Google N-gram Corpus Counts
╭─ーーー─┬────────┬───────╮
│ 老獪　 │ 32,958 │ 96.2% │
│ 老かい │  1,296 │  3.8% │
╰─ーーー─┴────────┴───────╯

@@ -5,0 +6,4 @@
+</k_ele>
+<k_ele>
+<keb>老かい</keb>
+<ke_inf>&sK;</ke_inf>

I think it's a bit 直訳.

@@ -13 +13 @@
-<gloss>cunning (having acquired experience through age)</gloss>
+<gloss>cunning (acquired with age)</gloss>

https://www.merriam-webster.com/dictionary/rogue
kokugos + gg5

"rogue" seems to have various implications that "老獪" doesn't have and it is pretty uncommon.
i wouldn't say it's reflecting the kanji meaning, but the meaning is reflected by the kanji. kokugos don't mention experience at all for "悪賢い", but "経験を積んで" is always present to define "老獪" and i think the glosses should do the same here.
note how gg5 translates "老獪な男" to "an old [a cunning] fox; a sly old dog", not because the age itself is important but to denote how his craftiness is influenced by his experienced and this is inherent in "老獪"

@@ -13,2 +13 @@
-<gloss>(being an) old rogue</gloss>
-<gloss>cunning</gloss>
+<gloss>cunning (having acquired experience through age)</gloss>

GG5: 老獪さ craftiness; astuteness; old roguery.

Not sure reflecting the kanji meaning is necessary, but maybe this works.

@@ -13 +13,2 @@
-<gloss>cunning (having accumulated experience)</gloss>
+<gloss>(being an) old rogue</gloss>
+<gloss>cunning</gloss>