diff --git a/pkg/message.go b/pkg/message.go
index 08b28f94..c2b1d0ca 100644
--- a/pkg/message.go
+++ b/pkg/message.go
@@ -146,7 +146,7 @@ func buildComment(ctx context.Context, apps map[string]*AppResults) string {
 		sb.WriteString("<summary>\n\n")
 		sb.WriteString(fmt.Sprintf("## ArgoCD Application Checks: `%s` %s\n", appName, appState.Emoji()))
 		sb.WriteString("</summary>\n\n")
-		sb.WriteString(strings.Join(checkStrings, "---\n"))
+		sb.WriteString(strings.Join(checkStrings, "\n\n---\n\n"))
 		sb.WriteString("</details>")
 	}
 
diff --git a/pkg/message_test.go b/pkg/message_test.go
index af7d2de5..3d6fa9eb 100644
--- a/pkg/message_test.go
+++ b/pkg/message_test.go
@@ -2,6 +2,7 @@ package pkg
 
 import (
 	"context"
+	"strings"
 	"testing"
 
 	"github.com/stretchr/testify/assert"
@@ -92,3 +93,61 @@ func TestMessageIsSuccess(t *testing.T) {
 		})
 	}
 }
+
+func TestMultipleItemsWithNewlines(t *testing.T) {
+	var (
+		message = NewMessage("name", 1, 2)
+		ctx     = context.Background()
+	)
+	message.AddNewApp(ctx, "first-app")
+	message.AddToAppMessage(ctx, "first-app", CheckResult{
+		State:   StateSuccess,
+		Summary: "summary-1",
+		Details: "detail-1",
+	})
+	message.AddToAppMessage(ctx, "first-app", CheckResult{
+		State:   StateSuccess,
+		Summary: "summary-2",
+		Details: "detail-2",
+	})
+	message.AddNewApp(ctx, "second-app")
+	message.AddToAppMessage(ctx, "second-app", CheckResult{
+		State:   StateSuccess,
+		Summary: "summary-1",
+		Details: "detail-1",
+	})
+	message.AddToAppMessage(ctx, "second-app", CheckResult{
+		State:   StateSuccess,
+		Summary: "summary-2",
+		Details: "detail-2",
+	})
+	result := message.BuildComment(ctx)
+
+	// header rows need double newlines before and after
+	index := 0
+	newline := uint8('\n')
+	for {
+		index++
+		foundAt := strings.Index(result[index:], "---")
+		if foundAt == -1 {
+			break // couldn't be found, we're done
+		}
+		index += foundAt
+
+		if index < 2 {
+			continue // hyphens are at the beginning of the string, we're fine
+		}
+
+		if result[index-1] == '-' || result[index+3] == '-' {
+			continue // not a triple-hyphen, but a more-than-triple-hyphen, move on
+		}
+
+		// must be preceded by two newlines
+		assert.Equal(t, newline, result[index-1])
+		assert.Equal(t, newline, result[index-2])
+
+		// must be followed by two newlines
+		assert.Equal(t, newline, result[index+3])
+		assert.Equal(t, newline, result[index+4])
+	}
+}