For me, this is the lynchpin:
> "all content I think my future self would appreciate me consuming." (emphasis mine)
Current content feeds are optimized for engagement (ie. advertisement load) and thus won't conceive of a "future self", only what your current self will look at and click on right now.
I think that content feeds need to incorporate goal-orientation and move away from right-here-right-now orientation. For those wanting to do anything difficult they need to optimize their information diet over a very long time-scale, like years, so content-feed tools should be aware of human-scale timelines (eg. high school, college, career, parenting).
Humans thrive on learning and growth but so many platforms choose to see their users as merely inputs to an ad-delivery optimization system.
> I have little visibility into required time investment and foundational context until I’ve opened it and started thinking about it.
This is another thing that really annoys me about our current media ecosystem, and is really also a symptom of not properly conceiving of a person's personal development over time and a person's changing needs over time.
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To look at this blog post from 1000 feet up, I'd say that Jonathan is unfortunately deprived of these tools because our media software ecosystem is madly building things for users who want to look at things and not think, as such platforms are heavily consumeristic and thus fantastic for advertising revenue and monetization generally (eg. Instagram, Snapchat, TikTok, Pinterest, Canva).