diff --git a/changelog.d/5008.bugfix b/changelog.d/5008.bugfix
new file mode 100644
index 0000000000..3c2f009160
--- /dev/null
+++ b/changelog.d/5008.bugfix
@@ -0,0 +1 @@
+Big messages taking inappropriately long to evaluate .m.rule.roomnotif push rules
diff --git a/matrix-sdk-android/src/main/java/org/matrix/android/sdk/api/pushrules/EventMatchCondition.kt b/matrix-sdk-android/src/main/java/org/matrix/android/sdk/api/pushrules/EventMatchCondition.kt
index eec5b0a402..d82365cace 100644
--- a/matrix-sdk-android/src/main/java/org/matrix/android/sdk/api/pushrules/EventMatchCondition.kt
+++ b/matrix-sdk-android/src/main/java/org/matrix/android/sdk/api/pushrules/EventMatchCondition.kt
@@ -56,7 +56,12 @@ class EventMatchCondition(
             if (wordsOnly) {
                 value.caseInsensitiveFind(pattern)
             } else {
-                val modPattern = if (pattern.hasSpecialGlobChar()) pattern.simpleGlobToRegExp() else "*$pattern*".simpleGlobToRegExp()
+                val modPattern = if (pattern.hasSpecialGlobChar())
+                    // Regex.containsMatchIn() is way faster without leading and trailing
+                    // stars, that don't make any difference for the evaluation result
+                    pattern.removePrefix("*").removeSuffix("*").simpleGlobToRegExp()
+                else
+                    pattern.simpleGlobToRegExp()
                 val regex = Regex(modPattern, RegexOption.DOT_MATCHES_ALL)
                 regex.containsMatchIn(value)
             }