diff --git a/CHANGELOG.md b/CHANGELOG.md
index 16c46c2e4..bdfc629d2 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -17,6 +17,7 @@ The format is based on [Keep a Changelog](https://keepachangelog.com/en/1.0.0/).
     - This is most often seen with VAAPI acceleration (radeonsi or i965 drivers)
 - Add API endpoint to clean artwork cache folder (on demand)
   - POST `/api/maintenance/clean_artwork`
+- Add health check to warn about unsupported empty (classic) schedules
 
 ### Changed
 - Disable automatic artwork database cleanup
diff --git a/ErsatzTV.Core/Health/Checks/IEmptyScheduleHealthCheck.cs b/ErsatzTV.Core/Health/Checks/IEmptyScheduleHealthCheck.cs
new file mode 100644
index 000000000..9dbb567ec
--- /dev/null
+++ b/ErsatzTV.Core/Health/Checks/IEmptyScheduleHealthCheck.cs
@@ -0,0 +1,5 @@
+namespace ErsatzTV.Core.Health.Checks;
+
+public interface IEmptyScheduleHealthCheck : IHealthCheck
+{
+}
diff --git a/ErsatzTV.Infrastructure/Health/Checks/EmptyScheduleHealthCheck.cs b/ErsatzTV.Infrastructure/Health/Checks/EmptyScheduleHealthCheck.cs
new file mode 100644
index 000000000..27cfee288
--- /dev/null
+++ b/ErsatzTV.Infrastructure/Health/Checks/EmptyScheduleHealthCheck.cs
@@ -0,0 +1,48 @@
+using ErsatzTV.Core.Health;
+using ErsatzTV.Core.Health.Checks;
+using ErsatzTV.Infrastructure.Data;
+using Microsoft.EntityFrameworkCore;
+
+namespace ErsatzTV.Infrastructure.Health.Checks;
+
+public class EmptyScheduleHealthCheck(IDbContextFactory<TvContext> dbContextFactory) : BaseHealthCheck, IEmptyScheduleHealthCheck
+{
+    public override string Title => "Empty Schedule";
+
+    public async Task<HealthCheckResult> Check(CancellationToken cancellationToken)
+    {
+        await using TvContext dbContext = await dbContextFactory.CreateDbContextAsync(cancellationToken);
+
+        List<int> scheduleIdsWithPlayouts = await dbContext.ProgramSchedules
+            .TagWithCallSite()
+            .AsNoTracking()
+            .Where(s => s.Playouts.Count > 0 && s.Items.Count == 0)
+            .Select(ps => ps.Id)
+            .ToListAsync(cancellationToken);
+
+        List<int> alternateScheduleIds = await dbContext.ProgramScheduleAlternates
+            .TagWithCallSite()
+            .AsNoTracking()
+            .Where(s => s.ProgramSchedule.Items.Count == 0)
+            .Select(s => s.ProgramScheduleId)
+            .ToListAsync(cancellationToken);
+
+        var ids = scheduleIdsWithPlayouts.Union(alternateScheduleIds).ToHashSet();
+
+        if (ids.Count > 0)
+        {
+            List<string> names = await dbContext.ProgramSchedules
+                .TagWithCallSite()
+                .AsNoTracking()
+                .Where(s => ids.Contains(s.Id))
+                .Select(s => s.Name)
+                .ToListAsync(cancellationToken);
+
+            return WarningResult(
+                $"There are {names.Count} empty schedules in use, which are NOT supported and WILL cause errors, including: {string.Join(", ", names.OrderBy(identity))}",
+                $"There are {names.Count} empty schedules in use, which are NOT supported and WILL cause errors");
+        }
+
+        return OkResult();
+    }
+}
diff --git a/ErsatzTV.Infrastructure/Health/HealthCheckService.cs b/ErsatzTV.Infrastructure/Health/HealthCheckService.cs
index cb2b41544..3ec586f7d 100644
--- a/ErsatzTV.Infrastructure/Health/HealthCheckService.cs
+++ b/ErsatzTV.Infrastructure/Health/HealthCheckService.cs
@@ -29,6 +29,7 @@ public class HealthCheckService : IHealthCheckService
         IErrorReportsHealthCheck errorReportsHealthCheck,
         IUnifiedDockerHealthCheck unifiedDockerHealthCheck,
         IDowngradeHealthCheck downgradeHealthCheck,
+        IEmptyScheduleHealthCheck emptyScheduleHealthCheck,
         IMemoryCache memoryCache,
         IMediator mediator,
         ILogger<HealthCheckService> logger)
@@ -49,6 +50,7 @@ public class HealthCheckService : IHealthCheckService
             zeroDurationHealthCheck,
             fileNotFoundHealthCheck,
             unavailableHealthCheck,
+            emptyScheduleHealthCheck,
             vaapiDriverHealthCheck,
             errorReportsHealthCheck
         ];
diff --git a/ErsatzTV/Startup.cs b/ErsatzTV/Startup.cs
index 3ad735a00..3119207c6 100644
--- a/ErsatzTV/Startup.cs
+++ b/ErsatzTV/Startup.cs
@@ -772,6 +772,7 @@ public class Startup
         services.AddScoped<IErrorReportsHealthCheck, ErrorReportsHealthCheck>();
         services.AddScoped<IUnifiedDockerHealthCheck, UnifiedDockerHealthCheck>();
         services.AddScoped<IDowngradeHealthCheck, DowngradeHealthCheck>();
+        services.AddScoped<IEmptyScheduleHealthCheck, EmptyScheduleHealthCheck>();
         services.AddScoped<IHealthCheckService, HealthCheckService>();
 
         services.AddScoped<IChannelRepository, ChannelRepository>();