Oh yeah, I've seen it many times. I've been the one wallowing in my own misery as well; I just wasn't the one to voice my concerns. It really depends on the person, and what they're complaining about...but if you were feeling distance and apathy I'd take it as a sure sign something about their inflections told you they were exaggerating or in some way dishonest. I'd need a little more context to say anything specific, but it sounds like the average attention seeking behavior.

There's a fine line between being kind, and helpful. Next time you feel that way, try asking them upfront questions instead of sympathizing. Don't hold anything back, try to see if they get defensive...If they are exaggerating they'll likely change the subject. People who genuinely need help will persist even if you suggest things like they could be at fault, or they're overthinking it.

Someone who is introspective enough to be a candidate for an awakening will likely ruminate on troubles alone. On the flip side, someone who is on the edge of a 'breakthrough' could be inundated with emotion and seeking guidance - not empathy. Either way, try your best to give the person guidance. Emphasize how we all go through struggles in life, and that we are all capable of overcoming them...no matter the severity. What doesn't kill you makes you stronger kind of mantra. Take control, power of positive thinking only comes from accepting the negatives for what they are and conquering them.

I don't really know; I'm not exactly the best at this kind of thing..I've had my fair share of troubles to endure, and I never found solace in complaining about them. It only made it worse, actually.

If you can't relate because it's an intense event or something, give em appropriate compassion and just listen. You'll be able to tell if it's appropriate ambiance for advice.