diff --git a/alerting/src/main/kotlin/org/opensearch/alerting/DocumentLevelMonitorRunner.kt b/alerting/src/main/kotlin/org/opensearch/alerting/DocumentLevelMonitorRunner.kt
index d89590f02..dbe059e51 100644
--- a/alerting/src/main/kotlin/org/opensearch/alerting/DocumentLevelMonitorRunner.kt
+++ b/alerting/src/main/kotlin/org/opensearch/alerting/DocumentLevelMonitorRunner.kt
@@ -43,6 +43,7 @@ import org.opensearch.commons.alerting.model.Monitor
 import org.opensearch.commons.alerting.model.action.PerAlertActionScope
 import org.opensearch.commons.alerting.util.string
 import org.opensearch.index.query.BoolQueryBuilder
+import org.opensearch.index.query.Operator
 import org.opensearch.index.query.QueryBuilders
 import org.opensearch.percolator.PercolateQueryBuilderExt
 import org.opensearch.rest.RestStatus
@@ -527,11 +528,11 @@ object DocumentLevelMonitorRunner : MonitorRunner() {
         monitorMetadata: MonitorMetadata,
         index: String
     ): SearchHits {
-        val boolQueryBuilder = BoolQueryBuilder().filter(QueryBuilders.matchQuery("index", index))
+        val boolQueryBuilder = BoolQueryBuilder().must(QueryBuilders.matchQuery("index", index).operator(Operator.AND))
 
         val percolateQueryBuilder = PercolateQueryBuilderExt("query", docs, XContentType.JSON)
         if (monitor.id.isNotEmpty()) {
-            boolQueryBuilder.filter(QueryBuilders.matchQuery("monitor_id", monitor.id))
+            boolQueryBuilder.must(QueryBuilders.matchQuery("monitor_id", monitor.id).operator(Operator.AND))
         }
         boolQueryBuilder.filter(percolateQueryBuilder)
 
diff --git a/alerting/src/main/kotlin/org/opensearch/alerting/MonitorMetadataService.kt b/alerting/src/main/kotlin/org/opensearch/alerting/MonitorMetadataService.kt
index b9992738a..b6a9acd14 100644
--- a/alerting/src/main/kotlin/org/opensearch/alerting/MonitorMetadataService.kt
+++ b/alerting/src/main/kotlin/org/opensearch/alerting/MonitorMetadataService.kt
@@ -212,7 +212,7 @@ object MonitorMetadataService :
 
             indices.forEach { indexName ->
                 if (!lastRunContext.containsKey(indexName)) {
-                    lastRunContext[indexName] = createRunContextForIndex(index)
+                    lastRunContext[indexName] = createRunContextForIndex(indexName)
                 }
             }
         } catch (e: RemoteTransportException) {
diff --git a/alerting/src/test/kotlin/org/opensearch/alerting/DocumentMonitorRunnerIT.kt b/alerting/src/test/kotlin/org/opensearch/alerting/DocumentMonitorRunnerIT.kt
index 8dc050dc0..51027a6b1 100644
--- a/alerting/src/test/kotlin/org/opensearch/alerting/DocumentMonitorRunnerIT.kt
+++ b/alerting/src/test/kotlin/org/opensearch/alerting/DocumentMonitorRunnerIT.kt
@@ -21,6 +21,7 @@ import org.opensearch.script.Script
 import java.time.ZonedDateTime
 import java.time.format.DateTimeFormatter
 import java.time.temporal.ChronoUnit.MILLIS
+import java.util.Locale
 
 class DocumentMonitorRunnerIT : AlertingRestTestCase() {
 
@@ -343,9 +344,12 @@ class DocumentMonitorRunnerIT : AlertingRestTestCase() {
         assertTrue("Findings saved for test monitor", findings[1].relatedDocIds.contains("5"))
     }
 
-    fun `test execute monitor with wildcard index that generates alerts and findings`() {
-        val testIndex = createTestIndex("test1")
-        val testIndex2 = createTestIndex("test2")
+    fun `test execute monitor with wildcard index that generates alerts and findings for EQUALS query operator`() {
+        val testIndexPrefix = "test-index-${randomAlphaOfLength(10).lowercase(Locale.ROOT)}"
+        val testQueryName = "wildcard-test-query"
+        val testIndex = createTestIndex("${testIndexPrefix}1")
+        val testIndex2 = createTestIndex("${testIndexPrefix}2")
+
         val testTime = DateTimeFormatter.ISO_OFFSET_DATE_TIME.format(ZonedDateTime.now().truncatedTo(MILLIS))
         val testDoc = """{
             "message" : "This is an error from IAD region",
@@ -353,10 +357,54 @@ class DocumentMonitorRunnerIT : AlertingRestTestCase() {
             "test_field" : "us-west-2"
         }"""
 
-        val docQuery = DocLevelQuery(query = "test_field:\"us-west-2\"", name = "3")
-        val docLevelInput = DocLevelMonitorInput("description", listOf("test*"), listOf(docQuery))
+        val docQuery = DocLevelQuery(query = "test_field:\"us-west-2\"", name = testQueryName)
+        val docLevelInput = DocLevelMonitorInput("description", listOf("$testIndexPrefix*"), listOf(docQuery))
 
-        val trigger = randomDocumentLevelTrigger(condition = ALWAYS_RUN)
+        val trigger = randomDocumentLevelTrigger(condition = Script("query[name=$testQueryName]"))
+        val monitor = createMonitor(randomDocumentLevelMonitor(inputs = listOf(docLevelInput), triggers = listOf(trigger)))
+        assertNotNull(monitor.id)
+
+        indexDoc(testIndex, "1", testDoc)
+        indexDoc(testIndex2, "5", testDoc)
+
+        val response = executeMonitor(monitor.id)
+
+        val output = entityAsMap(response)
+
+        assertEquals(monitor.name, output["monitor_name"])
+        @Suppress("UNCHECKED_CAST")
+        val searchResult = (output.objectMap("input_results")["results"] as List<Map<String, Any>>).first()
+        @Suppress("UNCHECKED_CAST")
+        val matchingDocsToQuery = searchResult[docQuery.id] as List<String>
+        assertEquals("Incorrect search result", 2, matchingDocsToQuery.size)
+        assertTrue("Incorrect search result", matchingDocsToQuery.containsAll(listOf("1|$testIndex", "5|$testIndex2")))
+
+        val alerts = searchAlertsWithFilter(monitor)
+        assertEquals("Alert saved for test monitor", 2, alerts.size)
+
+        val findings = searchFindings(monitor)
+        assertEquals("Findings saved for test monitor", 2, findings.size)
+        val foundFindings = findings.filter { it.relatedDocIds.contains("1") || it.relatedDocIds.contains("5") }
+        assertEquals("Didn't find findings for docs 1 and 5", 2, foundFindings.size)
+    }
+
+    fun `test execute monitor with wildcard index that generates alerts and findings for NOT EQUALS query operator`() {
+        val testIndexPrefix = "test-index-${randomAlphaOfLength(10).lowercase(Locale.ROOT)}"
+        val testQueryName = "wildcard-test-query"
+        val testIndex = createTestIndex("${testIndexPrefix}1")
+        val testIndex2 = createTestIndex("${testIndexPrefix}2")
+
+        val testTime = DateTimeFormatter.ISO_OFFSET_DATE_TIME.format(ZonedDateTime.now().truncatedTo(MILLIS))
+        val testDoc = """{
+            "message" : "This is an error from IAD region",
+            "test_strict_date_time" : "$testTime",
+            "test_field" : "us-west-2"
+        }"""
+
+        val docQuery = DocLevelQuery(query = "NOT (test_field:\"us-west-1\")", name = testQueryName)
+        val docLevelInput = DocLevelMonitorInput("description", listOf("$testIndexPrefix*"), listOf(docQuery))
+
+        val trigger = randomDocumentLevelTrigger(condition = Script("query[name=$testQueryName]"))
         val monitor = createMonitor(randomDocumentLevelMonitor(inputs = listOf(docLevelInput), triggers = listOf(trigger)))
         assertNotNull(monitor.id)