When businesses first start out, they look to IT to support their underlying processes. A variety of candidate systems are weighed up, with the most appropriate being selected to support the business going forward. In some situations, custom-built systems are developed from scratch. Either way however, problems eventually crop up a few years down the line, when the software that once added value ends up becoming a cost to doing business, instead of it being a business enabler.
Say for example that your business took on an IT system roughly 5 to 10 years ago; chances are it has reached legacy status by now (where a legacy system is one that still supports your business processes, while having inherited outdated technologies over the years that have since been improved upon). Given your existing software's antiquity, it is probable that new and improved technologies have since emerged, and the opportunity for increased value-add is staring you in the face.
But now you aren't entirely sure how to go from point A (old and tedious technology) to point B (new and improved technology). Sooner or later, every business executive is faced with this decision of upgrading their systems, and you'll know it is time to migrate your existing legacy system to a newer set of technologies when the risk of keeping the system clearly exceeds the business value of the processes it supports.
So if you are at this stage in your IT systems' evolution, where transformation is a necessity, then you have two ways of dealing with the inevitable change that is to follow: rapidly with high risk or slowly with low risk.
If you aren't quite sure which route is the best for you and your business, ask yourself whether the risks inherent in your existing legacy system(s) are intolerably high or not; if they are, then the risks that come with the fast and furious tranformation approach are acceptable. If, however, your business's IT processes could continue functioning merily for the time being, then the slower and surer transformation route makes far more sense; the change would be incremental and thus less risky.
It is important to stay mindful of the fact that technologies evolve rapidly. In light of this, business executives are encouraged to adopt the transformative mindset required to embrace business agility in this day and age; and the best way to keep ahead of the pack is to be proactive, so you might want to begin with examining your existing IT systems.