This is a plugin for Obsidian (https://obsidian.md).

Let's say you leave a mark near actionable items in your notes, like todo, ..., ???, etc.
We'll call a single instance of such mark a todo item

Adds merely three things:

1. A command that opens a random file with at least one todo item
2. A command that opens a random todo item at its position in its file
3. (optionally) A status bar counter

When you use command (1) all files have equal weight
When you use command (2) all items have equal weight

1. Go to plugin settings and set your "todo" pattern (uses javascript regular expression format)
2. Set hotkeys for "Random Todo: File" and "Random Todo: Item"

The default pattern, an ellipsis, is what I use

Same as Open Random note core plugin, but with this one you will only land in files that have some unfinished business to them
With the core one I had to re-roll the dice way too many times to skip finished/actualized notes, hence this

You may also be interested in Smart Random Note Plugin
It has similar functional but focuses on different use cases
If you're going to change the pattern often, it might be a better fit

I wanted something to minimize the number of clicks in my use case, so it didn't quite fit my needs
Having both is also an option