diff --git a/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/main/java/org/apache/nifi/processors/standard/TailFile.java b/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/main/java/org/apache/nifi/processors/standard/TailFile.java
index ba2c9b86fa..a17197779c 100644
--- a/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/main/java/org/apache/nifi/processors/standard/TailFile.java
+++ b/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/main/java/org/apache/nifi/processors/standard/TailFile.java
@@ -126,7 +126,7 @@ public class TailFile extends AbstractProcessor {
             .name("tail-base-directory")
             .displayName("Base directory")
             .description("Base directory used to look for files to tail. This property is required when using Multifile mode.")
-            .expressionLanguageSupported(false)
+            .expressionLanguageSupported(true)
             .addValidator(StandardValidators.FILE_EXISTS_VALIDATOR)
             .required(false)
             .build();
@@ -148,8 +148,8 @@ public class TailFile extends AbstractProcessor {
             .description("Path of the file to tail in case of single file mode. If using multifile mode, regular expression to find files "
                     + "to tail in the base directory. In case recursivity is set to true, the regular expression will be used to match the "
                     + "path starting from the base directory (see additional details for examples).")
-            .expressionLanguageSupported(false)
-            .addValidator(StandardValidators.REGULAR_EXPRESSION_VALIDATOR)
+            .expressionLanguageSupported(true)
+            .addValidator(StandardValidators.createRegexValidator(0, Integer.MAX_VALUE, true))
             .required(true)
             .build();
 
@@ -267,7 +267,7 @@ public class TailFile extends AbstractProcessor {
         final List<ValidationResult> results = new ArrayList<>(super.customValidate(context));
 
         if(context.getProperty(MODE).getValue().equals(MODE_MULTIFILE.getValue())) {
-            String path = context.getProperty(BASE_DIRECTORY).getValue();
+            String path = context.getProperty(BASE_DIRECTORY).evaluateAttributeExpressions().getValue();
             if(path == null) {
                 results.add(new ValidationResult.Builder().subject(BASE_DIRECTORY.getName()).valid(false)
                         .explanation("Base directory property cannot be empty in Multifile mode.").build());
@@ -291,8 +291,8 @@ public class TailFile extends AbstractProcessor {
                 }
             } else {
                 long max = context.getProperty(MAXIMUM_AGE).getValue() == null ? Long.MAX_VALUE : context.getProperty(MAXIMUM_AGE).asTimePeriod(TimeUnit.MILLISECONDS);
-                List<String> filesToTail = getFilesToTail(context.getProperty(BASE_DIRECTORY).getValue(),
-                        context.getProperty(FILENAME).getValue(),
+                List<String> filesToTail = getFilesToTail(context.getProperty(BASE_DIRECTORY).evaluateAttributeExpressions().getValue(),
+                        context.getProperty(FILENAME).evaluateAttributeExpressions().getValue(),
                         context.getProperty(RECURSIVE).asBoolean(),
                         max);
 
@@ -322,12 +322,12 @@ public class TailFile extends AbstractProcessor {
         List<String> filesToTail = new ArrayList<String>();
 
         if(context.getProperty(MODE).getValue().equals(MODE_MULTIFILE.getValue())) {
-            filesToTail.addAll(getFilesToTail(context.getProperty(BASE_DIRECTORY).getValue(),
-                    context.getProperty(FILENAME).getValue(),
+            filesToTail.addAll(getFilesToTail(context.getProperty(BASE_DIRECTORY).evaluateAttributeExpressions().getValue(),
+                    context.getProperty(FILENAME).evaluateAttributeExpressions().getValue(),
                     context.getProperty(RECURSIVE).asBoolean(),
                     maxAge));
         } else {
-            filesToTail.add(context.getProperty(FILENAME).getValue());
+            filesToTail.add(context.getProperty(FILENAME).evaluateAttributeExpressions().getValue());
         }
 
 
@@ -1130,7 +1130,8 @@ public class TailFile extends AbstractProcessor {
 
             // use a timestamp of lastModified() + 1 so that we do not ingest this file again.
             cleanup();
-            tfo.setState(new TailFileState(context.getProperty(FILENAME).getValue(), null, null, 0L, file.lastModified() + 1L, file.length(), null, tfo.getState().getBuffer()));
+            tfo.setState(new TailFileState(context.getProperty(FILENAME).evaluateAttributeExpressions().getValue(), null, null, 0L, file.lastModified() + 1L, file.length(), null,
+                    tfo.getState().getBuffer()));
 
             // must ensure that we do session.commit() before persisting state in order to avoid data loss.
             session.commit();
diff --git a/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/test/java/org/apache/nifi/processors/standard/TestTailFile.java b/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/test/java/org/apache/nifi/processors/standard/TestTailFile.java
index 73b8544e04..5e49a75897 100644
--- a/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/test/java/org/apache/nifi/processors/standard/TestTailFile.java
+++ b/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/test/java/org/apache/nifi/processors/standard/TestTailFile.java
@@ -620,6 +620,27 @@ public class TestTailFile {
         runner.getFlowFilesForRelationship(TailFile.REL_SUCCESS).get(4).assertContentEquals("1\n");
     }
 
+    @Test
+    public void testMultipleFilesWithBasedirAndFilenameEL() throws IOException, InterruptedException {
+        runner.setVariable("vrBaseDirectory", "target");
+        runner.setProperty(TailFile.BASE_DIRECTORY, "${vrBaseDirectory}");
+        runner.setProperty(TailFile.MODE, TailFile.MODE_MULTIFILE);
+        runner.setVariable("vrFilename", "(testDir/)?log(ging)?.txt");
+        runner.setProperty(TailFile.FILENAME, "${vrFilename}");
+        runner.setProperty(TailFile.ROLLING_FILENAME_PATTERN, "${filename}.?");
+        runner.setProperty(TailFile.START_POSITION, TailFile.START_CURRENT_FILE);
+        runner.setProperty(TailFile.RECURSIVE, "true");
+
+        runner.run(1);
+        runner.assertAllFlowFilesTransferred(TailFile.REL_SUCCESS, 0);
+
+        otherRaf.write("hi\n".getBytes());
+        raf.write("hello\n".getBytes());
+
+        runner.run(1);
+        runner.assertAllFlowFilesTransferred(TailFile.REL_SUCCESS, 2);
+    }
+
     /**
      * This test is used to check the case where we have multiple files in the same directory
      * and where it is not possible to specify a single rolling pattern for all files.