diff --git a/CHANGELOG.md b/CHANGELOG.md
index 338e6126..fd04b38e 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -66,6 +66,7 @@ The format is based on [Keep a Changelog](https://keepachangelog.com/en/1.0.0/).
 - Add `Expression` for mid-roll filler to allow custom logic for using or skipping chapter markers
   - The following parameters can be used:
     - `total_points`: total number of potential mid-roll points
+    - `matched_points`: number of mid-roll points that have already matched the expression
     - `total_duration`: total duration of the content, in seconds
     - `total_progress`: normalized position from 0 to 1
     - `last_mid_filler`: seconds since last mid-roll filler
diff --git a/ErsatzTV.Core.Tests/Scheduling/FillerExpressionTests.cs b/ErsatzTV.Core.Tests/Scheduling/FillerExpressionTests.cs
new file mode 100644
index 00000000..f432e570
--- /dev/null
+++ b/ErsatzTV.Core.Tests/Scheduling/FillerExpressionTests.cs
@@ -0,0 +1,44 @@
+using ErsatzTV.Core.Domain;
+using ErsatzTV.Core.Domain.Filler;
+using ErsatzTV.Core.Scheduling;
+using NUnit.Framework;
+using Shouldly;
+
+namespace ErsatzTV.Core.Tests.Scheduling;
+
+[TestFixture]
+public class FillerExpressionTests
+{
+    [Test]
+    public void Two_Points_In_30_Minute_Content()
+    {
+        // 30 min content
+        var playoutItem = new PlayoutItem { Start = DateTimeOffset.Now.UtcDateTime };
+        playoutItem.Finish = playoutItem.Start + TimeSpan.FromMinutes(30);
+
+        // chapters every 5 min
+        var chapters = new List<MediaChapter>
+        {
+            new() { ChapterId = 1, StartTime = TimeSpan.Zero, EndTime = TimeSpan.FromMinutes(5) },
+            new() { ChapterId = 2, StartTime = TimeSpan.FromMinutes(5), EndTime = TimeSpan.FromMinutes(10) },
+            new() { ChapterId = 3, StartTime = TimeSpan.FromMinutes(10), EndTime = TimeSpan.FromMinutes(15) },
+            new() { ChapterId = 4, StartTime = TimeSpan.FromMinutes(15), EndTime = TimeSpan.FromMinutes(20) },
+            new() { ChapterId = 5, StartTime = TimeSpan.FromMinutes(20), EndTime = TimeSpan.FromMinutes(25) },
+            new() { ChapterId = 6, StartTime = TimeSpan.FromMinutes(25), EndTime = TimeSpan.FromMinutes(30) }
+        };
+
+        // skip first 5 min of content, wait at least 5 min between points, only match up to 2 points
+        var fillerPreset = new FillerPreset
+        {
+            FillerKind = FillerKind.MidRoll,
+            Expression = "(point > 5 * 60) and (last_mid_filler > 5 * 60) and (matched_points < 2)"
+        };
+
+        List<MediaChapter> result = FillerExpression.FilterChapters(fillerPreset, chapters, playoutItem);
+
+        result.Count.ShouldBe(3);
+        result[0].EndTime.ShouldBe(TimeSpan.FromMinutes(10));
+        result[1].EndTime.ShouldBe(TimeSpan.FromMinutes(20));
+        result[2].EndTime.ShouldBe(TimeSpan.FromMinutes(30));
+    }
+}
diff --git a/ErsatzTV.Core/Scheduling/FillerExpression.cs b/ErsatzTV.Core/Scheduling/FillerExpression.cs
index ba420218..f39a1b61 100644
--- a/ErsatzTV.Core/Scheduling/FillerExpression.cs
+++ b/ErsatzTV.Core/Scheduling/FillerExpression.cs
@@ -22,6 +22,7 @@ public static class FillerExpression
 
         double lastFiller = start.TotalSeconds - 99999.0;
         double contentDuration = (playoutItem.FinishOffset - playoutItem.StartOffset).TotalSeconds;
+        var matches = 0;
 
         for (var index = 0; index < chapterPoints.Count; index++)
         {
@@ -29,6 +30,7 @@ public static class FillerExpression
             var expression = new Expression(fillerPreset.Expression);
             int chapterNum = index + 1;
             double sinceLastFiller = chapterPoint.TotalSeconds - lastFiller;
+            int matchedPoints = matches;
             expression.EvaluateParameter += (name, e) =>
             {
                 e.Result = name switch
@@ -38,6 +40,7 @@ public static class FillerExpression
                     "total_duration" => contentDuration,
                     "total_progress" => chapterPoint.TotalSeconds / end.TotalSeconds,
                     "remaining_duration" => contentDuration - chapterPoint.TotalSeconds,
+                    "matched_points" => matchedPoints,
                     "point" => chapterPoint.TotalSeconds,
                     "num" => chapterNum,
                     _ => e.Result
@@ -46,6 +49,7 @@ public static class FillerExpression
 
             if (expression.Evaluate() as bool? == true)
             {
+                matches += 1;
                 lastFiller = chapterPoint.TotalSeconds;
                 newChapters.Add(effectiveChapters[index]);
             }
diff --git a/ErsatzTV/Pages/FillerPresetEditor.razor b/ErsatzTV/Pages/FillerPresetEditor.razor
index 5144b981..2bf5442f 100644
--- a/ErsatzTV/Pages/FillerPresetEditor.razor
+++ b/ErsatzTV/Pages/FillerPresetEditor.razor
@@ -192,6 +192,8 @@
                 <MudText Typo="Typo.body2">
                     <span style="font-weight: bold;">total_points</span>: total number of potential mid-roll points
                     <br />
+                    <span style="font-weight: bold;">matched_points</span>: number of mid-roll points that have already matched the expression
+                    <br />
                     <span style="font-weight: bold;">total_duration</span>: total duration of the content, in seconds
                     <br />
                     <span style="font-weight: bold;">total_progress</span>: normalized position from 0 to 1