Most career-changers trying to break into IT project management have never seen a real enterprise project from the inside — so when a hiring manager asks them to describe one, they freeze. In this video I walk through a real enterprise IT project, end to end, the way it actually plays out.
The walkthrough uses a composite $4M CRM platform migration at a 3,000-person company — nine months from kickoff to cutover, across seven stakeholder groups. You’ll see exactly how the work moves, who’s involved, and where projects quietly go sideways.
In this video, I cover:
- The five phases — initiation, planning, execution, monitoring, and closeout — and what actually happens in each
- The people you’ll work with: sponsor, steering committee, vendor PM, workstream leads, security, and IT ops
- The pitfalls that hit almost every project — scope creep, vendor underestimation, stakeholder fade, integration surprises, and cutover chaos
- The early-warning signs senior PMs catch in week two (and juniors miss until week eight)
- The mental model that makes you sound credible in interviews before you’ve ever run a project this size
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