First, you’re surely not the only one to be perplexed about the use of Grep here! …
Then, nothing to see with auto-num.
Finally, using e.g. Multi/Find-Change, you will just need 1 click and could avoid to use a script.

(^/)

If 2 or 3 paras in these specific text frames, it seems to me simple to style (I would use para styles).

My 3 para styles are: PS_1, PS_2 and PS_3.

Regex 1:
Find: \A.+\r(.+\r)?.+\z
Replace by format: PS_2

[This first regex will only catch text frames with 2 or 3 paras!]

Regex 2:
Find: \A.
Find Format: PS_2
Replace by format: PS_1

Regex 3:
Find: .\z
Find Format: PS_2
Replace by format: PS_3

Of course, using a queries launcher, you just need 1 click!

(^/)

About “no, there’s no way to use find/change to find & convert to outlines.”!

David, by Script of course like here (in a little more sophisticated way):

(^/) The Jedi

[It’s just a personal comment without ulterior motive (not sure about the right translation! =D ), like when you say: “Today, the weather is sunny in town! …”]

David,

I just confirm you: “all things are possible with scripting”!
But with a small (or big…) difference … and surely more work: I did it!

;-)

(^/)

Simple:

Grep Find: ~I.
Replace by format: condition “index entry view”

Don’t use a char style but a condition!

(^/) The Jedi

… I’m back:

Just add an “invisible above para rule” to shift the para to the bottom!

(^/)

When I talk about “anchoring”, I mean: type the header text in an anchored text frame at the beginning of the first subtitle placed outside the page (on the pasteboard) and use a variable to define the header on a master page.

(^/)