The best answer is: When it's not clear how to best handle a situation in digital life.
A digital dilemma is a situation in which there is no clear or obvious solution to a problem that arises in the context of digital technology. Digital dilemmas can involve issues related to privacy, security, online behavior, and social media use, among other things. Examples of digital dilemmas include deciding whether to share personal information online, determining how to respond to online harassment or cyberbullying, and figuring out how to balance the benefits and drawbacks of social media use. In essence, a digital dilemma refers to a situation in which there is no straightforward or easy answer, and careful consideration and thought must be given to the best course of action.