When the King of Cups is reversed, it can indicate a lack of power or authority, or even a situation where there is little security and a lack of control. This tarot suggests that Richard may have difficulty achieving his goals, and may face barriers to pursuing his career. Furthermore, this tarot may also indicate that Richard is not making the right decisions for his future and that he may not be aware of the risks associated with his actions. Therefore, Riccardo may have difficulties in his career due to his choices.
The Two of Cups can indicate the start of a new project or a fresh start. This tarot suggests that Richard is taking the necessary steps to achieve his goals and that he has strategies in place to achieve success. Furthermore, this tarot can indicate that Richard has the skills necessary to overcome difficulties and achieve his goals.
Taking both tarot cards into consideration, it seems that Riccardo can be successful in his career if he is committed to making the right decisions and applying the right strategies. However, there are still many hurdles to overcome before he can achieve the desired success. Therefore, the answer to the question is: Yes, but with caution.