diff --git a/CHANGELOG.md b/CHANGELOG.md
index e2c7df12..37843e5d 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -12,6 +12,7 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 - Media Naming: Sync file naming configuration even if `rename` is not set to `true`.
 - Quality Profiles: Validation check added for quality groups with less than 2 qualities.
+- Quality Profiles: Fix "Groups must contain multiple qualities" sync error.
 
 ## [6.0.0] - 2023-09-29
 
diff --git a/src/Recyclarr.Cli/Pipelines/QualityProfile/QualityItemOrganizer.cs b/src/Recyclarr.Cli/Pipelines/QualityProfile/QualityItemOrganizer.cs
index 755c7723..74601531 100644
--- a/src/Recyclarr.Cli/Pipelines/QualityProfile/QualityItemOrganizer.cs
+++ b/src/Recyclarr.Cli/Pipelines/QualityProfile/QualityItemOrganizer.cs
@@ -96,6 +96,9 @@ public class QualityItemOrganizer
                     .Select(y => y with {Allowed = false})
                     .ToList()
             })
+            // Find item groups that have less than 2 nested qualities remaining in them. Those get flattened out.
+            // If Count == 0, that gets handled by the `Where()` below.
+            .Select(x => x.Items.Count == 1 ? x.Items.First() : x)
             .Where(x => x is not {Quality: null, Items.Count: 0});
     }
 
diff --git a/src/tests/Recyclarr.Cli.Tests/Pipelines/QualityProfile/QualityItemOrganizerTest.cs b/src/tests/Recyclarr.Cli.Tests/Pipelines/QualityProfile/QualityItemOrganizerTest.cs
index 43e8b8aa..bd995337 100644
--- a/src/tests/Recyclarr.Cli.Tests/Pipelines/QualityProfile/QualityItemOrganizerTest.cs
+++ b/src/tests/Recyclarr.Cli.Tests/Pipelines/QualityProfile/QualityItemOrganizerTest.cs
@@ -64,9 +64,9 @@ public class QualityItemOrganizerTest
                 NewQp.QualityDto(3, "three", true),
                 NewQp.QualityDto(6, "six", false),
                 NewQp.QualityDto(7, "seven", true),
-                NewQp.GroupDto(1002, "group3", true,
+                NewQp.GroupDto(1001, "group3", true,
                     NewQp.QualityDto(8, "eight", true)),
-                NewQp.GroupDto(1003, "group4", false,
+                NewQp.GroupDto(1002, "group4", false,
                     NewQp.QualityDto(9, "nine", false),
                     NewQp.QualityDto(10, "ten", false)),
                 NewQp.GroupDto(50, "group5", true,
@@ -74,8 +74,7 @@ public class QualityItemOrganizerTest
                 // ------ NOT IN CONFIG ------
                 NewQp.QualityDto(2, "two", false),
                 NewQp.QualityDto(4, "four", false),
-                NewQp.GroupDto(1001, "group1", false,
-                    NewQp.QualityDto(5, "five", false))
+                NewQp.QualityDto(5, "five", false)
             }
         });
     }
@@ -98,16 +97,15 @@ public class QualityItemOrganizerTest
                 // ------ NOT IN CONFIG ------
                 NewQp.QualityDto(2, "two", false),
                 NewQp.QualityDto(4, "four", false),
-                NewQp.GroupDto(1001, "group1", false,
-                    NewQp.QualityDto(5, "five", false)),
+                NewQp.QualityDto(5, "five", false),
                 // ------ IN CONFIG ------
                 NewQp.QualityDto(1, "one", true),
                 NewQp.QualityDto(3, "three", true),
                 NewQp.QualityDto(6, "six", false),
                 NewQp.QualityDto(7, "seven", true),
-                NewQp.GroupDto(1002, "group3", true,
+                NewQp.GroupDto(1001, "group3", true,
                     NewQp.QualityDto(8, "eight", true)),
-                NewQp.GroupDto(1003, "group4", false,
+                NewQp.GroupDto(1002, "group4", false,
                     NewQp.QualityDto(9, "nine", false),
                     NewQp.QualityDto(10, "ten", false)),
                 NewQp.GroupDto(50, "group5", true,
@@ -115,4 +113,98 @@ public class QualityItemOrganizerTest
             }
         });
     }
+
+    [Test]
+    public void Remove_empty_group()
+    {
+        var config = new QualityProfileConfig
+        {
+            Qualities = new[]
+            {
+                NewQp.QualityConfig("one")
+            }
+        };
+
+        var dto = new QualityProfileDto
+        {
+            Items = new[]
+            {
+                NewQp.GroupDto(1001, "group1", true,
+                    NewQp.QualityDto(1, "one", true))
+            }
+        };
+
+        var sut = new QualityItemOrganizer();
+        var result = sut.OrganizeItems(dto, config);
+
+        result.Items.Should().BeEquivalentTo(new[]
+        {
+            NewQp.QualityDto(1, "one", true)
+        });
+    }
+
+    [Test]
+    public void Flatten_group_with_one_remaining_item()
+    {
+        var config = new QualityProfileConfig
+        {
+            Qualities = new[]
+            {
+                NewQp.QualityConfig("one")
+            }
+        };
+
+        var dto = new QualityProfileDto
+        {
+            Items = new[]
+            {
+                NewQp.GroupDto(1001, "group1", true,
+                    NewQp.QualityDto(1, "one", true),
+                    NewQp.QualityDto(2, "two", true))
+            }
+        };
+
+        var sut = new QualityItemOrganizer();
+        var result = sut.OrganizeItems(dto, config);
+
+        result.Items.Should().BeEquivalentTo(new[]
+        {
+            NewQp.QualityDto(1, "one", true),
+            NewQp.QualityDto(2, "two", false)
+        });
+    }
+
+    [Test]
+    public void Do_not_flatten_group_with_two_remaining_items()
+    {
+        var config = new QualityProfileConfig
+        {
+            Qualities = new[]
+            {
+                NewQp.QualityConfig("one")
+            }
+        };
+
+        var dto = new QualityProfileDto
+        {
+            Items = new[]
+            {
+                NewQp.GroupDto(1001, "group1", true,
+                    NewQp.QualityDto(1, "one", true),
+                    NewQp.QualityDto(2, "two", true),
+                    NewQp.QualityDto(3, "three", true))
+            }
+        };
+
+        var sut = new QualityItemOrganizer();
+        var result = sut.OrganizeItems(dto, config);
+
+        result.Items.Should().BeEquivalentTo(new[]
+        {
+            NewQp.QualityDto(1, "one", true),
+            NewQp.GroupDto(1001, "group1", false,
+                NewQp.QualityDto(2, "two", false),
+                NewQp.QualityDto(3, "three", false))
+        });
+    }
 }