Welcome to the forum.
1. How would you suggest making something more random than random? "Random" means some things will randomly come up more often than others. To manage it a way other than pure chance would actually make it less "random" not more.
It sounds like you need a shuffled autoplaylist that excludes tracks for a period of time after they've been played. (i.e. Last Played - is not in the last - x - days/weeks/months).
2. If you've seen other threads for a wishlist suggestion, you should "+1" those threads rather than cluttering the forum with duplicate requests.
1. I would think the developer of this app has adequate knowledge to know how to accomplish this. Perhaps, an algorithm more complicated and complex than the current one will do. I just request that, e.g. from a pool of 5,000 songs, let there not be the same song
very frequently. Given that a lot of people have complained about this so far, there is a big portion of users who want improvement to this feature. The autoplaylist thing is great but I want to not completely exclude the same songs, just maybe give it a harder probability rate.
2. I'm new here, I don't know much about this community. I initially believed that making a new thread will increase the chances of the developer resolving the matter faster. This matter is still not resolved. The 'repeat one' keyboard shortcut is an essential, literally one of the most important features, why would it be left out? When repeat comes to mind, it's either one song or all songs, not all songs or no song. And a lot of people have complained about this too yet it's still unresolved. Shocking.