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Education LearningTop 10 Best Lesson Booking Software of 2026
Top 10 lesson booking software ranking for tutors, instructors, and schools, with technical comparisons and tools like Setmore, Bookwhen, TutorCruncher.
How we ranked these tools
Core product claims cross-referenced against official documentation, changelogs, and independent technical reviews.
Analyzed video reviews and hundreds of written evaluations to capture real-world user experiences with each tool.
AI persona simulations modeled how different user types would experience each tool across common use cases and workflows.
Final rankings reviewed and approved by our editorial team with authority to override AI-generated scores based on domain expertise.
Score: Features 40% · Ease 30% · Value 30%
Gitnux may earn a commission through links on this page — this does not influence rankings. Editorial policy
Setmore is the right pick when you need smooth, tutor-friendly lesson scheduling with automated reminders and paid booking rules your team can manage, while Bookwhen fits best for studios leaning into recurring classes with capacity control and admin-handled exceptions.
Editor’s top 3 picks
Three quick recommendations before you dive into the full comparison below — each one leads on a different dimension.
Setmore
Calendar sync supports two-way updates, plus ICS export for external scheduling and recurring lesson event delivery.
Built for fits when studios need tutor availability, automated reminders, and paid booking with manageable scheduling rules..
Bookwhen
Editor pickStripe-integrated booking checkout collects deposits during reservation while keeping schedule confirmations and cancellations coordinated.
Built for fits when studios need recurring lessons, capacity control, and Stripe checkout with admin-managed exceptions..
TutorCruncher
Editor pickTutor availability templates combined with recurring series scheduling rules keep lesson booking aligned with tutor availability over repeated dates.
Built for fits when studios coordinate tutor calendars, recurring series, and automated confirmations with consistent appointment syncing..
Related reading
Comparison Table
Setmore
SMBOnline appointment scheduling platform with classes, teleappointments, and payment support.
Calendar sync supports two-way updates, plus ICS export for external scheduling and recurring lesson event delivery.
Setmore fits lesson booking operations that need instructors to manage availability and students to self-schedule through an embeddable booking widget. The appointment engine supports lesson duration templates and buffer enforcement so booking windows can reflect travel or setup time. The system can export calendar events as ICS and supports two-way calendar syncing for keeping calendars aligned across locations or devices.
Setmore’s main tradeoff for school-style scheduling is that advanced instructor assignment rules and multi-student grouping constraints rely on manual configuration rather than specialized lesson-series engines. For studios that schedule one tutor per lesson and track basic attendance through appointment status updates, the setup remains practical. For programs with strict group capacity caps, skill prerequisite enforcement, and automated lesson-package redemption validation, additional workflow work is often required.
- +Instructor availability blocking supports appointment lead time buffers and blackout dates
- +SMS and email reminders cover confirmations and cancellation notifications
- +ICS calendar export and two-way sync reduce calendar drift across devices
- +Stripe-integrated booking checkout supports paid lesson reservations
- –Multi-student capacity caps and advanced group assignment rules need workflow discipline
- –Recurring lesson series rollover is workable for simple patterns, less so for complex rescheduling
- –Instructor substitution and reassignment workflows require more manual handling than specialized systems
- –Lesson package redemption tracking is not a full ledger for credits and expiration
Independent tutors
Weekly private lesson scheduling with reminders
Fewer missed lessons
Small studios
Multi-instructor calendar alignment
Less double-booking
Show 2 more scenarios
Learning centers
Paid booking confirmations via Stripe
Faster payment to scheduling
Students complete checkout and receive automated confirmations tied to appointment status changes.
Program coordinators
Recurring lessons with buffer windows
Consistent scheduling cadence
Coordinators apply buffer windows and recurring patterns to enforce lead times for instructor prep.
Best for: Fits when studios need tutor availability, automated reminders, and paid booking with manageable scheduling rules.
More related reading
Bookwhen
vertical specialistBooking system built for classes, courses, workshops, and recurring events.
Stripe-integrated booking checkout collects deposits during reservation while keeping schedule confirmations and cancellations coordinated.
Bookwhen supports recurring lesson scheduling, lesson duration templates, and per-event capacity limits for group sessions. It provides instructor-student matching controls through event-specific availability and booking rules, including cancellation policy windows and booking modification cutoffs. The admin console includes session management tools for editing bookings, handling cancellations, and responding to capacity changes without rebuilding calendars.
A tradeoff is that advanced studio workflows like multi-location facility coordination and instructor substitution require careful event configuration rather than fully automated resource concurrency logic. Bookwhen fits best for teams that want instructor availability blocking, automated confirmations, and a widget-based booking funnel tied to Stripe checkout for deposits and final payments.
- +Calendar-driven booking rules cover lead times, capacity limits, and edit cutoffs
- +Stripe-integrated checkout supports deposit and payment capture in the booking flow
- +Booking widget embed enables client self-scheduling with consistent confirmation emails
- +Organizer tools handle recurring lessons and bulk event management
- –Multi-location facility allocation needs manual mapping of locations to events
- –Waitlist and make-up workflows require deliberate configuration per event type
- –Advanced instructor substitution across multiple series is not fully automated
Fitness studios with group classes
Capacity-limited recurring sessions with rules
Fewer overbooked sessions
Independent instructors and coaches
Private booking with lead-time enforcement
Reduced last-minute gaps
Show 2 more scenarios
Studios using parent portals
Self-scheduling from an embedded widget
Less scheduling admin work
A booking widget keeps students and parents on one scheduling funnel with consistent messaging.
Teams coordinating events across calendars
External calendar updates with exports
Fewer schedule mismatches
Calendar export support helps instructors keep external calendars aligned with scheduled lessons.
Best for: Fits when studios need recurring lessons, capacity control, and Stripe checkout with admin-managed exceptions.
TutorCruncher
vertical specialistTutoring management software with scheduling, lesson tracking, billing, and tutor administration.
Tutor availability templates combined with recurring series scheduling rules keep lesson booking aligned with tutor availability over repeated dates.
TutorCruncher is built for lesson booking operations where tutors manage availability and schools coordinate students into specific lesson types and durations. The booking flow can generate confirmations and reminders by message channel, and the calendar integration supports importing and exporting appointments via standard calendar feeds. The tool also supports recurring lesson series logic for rollover behavior when series continue across dates.
A key tradeoff is that multi-location scheduling and calendar sync requires deliberate setup of location calendars and lesson type availability windows. TutorCruncher fits studios that already manage tutor calendars and want bookings, confirmations, and reminders to follow those schedules with fewer manual edits.
- +Tutor availability templates reduce repeated admin entry across terms
- +Recurring lesson series handling supports lesson rollover workflows
- +Calendar sync and exports keep appointments consistent across tools
- +Booking confirmation webhooks help automate downstream operations
- –Multi-location calendar sync needs careful calendar mapping
- –Complex substitution and make-up handling requires defined operational rules
- –Advanced policy windows involve more configuration than simple booking tools
- –Reporting depth depends on how lesson types and fields are modeled
Studio operations teams
Manage recurring private lessons
Fewer manual reschedules
Multi-location tutoring centers
Prevent facility double-booking
Reduced booking collisions
Show 2 more scenarios
Tutor coordinators
Handle recurring group capacity
Predictable group enrollment
Enforces group lesson capacity limits while keeping series schedules consistent for enrolled students.
Schools with online intake
Route students into lesson types
More consistent placements
Applies lesson type configuration and booking workflows to match student needs to instructor options.
Best for: Fits when studios coordinate tutor calendars, recurring series, and automated confirmations with consistent appointment syncing.
Reservio
SMBScheduling and booking software for appointments, courses, and group classes.
Booking lead time enforcement combined with capacity validation prevents reservations outside policy windows and overbooked instructor or facility slots.
Reservio provides lesson booking for schools and studios with calendar-based scheduling, instructor availability, and policy controls around confirmations and cancellations. Its core workflow supports booking lead time enforcement, lesson duration templates, and capacity constraints for group classes.
Reservio also supports instructor-student matching rules and recurring lesson scheduling for series-style bookings. For studios with multiple locations, Reservio’s multi-calendar integration and ICS calendar export support keep availability consistent across stakeholders.
- +Enforces booking lead time rules for new reservations.
- +Handles recurring lesson scheduling and lesson series rollover.
- +Supports capacity caps for group lessons and avoids double-booking.
- +Multi-calendar sync and ICS export help coordinate multi-location calendars.
- –Advanced automation like waitlist flows needs careful configuration and governance.
- –Instructors require manual availability updates for exception dates.
- –Lesson package redemption and credit expiration rules can be complex to align.
- –Admin reporting depends on consistent lesson and instructor data entry.
Best for: Fits when studios need policy-enforced scheduling with instructor availability blocking and multi-calendar consistency.
Teachworks
vertical specialistBusiness management software for tutors and music schools with scheduling, billing, and student records.
Booking operations for studios, including instructor-focused availability blocking and school-style lesson administration in the scheduling flow.
Teachworks handles lesson booking by connecting instructor availability to student-facing scheduling and confirmation workflows. It supports recurring lesson scheduling with calendar integrations and an instructor-student matching workflow.
It also provides cancellation handling with policy windows and automated notifications tied to booking status changes. Teachworks is distinct for school and studio-style operations that need staff calendars, capacity boundaries, and attendance-related administration in one place.
- +Recurring lesson scheduling supports ongoing lesson series workflows
- +Instructor availability blocking reduces double-booking from timetable drift
- +Automated booking confirmations and cancellation updates cover common notification points
- +Attendance and lesson administration tools align with school operating rhythms
- –Waitlist and substitution flows need careful operational setup for edge cases
- –Multi-location synchronization can add overhead when locations use different calendars
- –Complex capacity rules require deliberate configuration to avoid unexpected denials
- –Deep reporting often depends on exporting data for downstream analysis
Best for: Fits when schools or studios need instructor availability controls plus recurring booking management for many learners.
My Music Staff
vertical specialistStudio management software for private music teachers with scheduling, invoicing, and student portals.
Lesson series and lesson package redemption that tracks credits through scheduling rather than treating each booking as standalone.
My Music Staff is a lesson booking system focused on music studios that need recurring session management and instructor availability calendars. The core workflow centers on scheduling private and group lessons, handling instructor-student assignment rules, and coordinating studio capacity by calendar time blocks.
Booking administration includes lead time and modification windows, plus cancellation handling and reminder delivery for scheduled lessons. Studio operations are designed around lesson series and package-style lesson redemption so credits map to future bookings.
- +Calendar-driven scheduling for private and group lessons with instructor assignment constraints
- +Support for lesson series and package redemption that links credits to future bookings
- +Cancellation and modification windows tailored to studio booking policies
- +Reminder and confirmation workflows tied to booking lifecycle events
- –Multi-location synchronization and calendar feed options are not described with enough depth for complex networks
- –Advanced governance controls like granular RBAC roles and audit logs are not clearly documented
- –Automation options for waitlists and resource conflicts look limited to standard availability checks
- –API surface and webhook coverage are not clearly specified for programmatic provisioning
Best for: Fits when a music studio needs recurring lesson scheduling, instructor availability blocking, and package redemption tied to bookings.
Jackrabbit Class
vertical specialistClass management software for enrollment, scheduling, billing, and attendance.
Session lifecycle messaging that ties confirmations and reminders to booking status changes.
Jackrabbit Class is a lesson booking solution aimed at instructors and studios that need lesson scheduling plus class and staff organization in one workflow. It focuses on reservable sessions, instructor availability blocking, and recurring lesson scheduling mechanics to reduce calendar friction.
Booking confirmations, modification windows, and cancellation handling are built around the session lifecycle. The system also supports calendar output via ICS feeds and appointment reminders through email and SMS-style notification workflows.
- +Recurring lesson scheduling reduces manual rebooking for ongoing classes
- +Instructor availability blocking helps prevent calendar offers on unavailable times
- +ICS export and calendar feed output support third-party calendar consumption
- +Booking confirmation and reminder workflows cover key post-booking steps
- –Multi-location coordination can require careful calendar setup to avoid overlaps
- –Complex instructor substitution and series rollover workflows demand disciplined configuration
- –Admin governance features for large studios feel lighter than enterprise schedulers
- –Custom payment and policy edge cases often need manual handling in operations
Best for: Fits when studios need recurring session scheduling, staff availability blocking, and calendar notifications with minimal tooling sprawl.
Sawyer
vertical specialistClass registration and scheduling software for children's activities, camps, and lessons.
Studio-oriented scheduling rules that combine lead-time enforcement with cancellation-policy windows at booking time.
Sawyer is a lesson booking solution built for studios and instructors who need structured scheduling workflows. It supports recurring lesson scheduling, instructor availability blocking, and appointment-level rules such as booking lead time enforcement and cancellation windows.
Scheduling operations connect to external calendars through calendar export options and calendar synchronization workflows. The system also handles booking notifications and attendance-oriented tracking to support ongoing lesson series and studio operations.
- +Recurring lesson scheduling supports repeating lesson series workflows
- +Instructor availability blocking reduces scheduling collisions during booking intake
- +Calendar integration includes export and sync suitable for multi-calendar households
- +Booking notifications cover confirmation messaging and reminder cadence
- –Waitlist automation is limited for high-throughput demand spikes
- –Lesson package redemption requires disciplined configuration to avoid manual follow-ups
- –Instructor-student matching rules need careful setup for complex prerequisite logic
- –Admin governance for substitutions and make-ups can require process overhead
Best for: Fits when a studio runs instructor calendars and recurring lessons and needs policy-driven booking with calendar sync.
Pike13
SMBClient management and scheduling software for classes, appointments, packages, and memberships.
Facility and instructor double-booking prevention built around availability blocks and resource concurrency validation.
Pike13 focuses on lesson bookings with scheduling, instructor availability blocking, and confirmation workflows for lessons and lesson series. The system centers on matching learners to available instructors while supporting policy controls for booking changes and cancellations.
Pike13 also provides calendar connectivity for keeping tutor and student calendars aligned through export-style and sync workflows. Admin controls cover managing lesson types, resource constraints, and operational reporting for booking volume and utilization.
- +Instructor availability blocking prevents facility double-booking on shared time slots
- +Configurable lesson durations and lesson series handling support structured recurring learning
- +Booking confirmation and update notifications reduce silent scheduling changes
- +Operational reporting surfaces utilization and booking throughput for studios
- –Advanced scheduling rules require careful configuration to avoid unexpected availability gaps
- –Group capacity handling is less explicit than studio-focused competitors
- –Waitlist automation coverage depends on specific workflow setup
- –API documentation depth is limited for complex custom scheduling integrations
Best for: Fits when studios need controlled lesson scheduling with instructor availability enforcement and clear confirmation workflows.
Omnify
SMBScheduling and commerce software for classes, appointments, memberships, and events.
Lesson package redemption and expiration ties into recurring lesson series scheduling.
Omnify is a lesson booking system built for schools and tutor teams that need instructor availability blocking, recurring scheduling, and capacity-aware booking. Core workflows cover private and group lesson scheduling, booking lead-time enforcement, and email confirmations with cancellation and modification windows.
The booking flow is designed around an embedded booking widget with appointment reminders and calendar export for attendee visibility. Omnify also supports lesson package tracking so recurring series can roll forward with redemption and expiration logic.
- +Instructor availability blocking reduces calendar conflicts during booking
- +Booking lead-time enforcement limits last-minute reservations
- +Lesson package redemption tracking supports series and credits
- +Calendar export supports consistent attendee updates
- –Limited multi-location calendar sync requires manual coordination
- –API surface for booking webhooks and sync is not consistently documented
- –Group capacity caps need careful calendar configuration
- –Cancellation and make-up logic coverage feels narrow for complex policies
Best for: Fits when schools need instructor availability controls, lesson series tracking, and confirmation workflows.
Conclusion
After evaluating 10 education learning, Setmore stands out as our overall top pick — it scored highest across our combined criteria of features, ease of use, and value, which is why it sits at #1 in the rankings above.
Use the comparison table and detailed reviews above to validate the fit against your own requirements before committing to a tool.
How to Choose the Right lesson booking software
This ranking compares Setmore, Bookwhen, TutorCruncher, Reservio, and Teachworks for lesson scheduling, availability controls, recurring bookings, and payment workflows.
It also covers My Music Staff, Jackrabbit Class, Sawyer, Pike13, and Omnify, with Setmore ranked highest for calendar integration, reminders, and paid booking administration.
What lesson booking software manages
Lesson booking software coordinates instructor availability, student reservations, recurring lesson series, cancellation rules, reminders, and calendar updates from one scheduling system. Setmore supports two-way calendar updates and ICS export, while Bookwhen connects Stripe checkout with deposits and reservation confirmations.
Some platforms also manage lesson-specific records beyond appointment times. My Music Staff links lesson package credits to future bookings, while Pike13 validates instructor and facility availability to reduce double-booking.
Lesson booking capabilities that drive scheduling accuracy and operational control
Lesson booking software succeeds when it enforces booking lead time rules, capacity limits, and calendar conflict prevention at the moment a reservation is offered. It also needs reminder, cancellation, and confirmation workflows tied to booking lifecycle status changes so studios and schools reduce no-shows and last-minute reschedules.
Two-way calendar sync and external scheduling interchange
Setmore supports two-way calendar updates plus ICS export for recurring lesson event delivery. Bookwhen centers on calendar-driven booking rules and coordinates schedule confirmations and cancellations in its booking flow.
Stripe-integrated checkout with deposit collection
Bookwhen integrates Stripe booking checkout to collect deposits during reservation while keeping confirmations and cancellations coordinated. Setmore supports paid booking with scheduling rules and reminder coverage, but does not position Stripe checkout as its standout in this set.
Instructor and facility availability blocking with blackout dates
Setmore supports instructor availability blocking with lead time buffers and blackout dates to prevent offers on unavailable times. Pike13 focuses on instructor and facility double-booking prevention using availability blocks and resource concurrency validation.
Capacity and group constraints for multi-student and group lessons
Bookwhen emphasizes capacity control with calendar-driven booking rules that cover capacity limits and edit cutoffs. Setmore includes multi-student capacity caps for group scenarios, but advanced group assignment rules require more workflow discipline.
Recurring series scheduling, lesson rollover, and make-up handling
TutorCruncher pairs tutor availability templates with recurring series scheduling rules so repeated dates stay aligned. Reservio and Setmore both handle recurring lesson scheduling and lesson series rollover, but make-up and complex rescheduling scenarios require deliberate setup.
Lesson packages, credit redemption, and credit expiration logic
My Music Staff tracks lesson package redemption so credits are linked to future bookings rather than treated as standalone appointments. Omnify ties lesson package redemption and expiration into recurring lesson series scheduling.
How to choose lesson booking software based on workflow enforcement and integration depth
Start by mapping reservations to policy enforcement, because studios fail when lead-time rules, cancellation windows, and capacity validation are not enforced during booking intake. Then verify how recurring series and lesson packages behave when reschedules, cancellations, and make-up lessons occur. After that, select based on calendar integration mechanics, since two-way syncing details and multi-location mapping requirements determine how often staff correct conflicts manually.
Confirm whether booking intake enforces lead time and capacity before calendar offers
Choose Reservio when booking lead time enforcement and capacity validation must prevent overbooked instructor or facility slots at reservation time. Choose Setmore when instructor availability blocking must support lead time buffers and blackout dates alongside automated confirmation and cancellation notifications.
Decide how recurring lessons should roll forward when schedules change
Choose TutorCruncher when tutor availability templates must stay aligned across recurring series scheduling rules on repeated dates. Choose Teachworks when schools or studios need recurring lesson scheduling for many learners while keeping instructor availability blocking aligned to reduce timetable drift.
Pick a checkout and payment flow that matches the deposit model
Choose Bookwhen when Stripe-integrated booking checkout must collect deposits during the reservation and coordinate confirmations and cancellations. Choose Setmore when paid booking administration must stay manageable under scheduling rules with reminder coverage rather than centering Stripe deposit capture as the workflow driver.
Validate how multi-location calendars are handled in your operating model
Choose Bookwhen when capacity control and Stripe checkout are the priorities, but plan for manual mapping of locations to events if multiple sites use different calendars. Choose TutorCruncher or Teachworks only when the calendar mapping workload for multi-location sync fits internal operations, since multi-location mapping requires careful configuration.
Test how the system handles lesson credits or packages during series scheduling
Choose My Music Staff when credit redemption must be tied to credits that carry into future bookings with lesson series behavior. Choose Omnify when lesson package redemption and expiration must integrate directly with recurring lesson series scheduling and the confirmation workflow.
Who should buy this category of lesson booking software
Studio and school teams need reservation controls that coordinate instructor calendars with student scheduling so the same appointment never gets offered twice. The right fit depends on whether the organization runs private lessons, group sessions, or recurring series tied to packages and credits. Teams also need reminder and messaging tied to booking status changes, since Setmore ties SMS and email reminder workflows to confirmations and cancellations while Jackrabbit Class ties session lifecycle messaging to booking status changes.
Studios that schedule tutors with blackout dates and lead time buffers
Setmore supports instructor availability blocking with lead time buffers and blackout dates and it sends SMS and email reminders for confirmations and cancellation notifications.
Schools that must manage recurring lessons with deposit capture through Stripe
Bookwhen integrates Stripe booking checkout to collect deposits during reservation while coordinating schedule confirmations and cancellations.
Music studios that sell recurring lesson packages and need credit redemption across bookings
My Music Staff links lesson package redemption to credits used in future scheduled bookings, and Omnify ties redemption and expiration into recurring lesson series scheduling.
Studios that operate shared facility rooms and want double-booking prevention by resource concurrency
Pike13 validates instructor and facility availability and prevents facility double-booking using availability blocks and resource concurrency validation.
Studios that rely on consistent recurring session lifecycle messaging and fewer tooling sprawl choices
Jackrabbit Class focuses on recurring session scheduling and ties confirmations and reminders to booking status changes for clearer appointment messaging.
Common pitfalls when adopting lesson booking software
Many teams implement lesson booking tools successfully for the first scheduling cycle and then hit failures when policies meet real-world exceptions like substitutions, make-up lessons, or multi-location scheduling. The other failure mode is underestimating how much setup discipline is required for waitlists, group capacity caps, and lesson package governance so staff do not correct conflicts manually after the booking is already confirmed.
Assuming recurring series scheduling works the same for reschedules and make-up lessons
TutorCruncher and Setmore handle recurring series scheduling, but Reservio notes that waitlist and make-up workflows require deliberate configuration per event type.
Under-scoping multi-location calendar mapping effort
Bookwhen calls out manual mapping of locations to events, and TutorCruncher and Teachworks require careful calendar mapping when multi-location sync spans different calendars.
Implementing group lessons without defining capacity caps and assignment workflows
Setmore includes multi-student capacity caps, but advanced group assignment rules require workflow discipline, while Bookwhen centers capacity control through calendar-driven booking rules.
Treating lesson packages as simple one-off add-ons
My Music Staff ties lesson package credits through scheduling, and Omnify ties expiration into recurring lesson series scheduling, so skipping this governance creates manual follow-up work.
Expecting rich webhook-level API documentation for synchronization without confirming documentation scope
Omnify notes that API surface for booking webhooks and sync is not consistently documented, so integration depth needs validation against actual automation requirements.
How We Selected and Ranked These Tools
We evaluated Setmore, Bookwhen, TutorCruncher, Reservio, Teachworks, My Music Staff, Jackrabbit Class, Sawyer, Pike13, and Omnify using feature coverage at 40%, ease and day-to-day setup at 30%, and value at 30%. Setmore ranked highest because it combines two-way calendar updates with ICS export, instructor availability blocking that supports lead time buffers and blackout dates, and SMS plus email reminders tied to confirmations and cancellation notifications.
We also weighted operational fit for recurring lesson series by checking how each tool handles lesson rollover and how exception workflows like make-up and rescheduling are described. Setmore earned the top position by pairing calendar interchange and reminder coverage with clearer studio scheduling controls than the other entries in this set.
Frequently Asked Questions About lesson booking software
How do two-way calendar sync and external feed exports differ across Setmore and Sawyer?
When should a school choose Omnify for instructor availability blocking and recurring series over Teachworks?
Which tool enforces booking lead time and capacity constraints at reservation time: Reservio, Pike13, or Sawyer?
What breaks if appointment reminders are not coordinated with booking confirmation webhooks in TutorCruncher?
How do Stripe-integrated booking checkout flows affect deposit handling in Bookwhen versus Setmore?
How can admin teams control who can modify lessons in TutorCruncher and how that differs from Jackrabbit Class?
What is the tradeoff between capacity-limited recurring lessons and generic private scheduling pages in Bookwhen and Jackrabbit Class?
How do lesson package redemption and expiration work differently in My Music Staff versus Omnify?
What technical requirement supports multi-location scheduling consistency in Reservio and Omnify?
Tools reviewed
Primary sources checked during evaluation.
Referenced in the comparison table and product reviews above.
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