@asynca, I thought you might like this badass elderly pirate lady, Admiral Beckett Brass.
Artist is Jason Rainville.
This pirate is actually the artist’s mom, based on that tweet, which is awesome. I love that she has a rope grappling hook contraption that I assume she uses to swing over to enemy boats. The colors are great, and while her clothes aren’t fancy, they still project a grandiosity, like the Admiral is larger than life. There are a lot of good small details that show the Admiral’s booty-plundering history.
This is a Magic: the Gathering card illustration, and the artist has done a lot of those, so check them out here.
We always love seeing badass moms and grandmothers.
-Icy