Struggling To Make Meaningful Connections? You Might Be Overlooking This

Struggling To Make Meaningful Connections? You Might Be Overlooking This

The other day I was catching up with an old friend over the phone. He’s one of my friends from USC and the last time we talked was on graduation day, six months ago.

We started out talking about work and how different life has been after college. Then he started telling me how moving back home with his parents has been a pretty difficult transition for him because for the first time in his life he’s been having trouble figuring out how to meet new people.

Unlike in college where you’re constantly surrounded by people, once you graduate there are much fewer opportunities to meet new people in your day to day life – unless you make an active effort to look for these opportunities.

So the fact that he was having this trouble for the very first time was making him worried. He said it felt “forced” and he didn’t know where to go to meet new people.

I was actually a bit surprised when he told me this because, in my opinion, he’s a pretty sociable guy.

I think it’s a good reminder to think about how easily we can fall into this trap of wondering how certain skills, like people skills, can come so easily to others, yet are so difficult for us.

I used to wonder all the time why I couldn’t just be a “natural.” The thing is, sure there are people who might have more advanced skills than yourself (whether it’s people skills or any other skill), but often even the people who we think are “naturals” have spent years struggling with the same things we’re struggling with too. We just don’t see that part. We only see where they are now.

That’s why there’s no point in comparing yourself to others, because you don’t know how long it took them to get to where they are at. You don’t know their history. The only person we should compare ourselves to is ourselves. As long as you’re improving, you should feel good about yourself.

Anyway, one thing my friend said he’s been doing that has been really helpful for him is looking for opportunities to meet new people who he knows already share common interests as him. For example, he told me that he has joined an intramural ultimate frisbee league. He’s also a part of a Christian group and volunteers regularly.

I’ve said before that you probably share at least one common interest with every person that you meet. But, starting a conversation with a stranger that you have no connection to (or don’t know if you have any connection to) is more difficult than starting a conversation with someone who you know already shares a mutual interest with you.

If you go to communities that are built around mutual interests, you know that from the beginning. For example, if you’re into ultimate Frisbee and you sign up for an ultimate Frisbee league, chances are that everyone else in the league likes ultimate Frisbee too. So if you show up to the first event not knowing a single person and don’t know what to talk about, you’ll always have that predetermined shared interest to fall back on as a topic of conversation.

This is all pretty common knowledge, but aside from meeting new people and making new friends, another thing my friend said he’s been having hard time with is keeping up with old friends–which made me realize something incredibly important that I feel is often overlooked.

Why Is It So Difficult To Keep In Touch With People?

I find this fascinating, because even when I originally messaged my friend earlier that week about wanting to catch up, I felt a little bit of hesitation.

But why? He’s my friend. Why would anyone ever hesitate to reach out to a friend?

Once you graduate, and everyone has their own thing going on, it’s just easier to not make the effort to keep in touch. And, as my friend explained, it becomes this weird thing where you’re wondering, “who should take that first step?

I understand the struggle with striking up a conversation with a stranger.

  • “I don’t know who they are…”
  • “I don’t know if they’ll be interested in me…”
  • “I don’t want to interrupt them…”
  • “I don’t know what to say…”

But when it comes to our friends, people that we’ve already established relationships with, why would there be any hesitation? Why is it just as easy to talk ourselves out of starting a conversation with an old friend, as it is with a stranger?

It makes no sense. They’re your friend! You know who they are. It doesn’t matter what you say. They would love to hear from you, just as you would love to hear from them, right?

You have to change your mindset and stop thinking that people are always going to come to you. Because at the end of the day, everyone else is also caught up in their heads, just like you are.

You might not even recognize how often you think about reaching out to someone, but then decide not to. Because you don’t want to bother them, or you don’t want to waste their time, or whatever excuse you tell yourself. Maybe you’re just lazy.

That has to change.

The next time you think of reconnecting with someone, tell yourself, This person is my friend. They would love to hear from me, just as I would love to hear from them.

And, by that same token, the next time you see a stranger you want to talk to, tell yourself, “This person could be a future friend. There’s only one way to find out.

In either case, you have to be the one to take that first step.

Don’t make a big deal about it. Do both yourself and your friend (or future friend) a favor, and reach out to them. Do it because you care about people, and because you know will feel better after.

Obviously, you don’t have to keep in touch with everyone. There may be people that you don’t want to keep in touch with. People’s interests change and not all friendships have to last forever. Maybe you never really “clicked” with that person to begin with.

But for those people that you do “click” with, and that you do want to keep in touch with, make that little bit of extra effort to send them a message every now and then to see how they’re doing.

This might not be as relatable to all of my readers, since I know many of you are still in college. But even then, I remember how easy it was to lose touch with my high school friends when I was in college. Fortunately, we did keep in touch, as infrequent as it was, and my high school friends are still some of my best friends to this day.

(The image above is me hanging out with some of my closest friends from high school and was taken during my senior year of college–and none of us went to the same college.)

The thing is, as we get older and older, I think it will only continue to become more and more difficult to make and maintain close friends. If you’re like me and you just have a hard time remembering to keep in touch with people, you might want to check out the system I use for managing my relationships. I show you exactly how to set it up here.

I’m all for meeting new people and making new friends, but I think we often forget how many friends we already have.

If you’re struggling with meeting new people, it might be a good idea to take a step back and work on improving the relationships you already have in your life.

In business, it’s a well-known principle that customer acquisition is more difficult than customer retention. It pays to keep your current customers happy and coming back, because the cost of losing a customer and having to find a new customer is significantly more costly.

In our personal lives, the same principle should apply. It’s great to make new friends, just like it’s great for businesses to create new customers, but not if it’s at the cost of losing old friends. At the end of the day, it’s worth putting in the extra effort to maintain those existing relationships, and it’s actually significantly easier to maintain those friendships than it is to create new friendships.

So just be a better friend to your current friends, and check in with them every now and then. Or maybe if you just met someone recently that you’d like to become better friends with, make a point to follow up with them.

I used to think it was weird to “follow up” with people. The term used to have a negative connotation in my mind, similar to the word “networking.”

But now I’ve realized that networking is really all about building and maintaing genuine relationshipsfriendships—with people, and that there’s no way to do that other than by regularly keeping in touch with people (AKA “following up”).

To Do Today

  1. Reconnect with at least 3 people. Like I said, it doesn’t need to be a big deal. Keep it simple. Just send them a quick text or Facebook message, “Hey Bobby, long time no talk. How’re you doing? Would love to catch up sometime when you’re free.” From there, hopefully you’ll be able to set up a time to meet in person or at least chat over the phone.
  1. In the comments below, let me know if this is something you struggle with. Do you do a good job of keeping in touch with old friends, or is this an area you think you could improve on? How valuable do you think it is to maintain relationships with old friends vs creating new friends? Would love to hear your thoughts.

About Stefano

Stefano Ganddini

Hey there! I'm the creator of Collegetopia and the guy who writes all these articles. I'm here to help you live BIG, do EPIC shit, & be HAPPY. Click here to read more.

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  • I suck at this. Can’t keep up with old friends. Can’t make new friends. I just find it hard to “click” with anyone. I like being alone, but when I see people hanging out, it makes me realise that I don’t fancy being alone.

    However, I believe it equally important to keep up with old friends and to make new friends.

    • Why do you think you have such a hard time “clicking” with people?

  • Guayito Hernandez

    Very wonderful insights about friendships Stefanito!….Keep up the wonderful work you are doing in keeping us informed about subjects of daily living.
    All my love!

  • Viki

    Hi. I am definitely someone who struggles with keeping in touch not to mention making new friends although I like being around people. I’m very introverted and I kinda live like I could have a lively social life without speaking at all which is obviously impossible. I’m trying to improve but it’s not easy, but this post definitely inspires me to make more efforts.

    • A big realization for me was understanding that no one is ever going to be interested in me if I’m not interested in them first. You can’t make friends and connect with people if you don’t ever speak up and give people a chance to get to know you in the first place.

  • Aida Ganddini

    Taking the first step to meet someone new has to start with you. If your “intention” is genuine, to show an interest in people, people will read “that intention” and welcome your interest in them. Depending on the situation, type of gathering, circumstances etc. You can start with a simple introduction and a smile, (the universal language), as you extend your hand. If you show real joy, for the opportunity to meet this person, he/she will read your “intention. I guarantee it will be a pleasurable experience for both of you.
    As far as retaining, reconnecting with old friends, call them, we have lost the human interaction with technology. People love to hear our voice as we love to hear them. Do both if necessary. Follow up. That shows your interest. Send a message and say, I will call you, so we can catch up with each other, and plan on getting together in the future if that is possible. If you have common friends meet with them for Pizza, it does not have to be a big deal, but an opportunity to socialize and nurture your friendships. We all have so much to give and receive from each other. It is an energizing and fulfilling experience, if we move with that “intention”and direction.
    One of greatest needs human beings have is to be recognized and valued in our uniqueness. Receiving attention fulfills that need. People in our lives are a true privilege that needs to be treasured.
    Your blog is wonderful as we exchange our insights, perspectives and experiences in our lives. I am so proud of you!
    Love and blessings, Mita

    • Thank you, Mita. Definitely agree that meeting in person or at least chatting over the phone is so much better than just talking on Facebook or texting. But, I think the good part about technology is that it makes it so easy to send a quick message and then set up a time to meet in person or talk on the phone – like you said.

  • Hey Stefano,

    I like this post a lot. Maybe that’s why people seem to have such trouble networking professionally, because a lot of people (me included) can do a better job of keeping up with their own friends!

    You know, I think that social media has a big part in it. People have no hesitation adding each other on Facebook, Instagram, snapchat, etc… So it’s easy to “see what someone’s up to” without actually having to converse with them.

    I know that I’m not the best at keeping in touch with people, so whenever I do run into friends I haven’t seen in awhile, I do my best to be excited to see them.

    I mean, I usually am excited to run into friends I haven’t seen in awhile, and this excitement gets reciprocated almost 100% of the time. If you focus on generating positive energy for someone, they’ll remember it, and you won’t necessarily have to keep up with someone as often to maintain their interest in you. Just focus on being a positive force in their day first!

    I definitely recommend Dale Carnegie’s classic How to Win Friends and Influence people, as well as Keith Ferazzi’s Never Eat Alone.


    • Hmm, that’s an interesting way to look at it. Definitely makes sense though. Comes down to making people feel good when they’re around you.

      I read How To Win Friends and Influence People a long time ago, but really want to revisit it again. Thanks for the reminder!

  • Jess

    I have an old friend, who I really liked (as in spent every spare moment with), but when I moved school 5 years ago, we sort of just fell out of touch. It was a gradual thing, but I was the one who left him hanging with an unreturned message. I want to contact him. I really do. But I feel super awkward about it, since it’s been so long, and I really don’t know what to say to him. If you could give me some pointers, I would be super grateful. Thank you.

    • Well, why didn’t you return his message in the first place?

      • Jess

        Just got caught up in everything. School was busy, outside of school was more work. I guess I just forgot, and by the time I remembered, I thought that I had taken too long to reply and that it would be awkward. I’m kind of still stuck on that point.

        • So just be honest then. Start with an apology, and then explain to him exactly what you just told me. You’ve been super busy and you were planning on getting back to him, but then you forgot. We all get busy and forget to do things. It’s completely understandable. Just explain that to him, and then tell him how much you’d love to catch up whenever he’s free.

          Remember to look at it from the other person’s perspective. If he’s your friend, he wants to talk to you just as much as you want to talk to him. Just be sincere and tell him the truth. Doesn’t have to be awkward at all.

          • Jess

            It’s been almost a year since then… Think that it’ll still work? I think I’ll give it a go :) Don’t really have much to lose, do I? Thanks for helping me!

          • You’ve got nothing to lose. Let me know how it goes :)

  • This topic is both basic and hard — keeping up or following up with people one already knows. Often, when you call someone without an agenda — as opposed to, say, a telemarketer calling you to sell you something — you may feel that your friend may suspect that you have an ulterior motive. Also, even among friends, “who calls whom first” may feel like a “power” game. The remedy is simple but not easy to do, namely, call someone when you genuinely feel like talking to that someone and don’t justify. Of course, we all have to come up with something interesting and meaningful to say, even though we don’t justify why we call.