In order for there to be a history, there would first be a few obstacles to get over: "What are you, stupid? I said it wasn't investment advice. Sue if you want, good luck finding a lawyer to take the case."

Okay, potential plaintiff found a lawyer who will take the case. It would still need to go before a judge who didn't immediately laugh it out of the court room.

After all that, then you might find a court case recorded somewhere. Let us know what you find.

It might work more like a fence. It's hard for me to get a count of how many not-dogs are in my yard right now that my fence successfully kept out.

I'm not sure of any precedent, but the disclaimer isn't just a "don't hold me to it" liability insurance. There are certain certifications required related to various types of products and recommendations (primarily Series 6, 7, 65, and 66). If they don't have that certification and act in that role, it's not just oops-you-can-sue-me liability, it's an actual possibility of jail time.