It may seem like a lot of questions or effort, but that’s the true behind-the-scenes of so many long-lasting friendships. It is not all fairies and roses, just like relationships, it is arguments and silences and anguish. Being upfront is the glue that brings it back together.
Your friend will appreciate you asking and may cower slightly as they do not want to admit they need something, but as long as they know they have your support, you have started the process. Whether they desperately need your advice on something or they just need you to be there, you are making a difference.