@TimemasterYes, Ashe is accepted. Go ahead and submit her when you're ready.
As for how skills are acquired, it depends on the story and roleplay. Based on the character's choices and actions, they can gain new skills or develop in other ways. Gwyneria for instance gained a heightened ability to detect subtle uses of magic due to her actions during the arena when doing her best to figure out what exact spells other spellcasters were using.
It would therefore be up to Spiffy and I what exactly would cause the growth and what exactly would effect that growth, but being able to roll for other's luck would be intriguing for her to have, so if she showed the character to use something like that, she might gain that ability. The other might depend on how bad her rolls are.