If you’re in IT and talking about having a #failfast culture, you may not be doing your relationship with the business any favors. In the end, IT is an enabler and there’s usually nothing good about the enabler failing. But that may not be what you really mean.
As the enabling service to the business, what you’re really doing is providing a safe, accurate and cost-effective mode for the business to experiment. So the question really is: Who is doing the failing (if you should even call it that)?
In order for the business user to experiment, the enabler actually has to SUCCEED fast. You have to deliver what the business user is looking for accurately and on time in order for the business to see it, touch it and pivot if required.
Words matter. And if you’re setting up something like an #agile development environment to allow faster development life cycles through iterative development, it may be helpful to use language that doesn’t sound like an excuse for providing substandard service when heard by the uninitiated