To purposely disagree is to have two character traits. One is courage, and the other is creativity.
To Have Courage
The world is creating echo chambers because of filtering. One can pull up the internet or social media and have the articles and advertisements curated to fit that person's perspective. Curating one's experience can lead to even more profound, more radical thinking because the counter positions are removed from the person's skills. We tend to seek that which confirms ourselves instead of challenging ourselves.
There is also the human desire to be liked. Humans want to fit into the tribe. Because of this natural inclination, people will take on views that cause them to fit into the majority. So in an interview with a preacher or with an eldership, ask "what view do you personally take that the group does not agree with?" Usually, there is little fun in being disagreeable in a group. But with this approach, you see two things. The level of Biblical knowledge. You have to be creative enough to know enough to take a view on a topic that might not be readily discussed. Also, you have to see if the group can handle constructive disagreement in which the best ideas win out instead of groupthink.
To Have Creativity
In asking the question about which matters that you individually hold that the group might disagree with, you can see the depth of thought. If the answer is some pat response, this could be an indication of shallow Biblical knowledge. Does the person have the ability to think outside the box? Can the person think for themselves or does the person disagree with the standard points of contention in a church? You can see the level of self-defining the person has.
A healthy group is seeking the best path forward, not always the easiest route. Will an eldership or preacher disagree in a group? If this is hard for the individual, it is a sign the person could be overly concerned with fitting in. A good leader wants to hear the truth, not what makes them feel good.