Pros
Rob Painter is an excellent CEO, speaker, and leader. You'll work with some people that are really tenured, really smart, and care about Trimble. Trimble is willing to help move you into a different role within the company if your current role is not a fit.
Cons
Trimble began their "Digital Transformation" 4 years ago. Several different consultants and business leaders tasked with bringing all companies and systems together. It's been REALLY ROUGH for everyone involved, especially the customer-facing roles that have to represent a disorganized company to our customers. It will be several more years til there is meaningful improvement. Trimble grows a ton through acquisition. Every acquisition has been one step forward and two steps back and there are many more in the near future. Without the right manager or leader to advocate for you, you will break your back trying to get a promotion or raise ("Do the job long before we give you the job.")