The complete operating system for ASA-affiliated sailing schools — from first inquiry to final certification. Built by a USCG Unlimited Tonnage Master and ASA school owner who saw a gap no software was filling.
Manually tracking which students have which certs — and whether they qualify for IPC — across spreadsheets and email threads.
Sending waivers, confirmations, balance reminders, and packing lists one by one, for every student, every course.
Scrambling to cancel, notify students, issue refunds, and document the decision when conditions deteriorate.
Never quite sure your STCW, insurance, and boat certificates are current — until a harbour master asks and they aren't.
Every student's certifications, sea miles, ASID number, mailing address, and IPC eligibility — all in one place. When they're eligible, the email fires automatically.
Build courses across your full offering, track enrollment with traffic-light visibility, and sync everything to Google Calendar.
From booking confirmation to ASID registration reminders to post-course Google Review request, every communication fires at the right moment. Fully editable templates.
Track every document that matters — instructor credentials, vessel papers, safety equipment — with automatic expiry alerts at 60 and 30 days. Plus built-in GDPR compliance for EU-based schools.
Stripe-native deposit and balance flows, refund processing, and a profit dashboard showing revenue minus charter, marina, and instructor costs.
| Course | Students | Revenue | Profit |
|---|---|---|---|
| Costa Brava Sail Vacation | 5 | €4,750 | €2,180 |
| ASA 101 Weekend | 6 | €3,300 | €1,950 |
| ASA 103+104 Liveaboard | 4 | €3,800 | €1,420 |
| ASA 114 Catamaran | 3 | €2,850 | €980 |
| Private Charter Lesson | 2 | €1,200 | €740 |
Every booking captures where the student came from, their mailing address for certificate delivery, and ASID status. Abandoned bookings get recovered. Inquiries get followed up. Reviews get requested. Automatically.
Revenue, enrollment, weather, compliance alerts, and upcoming courses — your whole school at a glance.
Designed for tablet use onboard. Quick access to today's students, safety checklist, weather, and route — plus on-the-water skills checkoff with course-specific skill lists for each ASA level.
Full course schedule with enrollment traffic lights, waitlists, and embeddable public booking calendar.
Full tabbed student profiles — Overview, Certifications, Documents, Notes, Exams, and Skills. The Skills tab gives instructors an on-water checkoff for every required competency per course level.
Token-based digital waivers sent automatically on booking — signed online, stored in each student's profile.
Lead source conversion, student pipeline, cancellation trends, multi-season performance — all in one view.
Centralized inquiry inbox with automatic follow-up sequences at 48 hours and 7 days.
Instructor profiles with credential tracking — ASA cert, STCW, first aid, medical — with 60/30-day expiry alerts.
Real-time conditions for your school's location — wind, sea state, temperature — with a go/no-go recommendation.
AI-generated morning briefing for your course area — wind trends, swell outlook, and passage planning context.
Plan liveaboard routes factoring real conditions — optimized port stops, departure windows, and student-speed legs.
Fleet management with vessel specs, insurance, inspection dates, and assignment to specific courses.
Printable pre-departure checklists per vessel — safety gear, electronics, rigging, provisioning.
Standardized safety briefing template with vessel-specific details — ready to present dockside on Day 1.
Manage charter boat sourcing, rate negotiation tracking, and seasonal availability across providers.
ASA exam question banks, practice tests, and student progress tracking across certification levels.
Multi-boat voyage overview — all vessels, all students, all legs — on a single screen.
Per-vessel cabin assignments, student manifests, and deposit tracking for multi-boat trips.
Coordinate departure dates, reposition sails, and vessel rotation across seasonal blocks.
Port-by-port guide with marina info, restaurants, provisions, and things to do — shareable with students.
Morning briefing generator for each day of a liveaboard — weather, plan, objectives, and safety notes.
Voyage photo log organized by day and leg — shareable gallery link for students after the trip.
Stripe-native deposit and balance flows — per-course revenue tracking with student payment status.
Charter fees, marina costs, instructor pay, provisioning — logged per course for true profit visibility.
End-of-season P&L by course type, route, and instructor — know exactly what made money and what didn't.
Every ASA course. All tracked. Whether you offer two courses or twenty — plus custom course types for proprietary curricula.
AI-powered Instagram post and caption generator tailored to your school — sailing photos, course promos, student testimonials, and seasonal content. Owners love this one.
Pre-built drip campaigns — abandoned booking recovery, inquiry nurture, post-course upsell, and seasonal re-engagement.
Association selection (ASA, RYA, US Sailing, Sail Canada), school details, branding, Stripe connection, and email sender setup.
The moment a student completes ASA 101, 103, and 104, an IPC eligibility email fires. No administrator has to remember. No student falls through the cracks.
One-click ASA submission sheet pre-fills every field for portal.americansailing.com. Schools submit faster, fewer errors, higher volume.
Instructor certs, STCW, vessel insurance, safety equipment, EPIRB expiry — schools using SailCEO are provably maintaining ASA standards.
Which courses sell, which schools thrive, where demand exists but no school serves it. Aggregate data gives ASA real-time intelligence for the first time.
A student who certifies in Miami and moves to Seattle stays in the ASA ecosystem — connecting to their next school instead of drifting to RYA or US Sailing.
ASA earns a percentage of every subscription from schools referred through ASA channels — ongoing, recurring revenue.
A co-branded "ASA Endorsed" version at a premium price point. ASA's name adds trust, SailCEO adds value. Premium justifies a higher share.
A one-time payment for every school that signs up through ASA — simpler to administer, immediate return.
SailCEO is built ASA-first. Every feature, every workflow, every certification field is designed around ASA standards. As the platform grows to serve other associations globally, ASA's early adoption means the industry standard was built on their terms — and their revenue share grows with every new association that joins.
SailCEO isn't built by a software company guessing what sailing schools need. It's built by a working USCG Master who runs one — Red Sky Sailing Barcelona launches its inaugural ASA season in July 2026, and SailCEO is how we'll run it.
We're looking for a handful of schools willing to run the platform alongside us during our first season. You'll get free access, a direct line to the founder, and real influence over what gets built next.
5 spots. Priority to schools running courses this summer.
"I built SailCEO because no software existed that understood how a sailing school actually operates. As a ship captain launching my own ASA school, I saw every pain point firsthand — and built the platform I wished I'd had from day one."