Checkboxes don't work with unordered list bullets

I’ve noticed that recently too, but I think it may be intentional and I actually prefer it this way. The * or - lets you indent your checklist items into structured lists without the added noise of the bullet point.

- [] Milestone 1
   - [] task 1 
   - [] task 2
   - [] task 3
- [] Milestone 2 
   - [] task 1 
   - [] task 2
   - [] task 3
  • Milestone 1
    • task 1
    • task 2
    • task 3
  • Milestone 2
    • task 1
    • task 2
    • task 3

vs

[] Milestone 1
   [] task 1 
   [] task 2
   [] task 3
[] Milestone 2 
   [] task 1 
   [] task 2
   [] task 3

Milestone 1
task 1
task 2
task 3
Milestone 2
task 1
task 2
task 3