Winona is intended to fit the no upkeep skilled drifter slot, like Theo Whateley-Boyer, Wilber Crowley, or Roderick Byre. This should help open up Spirits for factions other than the First Peoples.
And she is relatively cheap, no upkeep influence.
And she brings a meta-ability to discard sidekicks, freeing donkeys, owls, dogs, hares, and photographers from their servitude - which translates into an automatic extra casualty.