Iām in bed a little earlier than usual at 10:02pm and I got my laptop open and Iām reminiscing about past instances in which I used to write.
vignettes of past writing phases
i. One of the earlier memories I have is⦠in secondary school, I would have been about 13 or 14, when I would use one of the computers at the school library to write blogposts on my sadly-destroyed Diary-X blog. Sometimes Iād linger after school to write these posts, and I remember feeling a little bit smug, a little bit proud, rather chuffed to be tapping away at the keyboard, recollecting the mundane events of my day. Itās funny to think about in hindsight. Where was that feeling really coming from? I guess I felt like I was building up my self-image as a writer. And Iām grateful to that kid, because he laid the first few bricks of the structure that gives me a deep-rooted confidence and conviction that I kinda take for granted.
ii. A few years later I remember writing my blogposts on my family computer, alone in the home office in the dead of night.1 I remember some of those moments felt very peaceful and pure, and I even got the sense that someday my life would be much more complicated, and that I ought to appreciate the calm while I had it. I was occasionally quite a wise kid, which I attribute largely to all the reading I did.
iii. Once I was in the military and had some disposable income (technically an āallowanceā), I remember I would go to the local Starbucks a few stops down the road from my parentsā place, with the janky $100 secondhand laptop Iād bought from a friend, get a Java Chip Frappuccino (hm, I havenāt had one of those in years) and get to work writing about nerdy shit like swarm intelligence and how to āhackā the 7 sins.2
iv. Then I got married, and got a job, and things started to change rapidly. I was previously writing a lot about local news and politics, which initially felt like important work, but eventually started to feel like sound and fury that wasnāt helping much. I struggled to keep up with local events and my obligations at work, so I ended up giving up on the local stuff entirely. I was now writing blogposts for work, which initially felt quite surreal. I had to do more research, and write more succinctly with specific outcomes in mind, which were great constraints. And perhaps the craziest and most consequential thing of all, was that I was adamant about writing for myself.
I got my first smartphone in February 2013 (a Valentineās day gift from my wife), and I was determined to use it productively on my long-ass commutes, so I committed to writing as many stream-of-consciousness āwordvomitsā as I could. I started doing these on my main blog, then spun them off to a separate side-blog after 100,000 words or so. I wrote over 700,000 words (or 700+ wordvomits) when I had my job, and Iāve written less than 200,000 words since. A lot of this is because I switched to tweeting like a maniac instead (which I will write a separate post about), but even then itās amusing to me how I made the erroneous assumption that, surely if I wrote so much when I had a job, I would write even more once freed from that commitment. Itās not clear whether that claim (āI will write more once unemployedā) was correct in the global sense, because my writing is so scattered, but my personal feeling is that I actually wrote less. There was something about the constraint of the job that made it feel really urgent and important that I keep writing.
on sentimentality
Anyway, all of this is setup for what I really wanted to talk about, which is sentimentality. I was thinking about it in the shower. A couple of days ago I encountered a tiktok that moved me to tears. I donāt know if itāll have the same effect on you. It probably wonāt. Maybe thereās a 10% chance. It depends on your priors. And thatās not important anywayā¦
Point isā I find myself asking myself, am I a sentimental person? I feel like Iāve oscillated on this over the years. (In fact, I just remembered that I wrote a Medium post in 2017 titled The Pendulum about precisely this. At the time I felt like I was oscillating from sentimental to not, and Iām pleased at how I correctly anticipated that I would likely continue to oscillate back and forth.) Am I sentimental? It depends on the frame of reference. Sentimental compared to who? I know people who are much more sentimental than me, who'd consider me comparatively clinical, even cold. I remember when I was younger I would sometimes be startled by peopleās responses when I talked about thingsā theyād say things like āhow could you be so unfeeling?ā And it confused me because I felt very much like a person with a lot of feelings, I cared deeply about a lot of things, and it was often precisely that caring that led me to speak up in the first place. I donāt know if I can get into good specifics in this moment.
On the other hand, I know people who are even more clinical than I am, who are coldly methodical, people who would seem maybe outright sociopathic to the people in the first group. Itās a wide spectrum. And I donāt know if I would say that Iām squarely in the middle of it. I was born and raised in Singapore, which I think globally speaking is a less sentimental place than most. People here have long been described as sterile, boring, sometimes severe. I think thereās some truth to all of that, but itās also complicated by the fact that emotional expressions vary culturally. My sense is that Singaporeans show respect for one another by respecting each otherās privacy, space and time. So our cashiers donāt make small talk. They keep you moving. I appreciate that. But I do also enjoy the opportunity to make small talk with Americans, for example. Though Iāve also heard some Americans complaining that American small talk is fake and forced. I see how it could be that way. There are so many layers to all of this everywhere we turn, and I have to keep moving.
In an assessment of āso is Visa a sentimental person?ā I would say⦠look at my life. I spent many years of my life playing in bands, and even more years writing publicly without getting directly compensated for it. I have always been someone who tries to participate constructively in the public commons, which many people consider a foolish task.3 This is a very unusual thing for a Singaporean to do, but I think itās also quite unusual in the wider world, too. Though maybe itās getting less uncommon. I think itās true that more people are making books, movies, music, video games, etc than ever before. Itās still challenging to make a living from itā I would advise anybody starting out to expect it to take like a decade of slogging on the side before it starts becoming feasible, and even then itās still a slog. And here I would say, genuinely, it takes a particularly sentimental kind of person to really go the distance. Nobody gets into posting for a living because itās the most profitable line of work. I hesitate to say āI am an artistā, but⦠that is basically what I do. I experiment with words and phrases and framings and presentations to try and get people to see and feel things in new and different ways. Sometimes being an artist means refusing the label of āartistā. Which brings me toā¦
on the valence of terminologies
Itās interesting to me that sentimentality, like seriousness, is one of many words that has both a positive and a negative valence to it depending on how you use it. You have people saying āugh, mere sentiment,ā to dismiss something as unsubstantial, or they might say āmy sentiments exactlyā to convey emotional resonance and alignment. I wonder how large the set of terms like this is. Baudelaire wrote about how his favorite artists didnāt like to be called artists, because that term had come to mean something comparatively trite. (If I had a bit more time Iād love to dig much deeper into this, and maybe do a whole post about his 1863 essay āThe Painter of Modern Life.) Ralph Lauren said he hates fashion and never thought of himself as a designer. Steve Jobs was careful to say that when he said design, he didnāt mean veneers or āmere interior decoratingā.
Steve kinda threw interior designers under the bus there, but I think thatās mostly kind of an artifact of speechā I think Steve did actually appreciate serious interior designers who thought deeply about what they were doing, in the way that he described it: "Design is the fundamental soul of a human-made creation that ends up expressing itself in successive outer layers of the product or service." Interior decorating can absolutely be that profound, too! Really, I donāt think thereās anything that canāt be profound, if somebody really cares about it deeply enough to spend an inordinate amount of time and effort to make it really resonate. And here I find myself feeling a bit self-conscious because I never seem to have enough time or energy to really devote myself to making my works resonate to the degree I wish I could. I find myself scrambling to satisfice for ākinda good enoughā, and here I guess Iāll point out that, hey, the Apple I was unfinished, and Iām still in my Apple I era.
the hunger-satiety cycle
Itās now 1:16 AM, and I would like to wrap this up and hit publish, because itās been a while since Iāve published a Post on here (Iāve been posting a lot of Notes though!), and Iād like to get some momentum going again. I have to ship some unfinished Apple Iās before I can eventually make my Macintosh someday. Iāll get a bit meta and think out loud about what Iām doing here. I was in the shower when I thought about sentimentality. I remember thinking⦠man, I have all these drafts and notes and plots and plans⦠but it all feels so inert for me right now. It all feels like work, and not fun or exciting work. It feels like stuff someone (spoiler: my past self) asked me to do, and I donāt wanna.
And I do believe that thereās fun and excitement buried in there somewhere, thatās why I came up with it in the first place, but these goddamn drafts seem to have such narrow windows of opportunity. I typically have to write them right away, or otherwise wait a terminally long period of time until Iāve almost practically forgotten about them. And now that I think about it, I realize that something like this is the case even when Iām looking at other peopleās works. If a work moves me to tears, itās not going to have the same effect on me if I watch it again immediately afterwards. But it typically hits again maybe in a year. Thereās some kind of hunger-satiety cycle that Iām not fully cognizant of. If itās true for say, rewatching The Lord of the Rings (annually is the right cadence for me), then surely it could be true even for my humble little drafts? I typically lay these out in a moment of great excitement, but then I get weary of them, and then I feel bad for being weary of my own drafts. But Iām coming around to seeing that itās not that the drafts are bad, but because Iām tired. And so the conclusion Iāve been arriving at, from several lines of inquiry, is that the best thing I could do for my work is sleep.
Good night!
Here I got sidetracked to look for an old blogpost that Iād written during that time. I just found one that I wrote at 2:25am in 2011, but in the process of looking for that post I ended up noticing some other posts Iād writtenā some posts about boredom that connected some dots for me, and some local music stuff sent me down a youtube rabbithole for a while, checking up on old bands.
Looking back I can see more clearly now that I was emulating the popular blogs of the time to some degreeā it didnāt feel like a very deliberate choice on my part, it was mostly a kind of osmosis. Popular blogs wrote about productivity in a somewhat preachy way, and I found myself naturally inheriting some of that style, which took a few more years to shake off.
Search āgreater foolā in The Tavern and The Temple



After writing this, I looked up some quotes on sentimentality, and found a really great spread of quotes:
"Sentimentality is the emotional promiscuity of those who have no sentiment." - Norman Mailer
"Sentimentality is merely the bank holiday of cynicism." - Oscar Wilde
"Sentimentality is only sentiment that rubs you the wrong way." - W. Somerset Maugham
"Sentimentality is the superstructure erected upon brutality." - Carl Jung
"Sentimentality, the ostentatious parading of excessive and spurious emotion, is the mark of dishonesty, the inability to feel." - James Baldwin
It's clear that they're each operating with a different frameā most of them I think are talking about a particular kind of contrived, put-on sentimentality. It's interesting how the meaning of such terms drift over time. I think "sentimentality" feels like it points at something different than "being sentimental" points at, but I don't have the brain cells to get into it rn
> There was something about the constraint of the job that made it feel really urgent and important that I keep writing.
You also have a kid now, right? I'm not sure on the timing, but I imagine that a lot of the time you were working or writing now goes to quality time.