Reposting the same reasoning I used for last year's donation:

I just donated $1,000. This is not a minor amount for me, and I almost just donated $10 as suggested in Shoshannah's comment,  but I knew I could donate that much without thought or effort, and I wanted to really put at least some effort into this, after seeing how much obvious effort Oliver and others at Lesswrong have been putting in. 

My decision process was as follows:

First, I dealt with my risk aversion/loss aversion/flinch response to giving large sums of money away. This took a couple minutes, much faster than it used to be thanks to things like my Season of Wealth a couple years ago, but felt like a mildly sharp object jiggling around in my chest until I smoothed it out with reminders of how much money I make these days compared to the relatively poor upbringing I had and the not-particularly-high salary I made for the first ~decade of my adult life. 

Second, I thought of how much I value Lesswrong and Lighthaven existing in the world as a vague thing. Impersonally, not in the ways they have affected me, just like... worlds-with-these-people-doing-this-thing-in-it vs worlds-without. This got me up to a feeling of more than double what I wanted to give, somewhere around 25ish.

Third, I thought about how much value I personally have gained from Lesswrong and Lighthaven. I cannot really put a number on this. It's hard to disentangle the value from all the various sources in the rationality space, and the people who posts on LW and attended Lighthaven events. This ballooned the amount to something extremely hard to measure. Far more than $100, but probably less than 10,000? 

Fourth, I dealt with the flinch-response again. 10,000 is a lot for me. I lost more than that due to FTX's collapse even before the clawback stress started, and that took a bit of time to stop feeling internal jabs over. A few subsections needed dealing with; what if I have an emergency and need lots of money? What if my hypothetical future wife or kids do? Would I regret donating then? This bumped me way back down to the hundreds range.

Fifth, I thought about how I would feel if I woke up today and instead of reading this post, I read a post saying that they had to shut down Lighthaven, and maybe even LessWrong, due to lack of funding. How much I would regret not having donated money, even if it didn't end up helping. I'm still quite sad that we lost Wytham, and would pay money to retroactively try to save it if I could. This brought me up to something like $3-500.

Sixth, I confronted the niggling thought of "hopefully someone out there will donate enough that my contribution will not really matter, so maybe I don't even need to really donate much at all?" This thought felt bad, and I had a brief chat with my parts, thanking my internal pragmatism for its role in ensuring we're not being wasteful before exploring together if this is the sort of person we want to be when other people might need us. After that conversation was over the number had stabilized around 500.

Seventh, I thought about the social signal if I say I donated a lot and how this might encourage others to donate more too, effectively increasing the amount Lesswrong gets, and decided this didn't really affect much. Maybe a minor effect toward increasing, but nothing noticeable.

Eighth, I thought about the impact to the world re: Alignment. I felt the black hole there, the potential infinite abyss that I could throw my savings and life into and probably not get any useful effect out of, and spent some time with that before examining it again and feeling like another few hundred may not "make sense" in one direction or the other, but felt better than not doing it.

And ninth, I finally thought about the individuals working at Lighthaven that I know. How much do I trust them? How much do I want them to feel supported and motivated and cared for by the community they're contributing so much to?

By the end of that I was around 8-900 and I thought, fuck it, I've made stupider financial decisions than an extra hundred bucks for a fancy T-shirt, and nice round numbers are nice and round.

Thank you all for all you do. I hope this helps.

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