Search

I Deleted My Second Brain

This article was originally published on Westenberg.com.

Two nights ago, I deleted everything.

Every note in Obsidian. Every half-baked atomic thought, every Zettelkasten slip, every carefully linked concept map. I deleted every Apple Note I’d synced since 2015. Every quote I’d ever highlighted. Every to-do list from every productivity system I’d ever borrowed, broken, or bastardized. Gone. Erased in seconds.

What followed: Relief. 

And a comforting silence where the noise used to be.

For years, I had been building what technologists and lifehackers call a “second brain.” The premise: capture everything, forget nothing. Store your thinking in a networked archive so vast and recursive it can answer questions before you know to ask them. It promises clarity. Control. Mental leverage.

But over time, my second brain became a mausoleum. A dusty collection of old selves, old interests, old compulsions, piled on top of each other like geological strata. Instead of accelerating my thinking, it began to replace it. Instead of aiding memory, it froze my curiosity into static categories.

And so…

Well, I killed the whole thing.

I’ve been sober for six years now; and that kind of milestone does something to your perception of time. It creates a before and an after, and it invites you - gently at first, then insistently - to take stock. A few weeks ago, looking back on my sobriety journey, I was digging through my archives, scrolling through old notes, old goals, old mental frameworks I had once treated like gospel. Systems layered on systems. Promises I had made to my future self, as if that self were an operating system waiting for updates.

Reading through these remnants, I felt a tightening in my chest. Not sadness, not nostalgia - a kind of existential lag. I could see how each iteration of my self was trying so earnestly to build a roadmap to something better. But what got me sober, what got me through the first one, two, three hard years - none of it was in those notes. 

It hit me: what got me here won’t get me where I need to be next.

The Promise of Total Capture

The modern PKM (Personal Knowledge Management) movement traces its roots through para-academic obsessions with systems theory, Luhmann’s Zettelkasten, and the Silicon Valley mythology of productivity as life. Roam Research turned bidirectional links into a cult. Obsidian let the cult go off-grid. The lore deepened. You weren’t taking notes. You were building a lattice of meaning. A library Borges might envy.

But Borges understood the cost of total systems. In “The Library of Babel,” he imagines an infinite library containing every possible book. Among its volumes are both perfect truth and perfect gibberish. The inhabitants of the library, cursed to wander it forever, descend into despair, madness, and nihilism. The map swallows the territory.

PKM systems promise coherence, but they often deliver a kind of abstracted confusion. The more I wrote into my vault, the less I felt. A quote would spark an insight, I’d clip it, tag it, link it - and move on. But the insight was never lived. It was stored. Like food vacuum-sealed and never eaten, while any nutritional value slips away.

Worse, the architecture began to shape my attention. I started reading to extract. Listening to summarize. Thinking in formats I could file. Every experience became fodder. I stopped wondering and started processing.

The Mistaken Metaphor of the Brain

The “second brain” metaphor is both ambitious and (to a degree) biologically absurd. Human memory is not an archive. It is associative, embodied, contextual, emotional. We do not think in folders. We do not retrieve meaning through backlinks. Our minds are improvisational. They forget on purpose.

Merlin Donald, in his theory of cognitive evolution, argues that human intelligence emerged not from static memory storage but fromexternal symbolic representation: tools like language, gesture, and writing that allowed us to rehearse, share, and restructure thought. Culture became a collective memory system - not to archive knowledge, but to keep it alive, replayed, and reworked.

In trying to remember everything, I outsourced the act of reflection. I didn’t revisit ideas. I didn’t interrogate them. I filed them away and trusted the structure. But a structure is not thinking. A tag is not an insight. And an idea not re-encountered might as well have never been had.

The Tyranny of Tools

Every tool changes the shape of the hand that uses it.

Obsidian is a brilliant piece of software. I love it, dearly. But like anything, without restraint, it can also be a trap. Markdown files in nested folders. Plugins that track your productivity. Graph views that suggest omniscience. There’s an illusion of mastery in watching your notes web into constellations. But constellations are projections. They tell stories. They do not guarantee understanding.

When I first started using PKM tools, I believed I was solving a problem of forgetting. Later, I believed I was solving a problem of integration. Eventually, I realized I had created a new problem: deferral. The more my system grew, the more I deferred the work of thought to some future self who would sort, tag, distill, and extract the gold.

That self never arrived.

The Anxiety of the Unread

There is a guilt that accompanies unread books, articles and blog posts. But there is a special anxiety reserved for unreadlists of unread things. My reading list had become a totem of imagined wisdom. A shrine to the person I would be, if only I read everything on it.

When I deleted that list, I lost nothing real. I know what I want to read. I know the shape of my attention. I do not need a 7,000-item database to prove that I have taste or ambition.

This mirrors a deeper psychological error. The belief that by naming a goal, you are closer to achieving it. That by storing a thought, you have understood it. That by filing a fact, you have earned the right to deploy it.

This is productivity as performance. It is a symptom of modern intellectual insecurity: the fear of losing track, of forgetting, of not being caught up. But caught up to what? The feed? The discourse? The meme cycle?

There is no finish line in the pursuit of knowing. Only presence.

Destruction as Design

Nietzsche burned early drafts. Michelangelo destroyed sketches. Leonardo left thousands of pages unfinished. The act of deletion is not a failure of recordkeeping. It is a reassertion of agency.

In design, we speak of subtraction as refinement. A sculptor chips away everything that is not the figure. A musician cuts a line that clutters the melody. But in knowledge work, we hoard. We treat accumulation as a virtue.

But what if deletion is the truer discipline?

I don’t think I want a map of everything I’ve ever read. I want a mind free to read what it needs. I want memory that forgets gracefully. I want ideas that resurface not because I indexed them, but because they mattered.

What does it feel like to start again?

Like swimming without clothes. Light. Naked. A little vulnerable. But cleaner than I’ve felt in years.

I write knowing it may disappear. I highlight books knowing the highlights will fade. I trust that what matters will return, will find its way to the surface. I no longer worship the permanence of text.

There is a Hebrew word: “zakhor.” It means both memory and action. To remember, in this tradition, is not to recall a fact. It is to fulfill an ethical obligation. To make the past present through attention.

My new system is, simply, no system at all. I write what I think. I delete what I don’t need. I don’t capture everything. I don’t try to. I read what I feel like. I think in conversation, in movement, in context. I don’t build a second brain. I inhabit the first. Drawing on something DHH (37Signals) told me a couple of years ago, I’ve started keeping a single note called WHAT where I write down a handful of things I have to remember. The important bits will find their way back.

I don’t want to manage knowledge. I want to live it.

I still love Obsidian. And I’m planning on using it again. From scratch. And with a deeper level of curation and care - not as a second brain, but as a workspace for the one I already have.

And for the first time in years, I’m actually excited by that.

About the Author

Joan Westenberg is a tech writer (Wired, TIME, TNW), angel investor, and CMO. Founder, Studio Self. Publishing Westenberg, The Index & Signalvs. You can find her on LinkedIn, Instagram, and YouTube.   

20 Responses

Kathleen

Kathleen

May 28, 2026

This is what I needed to read today. I’ve been thinking of doing this same thing for a long time now, but I tend to hoard the things I might need “someday.” I have thousands of browser bookmarks — so many, that I often simply conduct a new search in a new browser window rather than attempt to find what I’m looking for in my bookmarks. Same with Evernote, Notion, Obsidian, etc.
I really need to hit delete, and trust that I will find what I need in a new research session, and perhaps will even find newer or better info. Assuming a given topic even re-enters my current or future needs or interests.
Thanks!

Jamie

Jamie

May 28, 2026

This is incredibly insightful. Ive been reaching towards something similar. I loved the reference to zakhor. Thanks

FM

FM

May 28, 2026

You cant imagine how much freedom this post have given to me. It is all I’ve feeling in the recent years. Now I know it. Word by word. Written by you.
Many thanks.
FM
(not my real email, of course. Im afraid that it will be public. I’ve subscribed to your newsletter tho)

Sherry

Sherry

May 28, 2026

Really great article! and can’t agree more, learning happens in brain eventually. it’s how we connect the knowledge and apply it with our own brain.

Nick

Nick

May 28, 2026

I can totally get on board with this. I have kept a second brain in a Notion database since Notion was a thing. I became a hoarder of ideas. A collector of facts and ideas, like you, because I feared forgetting. But more than forgetting I feared losing life’s answer. That sum where within the labyrinths of my database would be the spark of purpose. Instead, I collected and deferred thinking to a future self that instead of finding value in my collected knowledge found overwhelm and panic.

I haven’t deleted my database, I’m not as strong as you. I store my crutch under the stairs just in case. But I am moving away from collecting and instead moving toward inhabiting this moment, The only moment we ever have. And trusting that, in that moment I will have everything I need in my mind to take the kind choice. To make the empathetic decision. To choose to act out of love.

Catarina

Catarina

May 28, 2026

Loved the reflection! Still not sure what to do with it though. My first reaction was “let me add this to Obsidian…”! Oh boy…

Scott Fry

Scott Fry

May 28, 2026

Enjoyed the read Joan. Ryder, thanks for making space for folks to share. I’m still using Roam and probably won’t stop, but I’ve changed my use of it to one that mirrors what you are hoping to achieve. I didn’t delete everything, but I couldn’t care less about making connections any more. I use it for work as my bullet journal, but I find that I still need to come back to the notebook to ground myself. I think the act of writing by hand provides my brain the somatic anchor it needs to recognize that things are getting done.

Come back and share how the change of tactics is working and what you’ve learned since.

Tobias N.

Tobias N.

May 28, 2026

The recent post on the downsides of an unreflective “second brain” resonated deeply with me. I fully understand and share this line of thinking.
I repeatedly find myself struggling to truly curate my notes. Instead of applying clear filters, I tend to document far too much—driven by a subtle fear that something might become important one day. So I capture, archive, and categorize almost everything.
The reality is sobering: I rarely revisit most of these notes. Even more concerning, many of them represent an older version of myself—a past reality that no longer exists. They reflect where I was, not where I want to go. And in doing so, they often slow me down rather than support me.
This risk is amplified by my fondness for tools. Tools are powerful and enjoyable. They promise structure, control, and productivity. At the same time, they subtly tempt us to shift the purpose—from thinking clearly to optimizing tool usage.
When it comes to capturing thoughts and creating real personal value, we need to be honest: the actual system is “me.” Not the app. Not the framework.
What I am still missing is the courage to make a radical cut. To delete all existing to-do lists and start again from the here and now. To apply a meaningful filter and focus only on what truly matters.
I have made progress—moving away from being driven by tools toward using them intentionally. But I am not there yet.
For me, the core issue is presence. Being in the moment. And repeatedly, with discipline, asking myself the same uncomfortable question—like an internal gatekeeper:
“Is this truly important to you? And why?”
I regularly restart my systems – clean start, clean road, illusion. I consciously face the mass of my notes—a personal “face the dragon” exercise. And still, I keep returning to the fundamental challenge:
How do I let go of the fear of not documenting?
How do I stop storing answers to questions that may never be asked, and instead listen more clearly to myself?
I do not have a perfect answer yet. But I am convinced of this: the path forward does not lie in better tools, but in greater honesty with ourselves.
And that is exactly what I am working on.

Lynda

Lynda

May 28, 2026

Thank you for this blog. I’ve been thinking about this very thing for some time. I too have years worth of documents, notes and playlists that I rarely revisit. The lie of the quest that the next nugget of information will be ‘the answer’ that makes everything alright. We flounder, drowning in a sea of knowledge. The Tree of the Knowledge of Good and Evil cannot bring us the peace we crave. I recently deleted years of YouTube playlists. Your words have inspired me to continue deleting the data that, despite being hidden as it were, not gathering dust, gnaws away at the edges of my mind.
I can sense the quiet already.

I enjoyed not only the content but the style in which you think and write.

Hovman

Hovman

May 28, 2026

I really enjoyed your post. I must have read and re read it 5 times
I have now deleted 1000’s of emails I was thinking I might have missed something.
Lots of apps on todos, journaling, contacts from a time when phone #s had 206-SU3-1234
paperwork at home on all kinds of blogs for self improvement or better business management
Bottom line. a simpler environment around me and a much clearer head. A brain not churning every minute
a combination of your suggestions and starting to meditate really helped me find some quiet time
thanks again and more dumpster fires to come.

Ruthanne Reid

Ruthanne Reid

May 28, 2026

Thank you so mochi for this. Your insights came along just as I needed them. It didn’t hurt that the article is beautifully written!

Renise Black

Renise Black

May 28, 2026

This really spoke to where I am and helped me name and identify the issues. So many points were accurate to me, especially about the guilt to “capture” everything and the anxiety of what to do with it afterwards. I actually took a break from bullet journaling, Zettelkasten and others because I felt what you expressed. Your idea about permanence and deletion is so spot on and something I’ve noticed before about notetaking. Thanks for taking the time to share this. It gives me the opportunity to reflect on what I want to do with even more insight.

harald

harald

May 28, 2026

Hi Joan,
thank you for your experience, and your sharing it.
You may have saved me from spending tons of time by learning the tool, trying to make it work for me – and abandoning it after all.
The bullet journal approach seems to fit my build much, much better.
Wondering, if I’ll ever give Obsidian another thought…
Thanks
Harry

Ceci

Ceci

May 28, 2026

I could swear that I watched a youtube video a couple of months ago that said the exact same things word for word…

Robert Lingley

Robert Lingley

May 28, 2026

What a brilliant, insightful and well written article. Best part. “I deleted everything and relief followed”. That hit home with me. Thank you.

Kerim Zunic

Kerim Zunic

May 28, 2026

I like the topic, but this really reads like AI

Alda Björk Egilsdóttir

Alda Björk Egilsdóttir

May 28, 2026

I try to read all or most articles from this site, excactly to find a gem like this. None of the articles dissapoint, but this hit right home and I don’t even have a second brain! Outside of the bullet journal. But the pressure of remembering things in this age of overflooding imformation I, and I think most of us, can relate. Thank you for writing this.

Marios Georgiou

Marios Georgiou

May 28, 2026

Hopefully we can all do the same and move from hoarding + digital FOMO to a way of working that’s engaging specifically because it’s slow, intentional, and transient.

Peter

Peter

May 28, 2026

This is truly one of the most validating articles I have ever read! Thanks for sharing it with us!

Edward

Edward

May 28, 2026

So true, to me. Life is living in the present. Actually experiencing in the here and now. Not in a second brain and more importantly not even in a first brain. These are all abstractions. Just be present, here and now.

Leave a comment (all fields required)

Comments will be approved before showing up.