Software updates are never simple. At the very minimum, it’s a 3-step process prior to roll out: (1) install software (2) integrate with other systems (3) test extensively. Veteran CIOs would caution: never underestimate how time-consuming this process can be. Carefully consider the best time to execute the update. How many long-term projects will be affected by installing the new release? How can the impact of the rollout be minimized throughout the company?

You know what’s hard to stomach? Upgrade costs that are almost as much as the cost of initial deployment. Whether you are upgrading ERP, CRM, supply chain management systems, or any other major enterprise software product, costs are skyrocketing. Gartner Group¹ finds that enterprise software upgrades can run as much as 30 percent of the original software installation price. Companies are seriously considering whether it’s worth it. What is the cost of all resources dedicated to executing a clean rollout? Whether it’s lost productivity during training or consultants needed to figure out version compatibility issues, it’s important to tally the true cost of the upgrade. Then it’s time to ask the question: if new enhancements are relatively minor, it is worth it to update?

The IT department can often guide the company through enterprise software updates, but sometimes more guidance is required. Companies benefit greatly from handling upgrades though a multi-departmental process. To ensure the smoothest rollout of an enterprise software update, an individual evangelist – ideally a top executive – should physically lead the change. A written plan is nothing without an earnest and passionate leader behind it.

Even better, when it comes to overseeing the upgrade of say, an ERP system, companies find it helpful to create cross-functional teams of IT and business people. Heavy-duty users of the software can lead their individual departments, keeping teammates up-to-speed on the system. Business people inherently understand how the upgrade is going to affect their department and provide insight into whether upgrading is even worth it.

Getting ready for an enterprise software update requires a hard look at the training, customization, and expense it will require. Determine whether new features will offset the discomfort (or chaos) the update might cause your company. And with the right planning and rollout, maybe it doesn’t have to be a nightmare.