Give the assistant a concrete situation and meaningful limits. A request for career ideas is broad. A request for several ways to explore a field while keeping your current shifts and spending no money gives it a more useful problem to work on.
Ask for genuinely different options and explain what makes each one suitable. Then choose one idea to investigate rather than collecting endless suggestions. If every option still feels generic, identify the missing fact that would change the advice, such as your available time or the kind of work you enjoy.