1800 days of daily writing

jasonleow • 5 Dec 2025 •
Customary reflection piece after 1800 consecutive days of writing a post a day, and in parallel, building a platform for that:
- Endurance race writing - what does it mean to write on a platform for decades? What do I need out of my writing tool, and how can it help with with decades of content?
- In parallel, what does it mean to build a platform for that level of commitment? Is it even possible to keep something running for decades? If not, how about succession? Or having a team to keep it going?
- Likewise, that gets me thinking about positioning and marketing for Lifelog. Maybe instead of just daily writing, it’s something more? A ten year challenge? The ultra marathon of writing platforms…
- Reading this Indie Hackers post post about 750wordsaday getting to $26k MRR got me thinking too - if he can do it, what’s missing for Lifelog? Why can’t I even hit 1% of that?
- Seasons of people coming and going. We’ve got some Lifelog folks doing that for a bit now. They drop off for months or years, then come back and write again for a long streak, and then drop off again. How to make it easier, fun and engaging for them?
What else should we be thinking about for writing on Lifelog for decades?
Comments
The question I keep coming back to is how do you keep the community vibe while growing? The main reason I write here is the civility. In my ideal vision of Lifelog, I would redefine the site as a cohort in a wider application for building writing cohorts. Each cohort (and maybe even individual user) could define what “counts” as part of a writing streak they join or create. Then Lifelog itself would be a cohort in that application with the specific settings of Lifelog: cadence = daily, word-minimum = 100, theme = goal-oriented.
But I tend to inflate the scope of projects until they’re too big to implement.

@therealbrandonwilson That’s the hardest part of it. The harvest is plenteous but the labourers are few.
@Winkletter Love the idea of being able to set what they think is a streak! Will think on that. Agree about keeping the vibe. I treasure our current vibe, and as much as I want new people to join, I’ve always held on to some small level of apprehension that with new members the vibe changes

@jasonleow Remember the one guy on 200WAD, I think his name was Mark Armstrong, who was a bull in the china shop.

When I started on 200wad, it was the community aspect that hooked me in. I like reading the ongoing stories of your lives, even if I am not writing at the moment. However, writing in public also creates its own challenges. I am constantly in fear of people finding my writing, especially because of some of the topics I write about. I feel guilty, secretive and almost ashamed of it - something I somehow can’t get over. Plus, I am constantly conscious of my writing being depressive or down rather than techy and cool, like the majority here.
A site like 750wad does account for a lot of those issues, being totally private and separate from everyone else. I might miss the community aspect though I think, but have never just written privately for myself, so maybe it would work? Writing at LifeLog still feels like “blogging” whereas 750wad feels more “therapeutic” in the approach each site takes.
@therealbrandonwilson Hmm I don’t… what about him?
@Twizzle Oh you alright mate! Nice to hear from you.
Yeah I think the 3 morning pages thing they have going on is more suited for being private. Makes sense for that. Though for you, wouldn’t writing under a pseudonym work too?

I suppose one goal is to find more members of #Teamstreak who are committed to showing up every day. I will ponder ideas for the platform.