@Jack1034,
"It's a lot more difficult than it sounds"
No friendship should be difficult. It's expected that we tolerate difficult co-workers and family members (to a degree), but friendships are in a different category. We get to choose our friends. Some friendships are a life long thing; other friendships may only last years or months.
You need to decide if the dynamic of this friendship adds to, or detracts from, your overall sense of happiness and well-being. You cannot assume that this friend (or any other unless they have shown otherwise) has your happiness and well-being in mind. Some "prey" on the weak and enjoy adding turmoil and conflict; it's a power play for them. Some feed off negativity. You've heard the saying, "Misery loves company."?
A true and good friend will always, ALWAYS have your best interests in mind in every action they take towards you. They will always seek ways to build you up, add to your happiness, and improve your life. If this is not the case then you cast them to the outer circle where you know that every interaction should be approached with the knowledge that they are in it for themselves, not you.