Companies pay for a system built on modern best practices, then spend the implementation budget configuring it to work exactly like the broken system it replaced. Taliferro's first question on every rollout: is the old way actually better, or just familiar?
Published: 20 Apr 2023 · Updated: 10 Aug 2026
Co-Founder Taliferro
Most ERP write-ups list the same eight checklist items — plan thoroughly, pick the right vendor, get executive buy-in, train your people. All true, all generic. The pattern that actually predicts failure is narrower and more specific: organizations pay for a system built around modern best practices, then spend the implementation budget configuring it to work exactly like the broken system it's replacing.
Every ERP vendor ships defaults based on how well-run companies in your industry actually operate. The moment someone says "we need it to work the way we already do it," that default starts getting overridden — and every override is scope, cost, and a future upgrade that breaks. The question worth asking before every customization request isn't "can we build this," it's "is our current process actually better than the default, or is it just familiar?" Most of the time it's the latter.
Vendor demos are built to show the system at its best, on clean data, doing the workflow the salesperson has rehearsed a hundred times. Ask instead for a reference customer in your industry, at your size, and ask them directly what broke in year one — not what they liked. If a vendor can't produce that reference, that's the answer.
Legacy data is dirtier than anyone believes until someone actually tries to migrate it — duplicate customer records, inconsistent units, fields that meant one thing in 2015 and another thing now. Budget for multiple test migrations before go-live, not one. The first migration attempt exists to discover how bad the data actually is; the second and third are for fixing it.
Executive buy-in gets the budget approved. It doesn't get the day-to-day decisions made correctly, because executives aren't the ones who know why the warehouse team enters inventory counts the way they do. Every successful implementation has someone — often a mid-level manager, not an executive — who can translate between what the implementers are building and what the daily reality on the floor actually requires. Identify that person early and give them real authority to make calls, not just relay complaints upward.
Planning, vendor selection, training, and testing all matter, but they're table stakes. The decision that actually determines whether an ERP rollout succeeds is whether the organization is willing to change its process to match a better default, or insists on paying to rebuild its old habits inside new software.
Tyrone ShowersStart with software development support, connect it to the execution-first operating model, or show us the drag point.
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