flowing — clear, timely, and proactive communication throughout the project lifecycle
Project Planning & Execution
  • Lead projects end-to-end
    , from initiation through go-live and handoff to Customer Success
  • Define project strategy alongside the project team — goals, success metrics, milestones, deliverables, and timelines
  • Build and maintain project plans that balance scope, schedule, quality, and resource constraints in the real world, not just on paper
  • Monitor project health against milestones and success criteria, catching drift before it becomes delay
  • Define and protect project scope in partnership with customers and internal teams
  • Manage scope changes through clear, documented change control — no surprises, no scope creep by accident
  • Identify risks early and build mitigation and contingency plans before they're needed
  • Coordinate cross-functional dependencies
    , communicating impacts clear when one team's timeline affects another's
  • Escalate when it matters — knowing the difference between a risk to monitor and one that needs immediate attention
Team Leadership & Process Improvement
  • Foster accountability and ownership across every team involved in an implementation
  • Turn lessons learned into better delivery
    , continuously refining how Mastery runs implementations
  • Champion project management standards and drive adoption of the tools and processes that make delivery repeatable
  • Define go-live readiness and post-implementation success criteria, and make sure every box is checked before a customer goes live
WHAT YOU BRING Experience
  • 5–10 years of project management experience, ideally in software implementation, SaaS, or technology environments
  • Track record managing customer facing implementation projects from kickoff through go-live
  • Experience with enterprise software implementations
  • Comfortable managing multiple projects simultaneously without losing the thread on any of them
  • Transportation, logistics, supply chain, or freight industry experience preferred
Skills & Approach
  • Strong organizational, planning, and prioritization instincts
  • Excellent written, verbal, and presentation communication
  • Sharp problem solving and critical thinking under ambiguity
  • Familiarity with Agile, Scrum, or hybrid PM methodologies
  • Fluent in tools like Asana, Slack, Teams, and Microsoft Office
  • PMP, CAPM, or equivalent certification a plus
HOW YOU'LL KNOW YOU'RE SUCCEEDING
  • Customers go live on time, fully scoped, and confident in what they've adopted
  • Internal teams know exactly what's expected of them and when — because you made it clear
  • Risks get caught and resolved before they become escalations
  • Customer Success inherits a smooth handoff, not a cleanup job
ABOUT MASTERY

Most TMS platforms are tolerated. We've proven a better way — one platform built for every facet of transportation: shippers, carriers, private fleets, and brokers, all under one roof.…

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