A monkey using a typewriter could eventually recreate the complete works of Shakespeare just by pressing random keys if you let him go for long enough.

Even if you devise a machine that could reprogram itself with some additional functionality, however minute, and then run a diagnostic to determine if there was some increase in capability and repeat that process forever until the intelligence parameter is maximized, it might take millions of years and a shit ton of computing resources to get anywhere meaningful with todays AI technology. For that approach to work we would need to first meet a certain threshold of general intelligence to make meaningful enough self-improvements to lead anywhere interesting in a timely manner.

The singularity isn’t about expansion of intelligence; for me, it’s about expansion of mind. Also understanding and thinking about what is possible to do and become in the universe doesn’t invalidate or cheapen our current experience or our past experiences, and I disagree with the idea that interest in the technological singularity correlates with dissatisfaction with current life.

It is clear that meaningfulness is a possible state of mind to obtain and I don’t see why that would change. I also disagree with the widespread misconception that with more intelligence comes a greater réalisation of the meaninglessness of life. I don’t think intelligence has anything to do with feelings of meaning.