"challenging conversation" is correct and usable in written English.
You can use it to describe any conversation that was difficult, complicated, or that required a great deal of effort or thought. For example, "The meeting was a challenging conversation, as we had to consider numerous angles of a complex issue."
There was "a lengthy and challenging conversation" as a result, the bank noted.
The time has come for a more challenging conversation about what makes for the really courageous and truly oppositional.
He was known to hang out in the agora, or marketplace, of Athens, where he would engage both his own followers and more hostile rivals in challenging conversation.
At the end of a challenging conversation that, conducted via a translator, strains my intellectual faculties to their limit but barely flexes his, Aleksandr Sokurov makes an astounding statement.
If you're going into a challenging conversation with someone, spend time carefully considering how the person may respond.
As this challenging conversation evolves, it's important to remember that the problem is bigger than the act of violence itself.
Decisions about retirement living and care can be very difficult and often lead to challenging conversations.
Tristram Hunt will tomorrow make an appeal for Labour to get back to its core purpose of combatting inequality – urging the party to have "challenging conversations" about the role of class in entrenching unfairness in society.
"And we need to have difficult, challenging conversations about access to culture, social capital, family breakdown, parenting, community, neighbourhood, work, housing access, informal networks, civic pride, faith in education and so much more besides".
At the housing conference, Orr called for challenging conversations and new ideas, including a potential move away from arms-length management organisations to what he called "proper municipal housing companies".
Nephrology fellows need expertise navigating challenging conversations with patients throughout the course of advanced kidney disease.
