The card that represents the situation is The High Priestess. This card suggests a situation of reflection, intuition and wisdom. It represents a situation that requires an intuitive approach to examining circumstances in order to make informed and reasonable decisions. It also symbolizes a willingness to learn from others and new experiences. Overall, this card indicates that you are well prepared to approach the problem calmly and methodically.
The challenge before you is the reversed King of Swords. This card suggests that there may be difficulties in dealing with this problem. You may be faced with challenges that you are unable to overcome easily. There may also be legal obstacles or practices that can hinder your progress. Furthermore, this card can also indicate the presence of negative or opposing people who could question your decisions or try to influence them in some way.
Looking at the two cards in the reading, it can be said that confidence in John regarding this business can be given, but precautionary measures must be taken so that a failure does not occur. You should consider all aspects of the situation before making a decision, including any opposition. Overall, the answer to the question is "Yes", trusting John can lead to good results, but with caution and method.