Some Bigger Picture Thoughts On How To Make Conversation

If you've read some other articles in this section you know it tackles making conversation at different scales. On the micro level it talks about ways to start them or handle awkward silences, for example. At a "middle" level it goes over some broad approaches you can use for talking to people. This article will give some more abstract, general thoughts on the subject.

You really, really just have to practice making conversation a lot to get better at it

If someone has trouble making conversation they do need to be given some basic principles and guidelines, perhaps with some example lines or topics to test out. I cover that in other articles. However, as much as you can try to prepare for a conversation ahead of time, a lot it goes out the window once you're talking to someone in real life and have to think on your feet. When you're trying to listen to someone, or come up with what to say next, it's hard to simultaneously refer back to the master plan in your head. And beyond the first few relatively easy to predict exchanges, a conversation can quickly go in any number of directions. It's totally impractical to try to come in with some grand flowchart that covers every possibility.

Once you've got some general concepts to get you started, the only real way to get the hang of applying the ideas is to practice them a ton. There's no shortcut to doing this. You have to get used to reacting in the moment. You have to give your mind enough experience that it can put some initially difficult sub-skills on autopilot, so you can free up more mental resources and show your full potential.

Feeling comfortable is a big factor in conversing well

Other articles and sections of the site cover this in more detail, but in general there are all kinds of ways people's comfort levels handicap their ability to have enjoyable, flowing conversations:

Dealing with these issues requires a combination of approaches, like facing your fears and getting used to them, learning to address the counterproductive beliefs that make certain situations out to be more risky than they are, and possibly working through the memories of upsetting social events that keep your worries and insecurities alive.

One core conversation skill is being able to get inside the head of other people

In other words, using empathy skills. Ideally a social conversation isn't just two or more people talking for the sake of talking, but that everyone finds the exchange rewarding. The flip side is that you want to avoid the discussion becoming awkward or tense or embarrassing. To do that you've got to be able to put yourself in the other person's shoes, and think about the following:

We can't be flawless mind readers, especially with people we don't know well or have just met, but as the conversation goes on we can often pick up the gist of what someone is like and get a general answer to these questions. Acting on those insights allows you to steer the conversation in a direction that will be more rewarding for both of you.

This is not to say you have to turn into a soulless manipulator or spineless people pleaser, and always take the conversation in the direction someone else wants it to go. It's more that if you have this information you can make better decisions. You may pick up on what they prefer, and decide the best conversation may come out of going against that. For example, you may realize they want to complain about something minor, and think the best course of action is to change the subject and then start joking around to cheer them up.

Put the good of the conversation ahead of your personal preferences for it

There will be times when you're talking to someone and it's pretty clear what needs to happen for the conversation to go well, but that clashes with how you'd like it go. Maybe you're dying to tell everyone about a bit of trivia you learned the other day, but the only way to bring it up would be to force into an inappropriate spot. The higher priority is the health of the conversation itself. This idea especially applies in group discussions where you may have something to say in mind, and within two sentences the topic can move on to something entirely different. It's better to adapt and move forward rather than think, "But I had such a good point prepared in my head. Hm, maybe I can clumsily pull the discussion back to the previous subject."

Article continues below...

Not every conversation needs to follow the same template

Reading some advice on making conversation, you can get the impression that every time you talk to someone you must use the same formula. Like first you must make small talk, then you have to try to get to know them better, and eventually maneuver the discussion into deeper territory. The goal might be to get to know them on a core level and really connect with them as a fellow human. Some advice implies you should always try to make a conversation go as long as possible too.

An approach like that definitely has its place, but conversations can take many forms. Sometimes we just run into an acquaintance in line at a coffee shop and have a quick "What have you been up to?" exchange. We don't always have to drive toward deeper, more meaningful material every time. Sometimes we mainly want to joke around with people on a fluffy, superficial level, or talk about impersonal subjects like movies. Many people have buddies or acquaintances they've never "connected" with that all deeply, but still enjoy their company for other reasons.

There are outside factors that determine how a conversation is likely to go before it begins

When it comes to social interaction I think a saying that can fit is "The outcome of a battle is decided before it even starts". When you begin talking to someone your conversation skills will play a role in how well it goes, but many of the factors that determine how it'll turn out are already in place. Some of them are:

Not every conversation can go perfectly, and you can't make everyone like you

Some advice on making conversation has this implicit message that the ideal is to be able to talk to anyone at any time. I think if you're a good conversationalist you can get along with all sorts of people, but realistically you can't win them all. Sometimes you're going to talk to someone and it's just going to be awkward and stilted, or you won't have much to say to each other. Maybe it's because of you, maybe them, maybe the circumstances, or some combination of the three. There's no need to be hard on yourself if you can't have a sparkling back and forth with every last person you meet. This is especially true if you just want to be somewhat better at talking to people than you are now, but don't feel any need to be a social kung fu master.

How you present something is as important as what you talk about

Someone who's naturally funny, insightful, or a good story teller can take the same basic topic or premise as someone else and, as if they're running it through a filter, make it more engaging. It's not always about having the right, magic topics to bring up. Someone who's a good conversationalist can work with all kinds of material.

If the conversation is going well overall, you can get away with slacking on some of the smaller technical details

As long as everyone involved is happy with the interaction there aren't many hard and fast rules you always have to follow. For example, all else being equal it's better to make good eye contact with people while you're talking to them. But if your other conversation skills are solid, making so-so eye contact isn't going to totally ruin things. Making artful segues are another area you can slack on a bit. Just going ..."Oh yeah..." or "...Oh, I just remembered..." is usually an acceptable way to change topics as long as you're not being completely random.

Connecting vs. Distancing in conversation

This one is a bit more abstract. When you're speaking with someone the things you say, and the intent behind him, can function to help you connect with the other person, and bring you closer to them, or they can push you apart. For example, say you're talking about a particular movie, and they make a clever observation, but also get a minor plot detail wrong while they're making it. A more connecting response would be to ignore their mistake, since it's not relevant to their overall point, and their more general goal of wanting to get rapport with you by talking about films you both appreciate.

A more distancing response would be to correct them, from the reasoning of, "They're stupid. I'll show I'm better than them them by pointing out their error." It's all about the intent, since you could point out their mistake in a friendly, teasing way as well. Without always realizing they do it, some people approach conversations with a more distancing mentality. They may have a bad habit of needing to one-up everyone. They could have a false sense of being better than the people they're talking to. Of course, if you realize you tend to do this, try to put yourself in a more connecting, less-competitive mentality.