Question: Am I obliged to help a friend in trouble due to her own poor choices? I have a friend who is emotionally draining to me, and she is especially "down on her luck" this month. However, her situation is a direct result of especially poor personal choices over the last year, and there is no good path to get her out of the hole of poverty and depression. We don't have much in common other than similar-aged kids, and active participation in a local moms' group, but because I have come to her aid in the past, I feel an unspoken obligation to continue. (Maybe it's guilt, or pity, or empathy?) What are my obligations in a friendship that has recently become more taxing than beneficial? I don't dislike her, and we have many mutual friends, but I just don't think I can muster the time, financial resources, or energy this time to help bail her out of the latest fiasco. Is it morally acceptable to refuse to help? Should I talk to her about why now – or wait until she's less vulnerable?

Question: What's the proper response to the dissolution of a friendship within a social group? I loved your your May 6th, 2012 discussion of "unforgivable acts," and I have a follow-up question. Now – after cutting my losses with a best friend, after years of giving second chances, talking with him repeatedly, and determining that there's no more basis for a friendship – how do I judge mutual friends of ours? Some of them think that my actions weren't justified. Some resent me for breaking up a group of friends. Many want me to either make up with this person or tolerate him at gatherings. Is this reaction by these mutual friends fair? How should I respond to them?

Question: How can a person deal with overzealous ideologues? Suppose that an overzealous follower of a particular belief system constantly monitors and polices the behavior of other followers. When he sees what he believes to be a failure by someone to live up to their ideals, he attacks that person publicly, trying to shame him into proper behavior. What is the proper response if I am attacked by this overzealous follower in public? What if the attacks are private? Should I respond if my friends and acquaintances are attacked?

Question: How can I say no to a friend's request to become a business partner? Over the past several years, I developed a home craft business. Now that it is successful, one of my friends wants to be involved. She sends messages asking to get together to discuss ideas for new products and expanding the business. However, I am not interested in having a partner. How can I let her know that I don't want a partner – without coming across as mean or hurting her feelings? Also, since I want to support and encourage my friends' interests, I'm struggling with guilt for saying "no." How can I overcome that?

Question: What are "spiritual" values? In your recent discussion of "Materialism in Marriage," you talked about the importance of "spiritual values." However, I found that confusing, since I've always associated "spirituality" with religion, often of the woozy variety. So what are spiritual values? How are they different from material values? Why are they important?

Question: Should you care whether other people find you attractive? I’ve heard some people say they don't care what other people think of their physical appearance: they only care about their own judgment. To care, they say, is second-handed. Is that right? It is wrong to be pleased when someone compliments you on your clothes or hair?

Question: How can I politely tell my co-workers that I'm not interested in socializing? I have always struggled with the pressure to form friendships at work. Personally, I don't want to hang out with my coworkers after work. I don't want to chit chat during work. I won't want to celebrate birthdays or other personal events. This is always interpreted as me being snobbish, aloof, and worst of all "not a team player." It's so annoying. I just want to do a good job and then leave, not join a social club. How can I communicate that without being offensive?

Question: When does humor work against my values? Sometimes, I wonder whether my jokes undermine what I value. Is it wrong to poke fun at my friends or myself? Is it wrong to joke about principles that I hold dear? How do I draw the line?

Question: Should friends initiate contact with each other roughly equally? Some of my friends never initiate contact with me. They are friendly, loyal, and otherwise great friends. But for any interaction or get-togethers, I must initiate conversation, suggest activities, and so on. Sometimes, I feel as if I value the friendship much, much more than the other person does. Is that an accurate assessment or is something else going on? Should I just seek other friends? Should I talk to these friends about this issue? (If so, what should I say?)

Question: Should I spend time with a friend and her husband if I can't stand him? A friend of mine is married to a man with the same views of love and marriage as Jim Taggart. He is of no value to me, and I hate being in his presence. My friend invites me to spend time with the two of them and other friends of hers. Should I decline the invitations so that I do not grant her husband any undeserved attention or friendliness? Or should I accept so that I can see my friend? To do the latter feels like insulting my friend and betraying my own values.

Question: Am I responsible for the actions of my friends? Suppose that a friend of mine does something that others find objectionable. Am I obliged to state my opinion of what my friend did? If I refuse to state an opinion, should others assume that I endorse my friend's actions?

Question: Is it wrong to be friends with subordinates at work? Work is a place where you have a certain contractual and moral obligation to the company you work for to put the company's interests ahead. With workplace friendships, particularly with subordinates, this can lead to problematic situations, particularly in maintaining a sense of objectivity both to yourself and among your peers and subordinates. There are also problems with the friendship itself; items that you are not supposed to share with subordinates and big events in your friend's life (looking for another job, for example) that either put you in a rough situation or have to be left out of the friendship entirely. Is being friends with someone who is subordinate to you at work practical or moral?

Subjects Discussed: * My still-for-sale podcast on finding prospects for romance and friendship * Five tips for meeting new people * Asking an interesting person for a second meeting * Finding better people in college * Overcoming (hatred of) small talk * Finding a non-religious community for the family.

Question: Can an ordinary person do something unforgivable? Could a friend act in a way that would make rational forgiveness impossible? Might a person do something so hurtful or unfair that you couldn't ever trust them again? In such cases, how should the person wronged acted towards the unforgivable person?

Question: How can I encourage my friends to be more purposeful and passionate? I have been certain about my life's purpose – in terms of what career and personal creative works I'd like to pursue – from a young age. I've had friends who are above-average in their academic and career work, and who explore various hobbies, but they do not pursue those activities with eager passion. They say that they "do not know what they want out of life" and have not "found their calling." What is at the root of uncertainty about one's purpose? Is there a moral breach involved? How can I motivate, encourage, and inspire my friends?

Question: Why are disputes so belligerent in online communities? I've noticed that people get into very loud and heated disputes online, whereas that doesn't seem to happen in local communities. Disputes in local communities tend to be less frequent, less belligerent, and last for a shorter time - even when some people end up hating each other and refusing to have anything to do with each other in the end. Why is that? Also, why do people who are closest with each other (whether close friends, dating, or married) seem to agree more on hot-button issues? Are people more willing to reject a stranger's arguments than those of a friend? Is that an error?

Question: What should I do when other people offer to pray for me? Sometimes my friends and family members offer to pray for me – whether because I've got some problem in my life or because they know that I'm an atheist. How should I respond?

Question: What is the proper response of an atheist to requests for prayers? A relative of mine recently had surgery to have his appendix removed. I was asked by another relative to pray for the first relative, even though everyone in my family knows that I don't believe in God or the power of prayer. I tried to let it slide during the conversation, but she was insistent. How should I respond to such requests for prayers, particularly when I don't want to offend anyone or seem unconcerned?

Question: What's the proper threshold for cutting off a digital versus in-person acquaintance? Morally, when it is wrong to end your friendly interactions with an in-person acquaintance? And when is it wrong not to do so? Does the answer differ for a digital acquaintance – meaning, for example, someone that you know only via Facebook?

Question: Am I obliged to tell a friend that I've developed romantic feelings towards her? Recently, I've developed romantic feelings for a platonic friend. Is it dishonest to withhold this information from her and just continue our friendship? What should I do if she asks me a direct question about my feelings? When would it be wrong to withhold this information from her, if ever?

Question: Should you just keep quiet when a friend's bad philosophy works for him? If someone you know pretty well believes in something mystical, such as "The Law of Attraction" (from "The Secret"), or "The Power of Prayer," and this has helped them move their outlook on life toward a benevolent universe premise, and they are more productive and happier, is it better to leave them with their faulty metaphysics and avoid the topic, or should you try to show them the error? What do you say when they start trying to convince you of the truth of their view?

Question: Are "friends with benefits" relationships a mistake? It is moral and/or wise to pursue sexual relationships with friends, even though you're not in a romantic relationship? What are some of the benefits and/or pitfalls? If it's a mistake, what should a person do to avoid such entanglements?

Question: How can I politely decline outings with friends that I cannot afford? Recently, a friend proposed an outing that was far too costly for my limited budget. In such cases, how do you recommend telling the person that it's too pricey? If the person then offers to pay my way, is it wrong to accept that? I don't want to be an object of charity, nor pressure my friends into paying for me in any way.

Question: Should I terminate friendships with people who steal music and other intellectual property from the internet? I don't know a single person who doesn't steal something off the internet. I used to do this myself, but stopped when I realized it was wrong and why. Normally, I would cut off contact with anyone who violates rights, because that's worse than just holding wrong ideas, but the activity is so prevalent now that doing so would end my social life. Even now, my clear moral position strains my friendships. So what should I do?

Question: How can I maintain my integrity in friendships with people of opposite philosophic views? I struggle to keep good relations with family and friends who support our current political system in which some people are helped at the expense of others, which I regard as slavery. They support ObamaCare, EPA restrictions, and welfare programs. Through years of caring discussions, I realize that they do not hold the individual as sacred but instead focus on what's best for "the group." At this point, I often feel more pain than pleasure being with them, even though we have many other values in common, yet I hate to cut them off. How can I maintain good relationships with them – or should I stop trying?

Question: Are there times when you shouldn't help a friend? If you see a friend taking some action which may be ultimately self-defeating or self-destructive, but you are pretty sure they don't have the knowledge or experience to understand the future consequences of their actions, should you allow them to learn on their own or stop them from making a mistake that you know will be disastrous?

Question: When a person adopts a life-changing set of beliefs, how should he present that to family and friends? The point would not be to try to convince them to follow, but to say "look... this is what I believe, these are the principles by which I now live my life now, and please respect my choice to do so."

Question: What do you think of long-distance relationships? Do you see any dangers in long-distance relationships? Hasn't the internet made such relationships nearly as good as living in the same city?

Question: What are the benefits of attending Objectivist conferences in person? I know that there are several regional Objectivist conferences this year in addition to the Ayn Rand Institute's OCON. What are the benefits of attending these in person, rather than just listening to the lectures via a webcast or buying the lectures afterwards?

Question: How does one best deal with unrequited love? I am most interested in this from the perspective of someone who harbors feelings for a friend. In particular, how do you "move on"? When I have been in this situation, I have found it difficult to be interested in others I'm trying to date when so "hung up". Is it necessary to distance oneself from the object of one's affection, even if it means to some extent giving up a life-enhancing friendship? What if one would rather remain single than diminish the friendship? Can that be a rational choice? If so, for how long? Does the answer change if the initial rejection was not unequivocal, but based on some possibly temporary circumstances (like a current relationship)?

Question: What is love? How would you distinguish between romantic love and the love of close friendship? What is the difference between infatuation and love? How can a rational person know when he or she is "in love"?

Question: Should you tell someone else's secret to a spouse? I know a lot of times when I share personal information with my best friend, I assume that she will (and am okay with) her sharing some or all of that information with her significant other. I think she makes the same assumption, that I will share some of what she tells me with my husband. If (hypothetically) there was something I didn't want her significant other to know about, would I be right in asking that she keep a secret from him? On one hand, the information I'm sharing is personal and I might like to keep it between us. On the other, is it right to ask her to keep something from him?

Question: What is the best way to cut someone out of one's life? When ending a friendship with someone is one obliged to give them reasons or is a simple "I no longer want to have a friendship with you" sufficient? What if the person would not accept the reasons or maybe even be driven to revenge or depression by such an action?

Question: What's the difference between a close friendship and an "emotional affair"? Where do you draw the line between them? What's the essential wrong of emotional affairs, if any?

Question: Can men and women be "just friends"? (This is a follow-up to the discussion on infidelity from January 23rd.) Where is the line crossed from friendship to something more intimate that would be a threat to a committed relationship? Is it fair for me to expect a romantic partner to keep his female friends at a distance?

Question: How can I judge people more efficiently? It would be helpful to be more efficient in judging whether certain individuals are appropriate for a friendship. Sometimes it takes me a long time to decide whether I would like to be friends with someone or not. It takes me even longer to decide whether I would like to be in a romantic relationship with someone. How can I speed this process up? What are some key factors that might help me make these types of decisions more efficiently?

Question: How do you judge people of mixed premises? Many people are of "mixed" premises. How does one develop close and personal friendships or pursue long-term, serious, romantic relationships when many people are not consistently rational or moral? How does one judge such people objectively as to their worthiness for friendship or as a potential romantic interest?

Question: I have a friend who is pretty hardcore paleo and is often very critical of other people's diets. Food is really important to her and I don't think she means to sound so disparaging. How do I kindly tell her to butt out of mine and my friends' eating habits?

Question: If you have a dear friend with depression that is honestly struggling, what can you do to help? I've listened. I've recommended a book Mind Over Mood. I've sent a picture each day of a memory and what is says about her i.e. focus on the positive.

Question: A friend (we were once close, but have grown apart in recent years) confides that she is cheating on her husband and has no plans to tell him. I have no idea what to do – I neither wanted this secret nor want to help keep it from the husband. I'm angry.