Planning for serendipity
I am currently reading "Serendipity - It doesn't happen by accident" by David Cleevely
(https://www.conductingserendipity.com).
D. Cleevely was and is a driving force behind Cambridge's innovation power. He claims that while we cannot plan serendipity, we certainly can set up structures and habits to make it very likely.
In this forum, there has already been quite some discussion around about this: a code that calls up random cards from the Zettelkasten for example.
Just like Richard Feynman and his 12 favorite problems,
https://fortelabs.com/blog/12-favorite-problems-how-to-spark-genius-with-the-power-of-open-questions/
one could have a set of topics needing input. Each new zettel is checked if it clicks with one of these topics.
In times of AI, one could experiment with asking one's favorite AI to find surprising combinations of zettels or the like.
What other strategies to foster serendipity have already been discussed in this vast forum, or are brand-new?
How to zettel for stellar revelations? What a fantastic journey!
Howdy, Stranger!
Categories
- 3K All Categories
- 153 Research & Reading
- 703 The Zettelkasten Method
- 12 Knowledge Work
- 102 Writing
- 474 Software & Gadgets
- 158 Workflows
- 733 The Archive
- 15 Plug-In Showcase
- 88 Resolved Issues
- 225 Projects Logs and Journals
- 86 Project: Zettelkasten.de
- 53 Critique my Zettel
- 179 Random
- 375 Introduce Yourselves!

Comments
Oh, this is a really broad topic for me, and over time I have identified many factors that enable serendipity.
Overall, I think the entire Zettelkasten practive acts as a major laboratory that fosters serendipity, as it already includes or can easily incorporate many of these factors:
Atomicity, through which many small, recombineable units are created.
The inclination to connect, and therefore bring together and compare different ideas.
The inclination not to just copy content as it is, but to transform it by internalizing it personally (simply put, I often make interesting "discoveries" just by generalizing or abstracting a broader, more universal principle from a specific instance).
The Zettelkasten's ability to thrive in disorder (it's essential to read Luhmann's paper on this).
The possibility (or even tendency) within the Zettelkasten to use emergent constructs to guarantee order and structure, rather than relying on planned, rigid structures that create silos.
The opportunity within the Zettelkasten to develop not just one, but all of our viewpoints/contexts. In my practice, for example, I interleave thought of my work, studies, passions, hobbies, and everyday life, and ofter they connect together or they find a new life in a different context
The system's capacity to "surprise" us (again, reading Luhmann's paper is crucial here) thanks to its internal dynamics.
The "forgetting machine" effect (I can't recall who coined this).
The system's predisposition to be browsed and re-explored (via structure notes, Folgezettel, or other forms of train of thought representations built over time in an emergent way) rather than depending solely on targeted searches.
In general, I think serendipity develops best when our approach to the Zettelkasten is largely free from ahead predesigned structures, favoring bottom-up growth. However, over time I've also noticed a few dynamics that work in the opposite direction.
I have a vision of a LLM that can find semantic similarities to what I am working on among other notes. The LLM would have digested the current state of my Zettelkasten, of course. In my view this system couldn't be a chatbot as we know them because they usually adapt too easily but I would need it to stay unadapted so as to maximize surprise and the unexpected.
Being receptive: e.g., noticing potential word play, which can draw one into a productive detour; associations that arise without planning.
I ran a search for serendip and found this note:
Notice the next to last :seealso: line. Navigating to that note gives me this:
This note feeds right into my next suggestion:
Making searches on more general terms than you are looking for can lead you to stumble on forgotten or unexpected notes and semantic regions. Using a word stem instead of a complete word can do the thing. An example is searching for cogni instead of cognitive or cognition (I never remember which of these two forms I have used so I search for both using the stem). Here's part of the results I get for this search - if you notice a few duplicates under different headings, they are clones not mistakes:
Cognition /Plants Plant Cognition - Intelligent Behavior? Plant Cognition - Anticipation Cognition /Vannebar Bush And The Memex Memex Cognitive Trails Ideas /Mine /Emotional vs Cognitive Memories /Emotionally-driven Memories Infant Pairs Emotional Trace With Cognitive One Infant''s Cognitive Memories May Have Mistakes Emotional Associations Probably Influence Cognitive Storage Ideas /Mine /Emotional vs Cognitive Memories /Emotionally-driven Memories /Emotional Associations Probably Influence Cognitive Storage Need Cognitive Development To Store Reliable Memories Ideas /Mine /Emotional vs Cognitive Memories /Emotionally-driven Memories /Emotional Vs Episodic Recall Varies Across People Can Person Intentionally Alter Balance Of Emotional vs Cognitive Recall? Ideas /Mine /Human Language /Language Origins For a vocalization to express a cognitive state ... Knowledge /Concepts /Standard Definitions of Concept Wikipedia on Concepts of Cognitive Science Concept (Open Encyclopedia Of Cognitive Science) Mind Mapping Mind Maps As Cognitive Scenes Playground Explanation as a Compound Cognitive Process Playground /Local Neighborhood - Thought Trails Memex Cognitive Trails Playground /Structure Card Experiments /Clone Structure Outline for Purpose of a Zettelkasten, What it is Me: Cognitive Instrument Zettelkasten /Purpose of a Zettelkasten, What it is Me: Cognitive InstrumentDepending on one's mood and interest at the moment of search, one might get intrigued by (or remember) one or another of these hits.
Thank you both for fast and dense feedback. When reading it, I realized that I started filling my Zettelkasten one year ago, at age 61, and do not even have as many as 400 zettels. From a "keep it simple"-perspective (@Edmund!), this is fine. However, I would need to transfer decades of material on my hard disk and beyond into my Zettelkasten to tap the potential of all that I created and digested in the past. There is plenty of discussion about the critical mass of zettels for the Zettelkasten magic.
Using the word stems in searching is certainly an excellent method not to miss too much.
How to zettel for stellar revelations? What a fantastic journey!
If you are interested in serendipity, one concept that might be interesting for you is adjacent possible, which is defined as
It explains innovators and thinkers who are beyond their Zeitgeist and why some work becomes valuable after a long time.
You cannot plan serendipity as the precise point in time, but plan for its emergence by extending and collecting notes in certain direction.
I first came across the concept of adjacent possible in the book "Why Greatness Cannot be Planned". One other reference might be "Where Good Ideas Come From". It embraces a networked understanding of thought which is very similar to the Zettelkasten Method.
One other reference came to my mind is Csikszentmihalyi's book on creativity. He surveys original thinkers and lays out his findings and one conclusion is the need for domain knowledge for creativity to occur.
My reply became a "see also" list, but these were my two cents.
Selen