My sister really does it up over the holidays. Each year, the whole clan packs up and heads to her house for at least one "fit-for-a-king" meal. She's got the smoker, the deep-fryer, the sousvide, the steamer, and - well, pretty much every machine a gourmet cook might have in her kitchen.
But she didn't go out and buy everything at once. If she had, she surely would've been completely overwhelmed. No one can or should cook a holiday meal for 30 using a warehouse full of new tools for the first time.
She and her husband, Larry, add tools to their toolbox only after they've mastered the ones they already have.
The way an organization consumes software should be similar. But software comes with a pile of features that will take months if not years to master, unlike cookware which is generally single-function. The pressure to use every bit of software functionality is what can lead to disaster.
When companies spend huge sums of money and resources selecting and purchasing software, they expect to see a return on the software. And that often means they expect to get value out of all its features.
One of the biggest mistakes you can make, is to attempt a software roll-out that's too broad and which requires massive training. Only the largest corporations have the resources to ensure that approach is successful (and even then, many fail).
It's ok to start with the basic functionality and give users time to get used to the system. Even if the basic functionality doesn't provide more benefit than the system you currently use. The most important factor to a successful long-term roll-out, is to ensure a series of short-term successes.
My sister and her husband served an excellent meal the first time we gathered at their home for the holidays. Nothing fancy. Just good, wholesome, fresh food. The next year, they added a smoked turkey to the menu. And it was a success. And each year, we are surprised with added goodness.
If you want people to be happy with the software meal you serve up, start with the basics that are sure to please. Then expand from there.