I found a solution to this with numbered lists: instead of selecting the whole text box (with cmd + click), try double clicking inside the box so you can edit the text. Then, press cmd + a to select all the text and then press cmd + shift + o to create the outline. The numbering will not be affected.
I found a solution to this with numbered lists: instead of selecting the whole text box (with cmd + click), try double clicking inside the box so you can edit the text. Then, press cmd + a to select all the text and then press cmd + shift + o to create the outline. The numbering will not be affected.