I've read HPMoR and the Sequences, but I'm new to this community too, so forgive a poorly written answer.
I've found goals that focus on effort rather than results are much better. e.g. I'd re-frame your "Write X blog...", "Learn X new ...", "Read through X..." as "Spend X time writing ...", "Spend X time learning ...", "Spend X time reading..."
As a previous answer pointed out, this list is pretty focused on Less-Wrong style rationality, and not really wholistic improvement. Wholistic leveling up would focus effort on transferable skills - but that's a lot harder to do, things like: eat X servings of vegetables, wake up at the same time every day, exercise X times per week, meditate X mornings a week, turn off electronics at 9 PM, wake up at the same time every day, spend time with friends ...
Outside of the character buff stuff listed above, I try to have personal checklists (call loved ones X times per week, eat 2 dinners with friends...) and 2-3 work-like projects at any given time setting SMART goals working towards their completion. Right now the 3 are, wrapping up PhD research, designing new pieces of climbing equipment, writing up/completing old research ideas.
Wrapping up PhD research is broken down into: training new group members, analyzing old data, handing off research projects. Designing new pieces of climbing equipment breaks down to: CAD 3D models, print, test, repeat. Writing up/completing old research projects is easily the least well defined, but will involve a lot of Less-Wrong posts so the community can tell me how wrong my thinking is.
I hope that helps a little.
Edits for grammar
Welcome! As a dinosaur in the community, I can only upvote your answer.
I think about things in life as either "required" or "optional". Required are the ones whose absence would hurt you, and which cannot be fully compensated by being great at something else; the archetypal example would be health. Optional are the ones that may be great to have, but you could have a fully satisfying life without them, too; the archetypal example would be playing a piano. (Of course it's not completely black and white.)
A good life would then require being good (even if not great) at the required things, and to excel at one or two of the optional ones. Because the optional ones are usually what gets you money. Health may be one of the most important things in your life, but having superior health doesn't buy you food or a place to sleep. However, being a great piano player could get you a job (traditional or not), which could pay your bills.
Going to more technical detail, the required things have a convex usefulness curve. It is much better to exercise than to not exercise at all, but you should not worry too much about having the best exercise regime in the world (unle...
I don't know how general this is, but I think that the online probabilistic forecasting community is joinable, and has affordances to improve (e.g. gather relevant data and make a linear model, make 50 predictions about your personal life and see how calibrated you are). Relevant websites include Metaculus, Foretold, and the Good Judgement Project. That being said, after a certain point I think this has limited practical benefits.
You ask
what are some good goals for leveling up in a wholistic way?
and yet list only the goals narrowly centered on LW-style rationality. Consider expanding the list outside of this tiny circle. Improving your empathy levels and emotional intelligence might be something to look into. The timeless classic https://en.wikipedia.org/wiki/How_to_Win_Friends_and_Influence_People is a good way to start.
I suppose I didn't mean "wholistic" in quite that way. That said, maybe I should have. Perhaps as I level up according to my goals, I'll discover that I need to do these things too (or others I haven't thought about).
This leads me into a tangential question about goal-setting in general: What if I don't currently have enough information to know what I should be aiming for? What if there are unknown unknowns out there? How do I account for that?
I'm new to LessWrong and am trying to level up and internalize techniques to improve my life. I also want to increase my connection to the community, but that's less important for this question. I'm setting some goals for next year and was thinking about how to encode these meta-goals into SMARTer goals.
My question: what are some good goals for leveling up in a wholistic way? I don't just want to read things. I want to become conversant in them, and I want to put them into practice. I've written down some ideas below (I don't intend to do all of them; they're just ideas at this point). Feel free to critique them and/or ignore them and write your own.
Xhours per week interacting with people's Rationality posts on LessWrong and Facebook.Xhours per week reading Rationality blogs, posts, and sequences.Xblog / LW post per month.Xnew Rationality technique per week and apply it to a problem I have (and post about it).XSequence / BookAgain: As a newbie, what is a good set of goals to help me level up quickly and sustainably?
Edit: Based on the comments, I should specify that these would not be my only goals for the year. They would just be the ones that have to do with learning and applying Rationality techniques.