• Why it’s aversive to attempt to sit down and reason through plans, like ā€œshould I work full-time or part-timeā€, vs the alternative of following aliveness/what currently feels true (where the failure mode is falling for recency bias, missing flaws in my reasoning that I eventually spot, which cause me to pivot)

1. Fears

Fear of failure

  • There’s a sense of ā€œwhat if I never get to an answerā€
  • Like, there’s a kind of fixed mindset, afraid of failure thing, that blocks me from wanting to try
  • Like, to make a decision here, it feels like there are so many facets, and so much uncertainty
  • Which comes back to the enneagram 3 core fear of failure!

Fear of ā€œit’s impossibleā€ (which I guess is the same?)

Fear of wasted time

  • Efficiency, using time well, etc
  • So, if there’s an initial sense of ā€œthis won’t workā€, then there’s a concurrent feeling of ā€œoh god, I can’t waste my time on something that won’t work!ā€
    • ā€œSkeptical regressā€ vibes
  • I think this is a core reason for my lack of systematic thinking in the past - a sense that it isn’t possible anyway
    • Like, even if I do the elenchus a bunch, and do rationalist techniques etc, won’t there always be some uncertainty? As you can’t get to 100% certainty. And even if you feel like you’re like 80% certain, what if you’re missing something crucial, and in a few months you’ll have a huge pivot?

Copy-paste from 03. Manifesto - ā€œWhy I Should Learn the Socratic Method"

"What if it never endsā€

  • One of my key neuroses is a fear of wasting time, of not having enough time, of being behind, etc etc
  • So, a fear for me re: asking thorough questions (re: e.g. my plans) is that maybe it’ll never end, and/or maybe it won’t be fruitful, and as such, I’ll have wasted time
  • I’m action-oriented to a fault → I’d much rather get stuck in on a project, rather than planning, pre-morteming, sense-checking the plan, the reasoning, the rationale, etc
    • But, paradoxically, not stress-checking things can lead to huge amounts of wasted time! If you jump on the first project that seems like a good fit, 4 months could pass before you realise that one of the initial premises were flawed. That’s a much bigger loss than taking, let’s say, an extra week in the planning/stress checking phase!

2. Reframes

1. Cumulative knowledge

  • Right now, I have the lowest amount of cumulative knowledge that I’ll ever have
  • Over time, I may converge on some things that feel like Popperian truths, whilst always testing them
  • So yes, right now I do feel relatively lost and uncertainty, but this is the start of the journey

2. Interpretario Naturae

  • Be an observer, have a scientist’s mindset
  • I’m not trying desperately to impose my will on the facts (Anticipatio Mentis)
  • There’s no real rush
  • Let me run some experiments, be curious

3. ā€œI’m guaranteed to make some progressā€

  • Let’s say I spend 2, 5, 10 hours thinking through a decision
  • I’d be very surprised if I made 0 progress. If I didn’t reach a point of ā€œok, I think I’ve spotted everything - no doubt I’ve missed some stuff, but I feel relatively happy with what I’ve uncovered, and now feel like I’m making a more informed decisionā€

4. Think through the problem from a few POVs

  • I have an intuitive sense that it could be very powerful to take whatever problem I’m thinking through and think about it from a few different POVs. What would this person say, that person? Etc. And maybe use the elenchus too

5. Permission to be bad at this at first

  • Dreyfus skill hierarchy: a beginner has to do things in a very rigid, rule based way, dutifully plodding through a variety of different stages
  • An expert has an intuitive sense of what to do and what can be skipped
  • So, I’m currently feeling like ā€œugh, it feels overwhelming because there are so many facets to think about, and idk which to focus on, and idk how many there areā€, etc. But that’s ok, that’s what being a beginner is like!

Reframes from Ward Farnsworth’s book

  • From ā€œasking questions isn’t productiveā€ to ā€œasking questions is productiveā€
  • A slow pace is good (page 46)