I didn’t like to say’ is a comment commonly heard when it emerges that somebody has faced a difficult situation, but preferred not to address it. For example, imagine Person A is stereotyping Person B, but Person B feels uncomfortable about challenging this and therefore chooses to say nothing and accept the negative consequences of being stereotyped. The idea of assertiveness is that an assertive person is someone who tries to achieve win-win outcomes – that is, tries to make sure that each party benefits from the interaction. However, the ‘I didn’t like to say’ approach is actually likely, in many cases at least, to lead to a lose-lose outcome.
Consider this possibility. Person A treats Person B in a stereotypical way (making overgeneralised assumptions on the basis of gender, for example). Person B chooses not to challenge this, preferring the more comfortable option of just letting it go. Person B therefore loses out. Person A remains oblivious to the harm their stereotypical thinking has done – unless, that is, Person C comes along at some point and makes reference to the stereotyping that has been going on. Person A may then feel very contrite and regretful about the unintended harm done, and also therefore lose out. Hence the idea of lose-lose outcomes. Consequently, adopting the ‘I didn’t like to say’ option can mean everyone involved loses out, clearly not a good result.