I think it is easy to judge from the outside, very much harder to walk a mile in someone's shoes. Everyone is created with the innate motivation to succeed. Success is relative. You never know how much someone has persevered through in life. For some, the greatest success is to be alive. I think it is dangerous to lump people into categories of success and failure. There are barriers, yes, both internally and externally, to "success." Some people "play it safe." Does this mean that they never gave themselves a chance? I don't think another human being gets to decide that. And about being in a relationship with that person, sometimes, those are the people that need others the most. You never know how you might touch the life of another, for better or worse.