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Release - May 15, 2026

Sky Schedule Changelog - May 15

This release is one of the largest in Sky Schedule's history. It spans billing intelligence, scheduling controls, onboarding, live flight monitoring, CRM, maintenance, payroll, and quality-of-life improvements across every part of the platform. Over 50 updates shipped across multiple rollout phases.

Billing & Payments

  1. 1. Advanced auto-billing

    Auto-billing now factors in active memberships, primary and secondary cards on file, and student-specific billing permissions when processing charges automatically.

  2. 2. Student self-pay option

    School owners can now enable students to bill themselves. In a student profile, open Permissions and toggle Can pay for their own flights. Students are prompted to pay immediately when a reservation is completed.

  3. 3. Supports two cards on file

    Students and instructors can now store both a primary and secondary card. Billing logic can reference both when processing charges.

  4. 4. Admin-added cards on file

    Admins and instructors can add a card on file on behalf of a student or instructor.

  5. 5. Card-on-file option during onboarding

    Schools can require students and instructors to submit a card on file as part of onboarding to keep billing setup consistent from day one.

  6. 6. Packages and memberships

    Memberships can now be created in Billing, including discounted rates tied to specific revenue streams for recurring billing and loyalty programs.

  7. 7. Improved membership logic

    Membership handling has been improved for billing cycles, rate overrides, and edge cases across varied payment scenarios.

  8. 8. Price groups

    Create price groups and assign them to students or aircraft so different rate tiers apply automatically without per-invoice overrides.

  9. 9. Invoices from Maintenance

    Invoices can now be sent directly from Maintenance for maintenance-related charges.

  10. 10. Auto-send paid receipts

    A new setting can auto-send an email receipt when an invoice is marked paid.

  11. 11. Taxable / non-taxable item definitions

    Billing line items can now be explicitly marked taxable or non-taxable for cleaner tax control and reporting.

  12. 12. Transfer credits

    Credits can be transferred between students or applied across accounts for flexible account adjustments.

  13. 13. Pay-now at flight completion

    A setting can prompt students to pay when completing a flight, reducing outstanding balances and follow-up billing.

  14. 14. Invoice migration

    Invoice migration tooling has been improved for historical billing imports during school transitions.

Scheduling & Reservations

  1. 15. Minimum advance booking notice

    Schools can now enforce how far in advance students must book reservations.

  2. 16. Minimum cancellation notice

    Schools can configure cancellation notice windows, flagging or charging reservations canceled inside that window.

  3. 17. Cancellation fee + warning policy

    Configure warning thresholds and fees (for example, warn on initial cancellations and charge on later ones).

  4. 18. Cancellation view in schedule

    A dedicated cancellations view was added to centralize canceled reservation history.

  5. 19. Block times

    Admins can define no-book windows for maintenance, events, or reserved aircraft time.

  6. 20. Override double booking

    Admins can now manually override double-booking conflicts for operational edge cases.

  7. 21. Complete active flight before another

    Schools can require an instructor to complete an active flight before creating a new reservation.

  8. 22. Multi-student flights

    Reservations can include multiple students on one flight.

  9. 23. Multi-location reservation support

    Reservations can now be assigned to different locations for multi-airport operations.

  10. 24. Updated month view

    The monthly calendar was improved for readability and performance at higher reservation volumes.

Live Flights

  1. 25. Live flight monitoring

    A new Live Flights screen in Flights now detects airborne fleet activity in real time, showing route and live map position updates for full operation visibility.

Onboarding

  1. 26. File uploads and signing in onboarding

    Students and instructors can upload documents and sign required forms directly in onboarding.

  2. 27. Card on file during onboarding

    Schools can require payment setup before first flight as part of onboarding.

  3. 28. Reorder onboarding steps

    Onboarding steps can be reordered to match each school's preferred process.

  4. 29. Onboarding overlay

    New overlay UX makes onboarding more guided and easier to complete.

  5. 30. Join request notifications

    Admins now receive notifications when students or instructors request to join.

  6. 31. Student onboarding completion notifications

    Admins are notified when a student completes onboarding.

  7. 32. School password / manual add

    Schools can use join passwords or manually add students/instructors for tighter access control.

CRM & Lead Management

  1. 33. Custom CRM form

    CRM now supports fully configurable forms, including short answer, paragraph, radio buttons, address, signature, file upload, and more.

  2. 34. New lead email alerts

    School owners get notified by email when new leads enter CRM.

  3. 35. Admin-side document uploads for leads/students

    Admins can upload documents on behalf of students or leads directly from profile pages.

Email & Notifications

  1. 36. Email channels

    Send email to individuals, groups, or channels directly within Sky Schedule.

  2. 37. Reservation create/edit notifications

    Automatic notifications now send when reservations are created or updated.

  3. 38. Document attachments in student emails

    Emails to students can now include attachments for forms, agreements, and materials.

  4. 39. Google review widget on receipt emails

    Add your Google Business Profile URL in settings to show a review prompt on paid invoices and Discovery Flight receipts.

  5. 40. Notification reliability improvements

    Broad reliability, formatting, and trigger improvements were shipped across email notifications.

Student & Instructor Profiles

  1. 41. Parent email on student profile

    Add a parent/guardian email to student profiles. Invoices and notifications can be copied automatically.

  2. 42. Profile-level permissions

    New permissions controls allow feature access rules per student profile.

  3. 43. Student grouping/categories

    Students can be organized into groups for better filtering, messaging, and management.

  4. 44. Active / inactive status controls

    Students and instructors can now be marked active/inactive to simplify roster management.

  5. 45. Notes on profiles

    Admins and instructors can add free-text notes directly on student/instructor profiles.

Training & Logging

  1. 46. Log lesson prompt at flight completion

    A setting can prompt instructors to log lessons immediately upon flight completion.

  2. 47. Custom complete-flight fields

    Schools can configure custom fields shown during flight completion to capture operation-specific data.

  3. 48. Step-level notes in logging flow

    Instructors can add notes at specific logging steps for better lesson documentation.

  4. 49. Checkout/qualification tracking

    Track checkout flights and student qualifications for specific aircraft/operations.

  5. 50. AI insights on training logs

    AI-generated summaries and patterns are now available on training logs.

  6. 51. AI grammar correction

    AI grammar correction is available while writing notes and logging entries.

  7. 52. 141-compliant training tracking updates

    Part 141 support was expanded with improved stage tracking and curriculum compliance.

  8. 53. Improved training report export

    Training exports now include better formatting, fuller datasets, and improved pre-export filtering.

Maintenance

  1. 54. Inventory tracking in Maintenance

    Parts and consumables can now be tracked directly in Maintenance alongside squawks and service records.

  2. 55. Export squawks

    Squawk records can now be exported for sharing with maintenance partners and offline retention.

  3. 56. Inspection workflow improvements

    Inspection due date tracking and completion records were improved in Maintenance.

Payroll & Leaseback

  1. 57. Payroll tracking

    A payroll tracking feature is now available for instructors with instructor/date filters and compensation visibility.

  2. 58. Instructor ground rate

    Instructors now support separate ground rates in addition to flight rates for more accurate payroll.

  3. 59. New aircraft/instructor rate types

    Additional rate types are now supported for both aircraft and instructors.

  4. 60. Leaseback feature

    Add leaseback owners to aircraft and generate one-click leaseback reports with configurable revenue and usage details.

UI & General Improvements

  1. 61. Sidebar logo upload

    School owners can upload a logo from settings and render it in the sidebar for branded dashboard experiences.

  2. 62. Account-level management updates

    Significant improvements were made to settings structure, save behavior, and multi-role account management.

  3. 63. Dashboard-wide UI improvements

    Student, instructor, and admin dashboards received broad visual and interaction upgrades, including cleaner layout, better data density, and improved mobile responsiveness.

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