a.k.a. Skywin Condent Freeling
Dashing captain of the Sellen Starling. Fit, muscular, middle-aged halfling. Dark, tawny skin with large watery blue eyes and pale auburn hair. Wears a fine mithral shirt and carries a gleaming rapier. A world-traveler.
She runs the Sellen Passage every few years: hauling spices north and carrying back magical hardwood from the Shudderwood that she obtains from a “crazy guy.” The trip is long and dangerous under the best of circumstances, but this year she was warned by her sometimes-prophetic acquaintance Jaydove that she had to bring “friends” on her journey. All seemed to be going fine, but when they arrived in Thrushmoor the town was locked-up and paranoid and there was no sign of her contact.
In Chapter 43, she attended one of Dora's psychometry readings and left a little uncomfortable with the proceedings.
During the solstice ceremonies in Chapter 49, she revealed that she had once been a pirate against the Chelaxian navy, and while she was at sea during that time her family was murdered and their farm was burnt to the ground.
During the Skum attack on the Sellen Starling in Chapter 50 (Part 2), Skywin was revealed to be a highly experienced Swashbuckler.
In Chapter 62, after the party learned of a likely attack from Melisenn and her followers, Skywin agreed to take the Starling and a group of prominent Thrushmoor locals out onto Lake Encarthan for a full day. She left in Chapter 63 at dusk on 7 Neth, and returned in Chapter 74 at dusk on 8 Neth.
Beginning in Chapter 90, the party began to see her more in action on the Starling as it set sail. She was ultimately responsible for navigation, ensuring crew health and safety, managing the crew, and maintaining the ship—though others had a hand in some of those roles. Lone voice of authority in battle, and solely charged with representing the ship and its crew to the outside world.
In Chapter 96, Skywin worked with Dabwick to rebuild their confidence and sense of purpose following their death in the Dreamlands, keeping them busy and on-task.
In Chapter 112, she joined Benumy, Barnabus, Stazi, and Nixon in fighting off an extraplanar Alhool that appeared to assault the ship, taking grievous injuries in the opening moments of the fight.
In Chapter 119, she joined the party in defending her ship against the crew of the Bloodwind. Ellish drained her of a devastating amount of Constitution before Thema could destroy the Wraith.
In Chapter 120, the sight of Vadrack in his fully exposed form drove her mad with what would develop as Night Terrors.
In Chapter 121, in the aftermath of the fight with the Bloodwind, Skywin was left confined to her bed and had to turn leadership of her ship to Joshua and Veldie. She also expressed her concerns about the safety of her ship and crew to Dabwick.
In Chapter 129, Dabwick recalled a significant conversation with Skywin and her friend Jaydove, where Jaydove strongly urged Dabs to take the trip north with Skywin, seeming to imply Skywin might otherwise be in danger.
In Chapter 136, Skywin shared her full name: “Captain Clarabeth Condent taught me the Way of the Waves. I am Skywin Condent Freeling.”
In Chapter 151, Chester shared with Dabwick an overview of all that had happened since the party had last enacted the Dreamlands Excursion ritual. In the end, Skywin had had to leave Dabwick and the others behind in order to complete the Starling‘s mission.
First Reference: Chapter 37
Other Notable References: Chapter 43, Chapter 49, Chapter 50 (Part 2), Chapter 62, Chapter 63, Chapter 74, Chapter 89, Chapter 90, Chapter 96, Chapter 112, Chapter 114, Chapter 119, Chapter 120, Chapter 121, Chapter 129, Chapter 135, Chapter 136, Chapter 151, Act IV Interlude Part 1