Intentional Socialising - Podcast Highlights

In this episode we talk about how we socialise — the different types of social events we take part in, and how we take part in them. We talk about how we, for the most part, leave our social life down to chance, and we try and find ways to be more intentional about how we socialise.

Some of the highlights from our discussion:

We should apply some structure to social events in order to avoid leaving our social lives up to chance. In our social lives the default is to avoid structure – social norms dictate that social events should be spontaneous and having some form of structure introduces too much formality. But being intentional, planning and applying some levels of structure to our social lives means that we avoid leaving everything down to chance which is not a sustainable way of approaching our social lives. Within the university framework there is an active effort to organise activities but beyond university, that becomes much more difficult but equally makes structure and planning that much more important.

There are two ways to build in structure and intentionality:

  • Build in structure around social sessions: in other words, build in structure for when you meet up. For example, create social standing orders in your calendar – by having a weekly default social activity or event, people are more likely to socialise more regularly rather than rely on chance and short-term planning. Taimur discusses the app Calendly (link below) which reduces the friction around being more intentional about social events.
  • Build in structure within the social sessions: based upon the concept of mastermind retreats that are popular in the tech community, structuring time within a social setting to talk through your personal life and asking for people’s opinion’s in the group about what they could be doing next gives people the time and space to talk through their stuff. While we might want to talk about personal issues and we want to listen and help our friends with their own personal problems, it’s not often the sort of subject that comes up in natural conversation. This form of semi-structured sharing gives us all permission to talk about these things and removes the thoughts of feeling bad about dominating the conversation.

Structure and planning do require someone to take the initiative. There does need to be an instigator but if that doesn’t exist in your friendship group, the idea would be to become the initiator yourself – set up a poll, gather people’s availability and bring people together yourself.

The idea of structure should not just be restricted to weekly events. It can be expanded to include intentional group holidays which can create low optionality scenarios and therefore serve to bring people closer together. Ali engages in these breaks with a group of friends who are all medics whereby they meet up and go away every four months after a medical placement.

Useful Links:

Calendly App


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What is this? Not Overthinking is a podcast about happiness, creativity, and the human condition. We talk about things to help us think, do, and be better. Things like social interaction, lifestyle design, mental models...things that are hard to examine, but important to explore. And hopefully, things that make for a fun and interesting chat every week.


Follow Not Overthinking on Twitter: https://twitter.com/noverthinking.

Who are we?

Ali is a junior doctor and YouTuber working in Cambridge, UK. He makes videos about medicine, technology, productivity and lifestyle design. His links: YouTube, Blog, Newsletter, Instagram

Taimur is a data scientist and writer, working on his own startup Causal. He writes on his blog and as a columnist for Medium. His links: Blog, Twitter, Medium, Instagram