diff --git a/CHANGELOG.md b/CHANGELOG.md
index 61011b2df..4069712d4 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -6,6 +6,9 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 ## [Unreleased]
 
+### Added
+- Core: Expose failure reason when flag parsing fails ([#380](https://github.com/Incendo/cloud/pull/380))
+
 ## [1.7.1]
 
 ### Added
diff --git a/cloud-core/src/main/java/cloud/commandframework/arguments/compound/FlagArgument.java b/cloud-core/src/main/java/cloud/commandframework/arguments/compound/FlagArgument.java
index fe18e821e..358a6ed26 100644
--- a/cloud-core/src/main/java/cloud/commandframework/arguments/compound/FlagArgument.java
+++ b/cloud-core/src/main/java/cloud/commandframework/arguments/compound/FlagArgument.java
@@ -483,6 +483,7 @@ public static final class FlagParseException extends ParserException {
 
         private static final long serialVersionUID = -7725389394142868549L;
         private final String input;
+        private final FailureReason failureReason;
 
         /**
          * Construct a new flag parse exception
@@ -504,6 +505,7 @@ public FlagParseException(
                     CaptionVariable.of("flag", input)
             );
             this.input = input;
+            this.failureReason = failureReason;
         }
 
         /**
@@ -514,6 +516,17 @@ public FlagParseException(
         public String getInput() {
             return this.input;
         }
+
+        /**
+         * Returns the reason why the flag parsing failed.
+         *
+         * @return the failure reason
+         * @since 1.8.0
+         */
+        @API(status = API.Status.STABLE, since = "1.8.0")
+        public @NonNull FailureReason failureReason() {
+            return this.failureReason;
+        }
     }