Checkbox outside the task function?

Welcome. Consider using Make custom macros that replace themselves with their value on first run. It is not quicker out of the box, but it can be made so, e.g. compare:

  • this: \n* [ ] first\n* [ ] second\n* [ ] third
    • \n represents shift + enter
  • with this: {{c3 first,second,third}}
    • Depending on your scenario, you may get away with just a single comma for every extra entry.