I have never meditated but I do have a lot of work for my startup (especially run ing out of money). I have been wearing dozens of hats for years and have accomplished a lot. I need to improve delegating — if it was properly capitalized.

Thus, I seem to have formed an addiction to screens and seem to have constantly a state of mild anxiety about what work I will have to do next. If I wasn’t ambitious I could scale back, but we are almost at the inflection point so now is no time to turn back.

My anger etc. (unless I am sleep derived) is minimal even without meditation. Very rarely do I “lose it” and even then it’s rational and with plenty of self deprecation and conflict resolution attempts which the other person has to reject for something to escalate.

I’m a while past my 20s and I’m not married and don’t have kids yet. I feel I am behind in some ways. The past few years of 6 days a week work from home (with normal hanging out w friends etc.) have left me in a curious state.

Here is my question. I feel pretty apathetic when I’m out, like I’ve already done everything. Camped, hiked, been on rooftops, been in comedy clubs, saw concerts, saw plays. Like it’s more of the same. The best thing for me emotionally is jiving with people who are easygoing and have a good sense of humor. Then it’s not where you are but who you’re with.

But I still have this overall sense of “nothing matters”. Like even you have a good time with friends, you’re just on a conveyor belt getting one day closer to the time of death. Sure you can distract yourself with nice conversation on the way but that’s all. No matter how much you accomplish, or do, once you’re not around to see it, it’s in a way totally pointless. I wonder all the time about what consciousness is and study theory of mind and Abrahamic religions. I try to understand what it means and why I am ok with not having been around before a certain year. Now that I am here I find the idea demotivating that one day it will somehow be just like a fictional universe that we are not able to experience. Existence itself is, to me, related to some conscious and possibly intelligent observers.

I have gone as far as I can work wise. If I had been doing the same thing day in and day out I would have long ago thrown in the towel and found something else to find meaning in, but my work has reached millions of people and I continue to build a snowball year after year. I realize everything about my life is pretty optimized for my work — I have cut out a commute, I don’t do various prayers and rituals that Jews do daily etc. I just can’t seem to bring myself to do many repetitive things every day unless I know exactly why I am doing them. But I am told by most orthodox Jews they are like meditation.

Billions of people live in communities. They uphold traditions those communities have trained them from a young age to do. They accept them. I grew up in individualist USA, live on my own, have no siblings, and have yet to start a family. This has caused this melancholy all the time. I can feel emotions in the moment but when I calm down I am aware it’s all meaningless. And I’ve done most things so the emotions are kinda dulled as well.

Sure I can take up a new hobby or busy myself with some other thing. I did those too (and of course they tended to be “productive”). Last summer I built a tent w furniture, for my local Jewish community, and I painted a giant mural w friends by the side of a highway. Things I had never done before. They were fun but now they are in the past.

And so we beat on, boats agains the current... borne ceaselessly into the next day.

Thoughts? Advice? I don’t think I am depressed, I am just always aware of the futility of it all. Perhaps I should read Ecclesiastes or Seneca.