Seeking an experienced offshore Captain for rotational position on a 100’ school ship serving at-risk youth. $7,500 per month + Bonus based on program outcomes. The vessel operates primarily in the Caribbean between Trinidad and St. Maarten. Schedule Rotational Captains work 1 to 3 Expeditions per year. Each Expedition is 9 weeks in length. (1) week for prep, (7) weeks with students, and (1) week for wrap-up and handoff. Vessel The vessel is a 100’ Giorgetti & Magrini ketch-rigged sailing yacht with accommodations for 12 students and 6 staff. Staff quarters are separate from students and are in shared cabins with a shared bathroom. Responsibilities • Overall management and upkeep of the vessel • Perform daily, weekly, monthly, and annual maintenance on all systems • Diagnose and repair all systems as needed • Ensure that program Standard Operating Procedures are followed at all times • Build strong bonds with each youth through 1:1 and group time • Build a strong sense of teamwork amongst youth and staff on the boat • Hold all youth and rotating program staff to the highest levels of seamanship • Participate in service learning projects and all youth programming throughout the expedition • Other duties as assigned Minimum Qualifications • USCG 100-Ton Master, RYA Yachtmaster Offshore, or IYT Yachtmaster offshore • 5+ years as Captain / Master of a sailing vessel > 65’ LOA • Strong knowledge of all yacht systems • Valid driver’s license • Empathy to relate to the life experiences of the youth SailFuture serves • First Aid / CPR / Lifeguard certifications Compensation • $7,500 per month • $5,000 bonus per term based on Impact Outcomes • Flights to and from the vessel (up to $750 round trip) • GeoBlue health insurance while on the vessel