Log Reflection

I’ve kept several journals to help debug my mind. The goal is to fix leaks in my game.

iPhone Diary Review

  • writing allowed me to create concepts too large to fit all-at-once in my mental

  • lack of patience sitting in my positions

  • inexperience with high volatility

  • inconsistencies between long-term view and short-term positioning

  • failure to identify and articulate my edge

  • trading based on the 15m chart

I wrote most of my iPhone Diary while experimenting with scalping and swing trading: a search for low timeframe, low conviction, poker-like, repeatable setups. It allowed me some insight into how CT chart-readers view prices.

This sort of approach to the markets doesn’t suit my personality; I disliked being glued to the price chart, forced to babysit for entries or exits. My positions would get blown up if fundamental news came in which I failed to monitor. I prefer thesis-driven, long timeframe investing; it frees up my time and allows me to exercise my hobbies of (1) pondering the manner of things and (2) forecasting individuals. This becomes a virtuous cycle.

The crypto markets are maturing rapidly. For now, I cannot hope to compete with quantitative traders in whale games. My sole edge lies in:

  1. fringe, unknown opportunities

  2. low-liquidity environments

  3. having a long-term outlook

Finding a fringe asset is always a boon — the possible change is skewed towards more attention rather than less. Greater attention tends to mean higher valuation. If something is low-liquidity, sophisticated actors can’t enter, so competition is softer. With a long-term outlook, which requires an ability to stomach common emotional pitfalls, the competitive pool shrinks once more.

My main heuristic is: “Would I join this opportunity? Would I lead this project?”

To take a page from Howard Marks, I’ve given up on directly timing the market. My only goal is to allocate into quality projects and teams when I feel like the price is cheap. To align with my personality and attain focus, I’m long-term long-only, with a strong bias towards opportunities which have the potential to return multiples — in short, I’m positioning myself to be an angel investor.

Physical Notebook Review

  • betting is committing money, getting more back when you correctly predict an uncertain outcome, and less back when you are incorrect

  • trading is betting on how prices will change

  • investing is

    • betting that an entity will somehow improve, and that its market valuation will therefore increase

    • aligning our payoff function with that of someone or something

    • surfing a wave

    • planting trees for their fruit

    • sacrificing now in the hope of receiving more later

    • like a poker game where entities compete to accumulate relatively more wealth

    • understanding that the underlying is different from the price

  • human life is moral-mental-physical

Overall Takeaways

  • we have a limited decision bankroll

  • make sure we’re always vibing with our positions

  • what would you do if you absolutely believed in yourself?

  • it’s okay for a man to be wrong; it’s not okay for a man to stay wrong

  • play some NLHE/OTC every night to train risk-taking under uncertainty

It takes years to get feedback when angel investing; how can I battle-test my ideas, iterate my mental toolkit, train myself?