How can I tell someone they have made an inappropriate joke or said something hurtful without sounding confrontational?
How can I tell someone they have made an inappropriate joke or said something hurtful without sounding confrontational?
user
I want to let you know that I felt uncomfortable with what you just said. Can we please keep the conversation going in a more appropriate direction?
assistant
How can I tell someone they have made an inappropriate joke or said something hurtful without sounding confrontational?
user
In that situation, I would begin by clarifying what was said or done. For example, you might say something like, "I'm not sure if this was the intention, but it came across as (inadequate/offensive). How would you feel about changing the topic to avoid offending anyone?" From there it is important to show the person how their words or actions can be perceived as hurtful and be clear that such language or behavior will not be tolerated. 
I would also express sincere appreciation when their intentions are good while also outlining a standard of acceptable behavior and what consequence can be expected when these standards are not met. Providing the individual with an opportunity to apologize and learn from the mistake is important in creating a safe space for individuals in all environments.
assistant