diff --git a/html/callouts_test.go b/html/callouts_test.go
index 10124b9..b23f99b 100644
--- a/html/callouts_test.go
+++ b/html/callouts_test.go
@@ -25,3 +25,27 @@ bliep bliep
 		t.Error("callout code block not correctly parsed")
 	}
 }
+
+func TestEscapeHTMLCalloutsMultipleComments(t *testing.T) {
+	code := []byte(`a //<<1>>
+b #<<2>>
+c <<9>>
+`)
+	out := `a <span class="callout">1</span>
+b <span class="callout">2</span>
+c &lt;&lt;9&gt;&gt;
+`
+	orders := [][][]byte{
+		{[]byte("//"), []byte("#")},
+		{[]byte("#"), []byte("//")},
+	}
+	for _, comments := range orders {
+		buf := &bytes.Buffer{}
+		opts := RendererOptions{}
+		opts.Comments = comments
+		NewRenderer(opts).EscapeHTMLCallouts(buf, code)
+		if buf.String() != out {
+			t.Errorf("comments=%q\ngot:\n%s\nwant:\n%s", comments, buf.String(), out)
+		}
+	}
+}
diff --git a/html/renderer.go b/html/renderer.go
index b3ee392..60ff7f7 100644
--- a/html/renderer.go
+++ b/html/renderer.go
@@ -886,8 +886,9 @@ func (r *Renderer) EscapeHTMLCallouts(w io.Writer, d []byte) {
 Parse:
 	for i := 0; i < ld; i++ {
 		for _, comment := range r.Opts.Comments {
+			// try every configured marker, not just the first
 			if !bytes.HasPrefix(d[i:], comment) {
-				break
+				continue
 			}
 
 			lc := len(comment)