diff --git a/airbyte-cdk/java/airbyte-cdk/README.md b/airbyte-cdk/java/airbyte-cdk/README.md
index da8adc9ce3da..b7cd3a8853d4 100644
--- a/airbyte-cdk/java/airbyte-cdk/README.md
+++ b/airbyte-cdk/java/airbyte-cdk/README.md
@@ -174,6 +174,7 @@ corresponds to that version.
 
 | Version    | Date       | Pull Request                                                 | Subject                                                                                                                                                        |
 |:-----------|:-----------|:-------------------------------------------------------------|:---------------------------------------------------------------------------------------------------------------------------------------------------------------|
+| 0.44.17    | 2024-08-27 | [\#44832](https://github.com/airbytehq/airbyte/pull/44832) | Fix issues where some error messages with upper cases do not get matched by the error translation framework.                                                   |
 | 0.44.16    | 2024-08-22 | [\#44505](https://github.com/airbytehq/airbyte/pull/44505)   | Destinations: add sqlgenerator testing for mixed-case stream name                                                                                              |
 | 0.44.15    | ?????????? | [\#?????](https://github.com/airbytehq/airbyte/pull/?????)   | ?????                                                                                                                                                          |
 | 0.44.14    | 2024-08-19 | [\#42503](https://github.com/airbytehq/airbyte/pull/42503)   | Destinations (refreshes) - correctly detect existing raw/final table of the correct generation during truncate sync                                            |
diff --git a/airbyte-cdk/java/airbyte-cdk/core/src/main/kotlin/io/airbyte/cdk/integrations/util/ConnectorExceptionHandler.kt b/airbyte-cdk/java/airbyte-cdk/core/src/main/kotlin/io/airbyte/cdk/integrations/util/ConnectorExceptionHandler.kt
index d050994f5275..38ec13a3a223 100644
--- a/airbyte-cdk/java/airbyte-cdk/core/src/main/kotlin/io/airbyte/cdk/integrations/util/ConnectorExceptionHandler.kt
+++ b/airbyte-cdk/java/airbyte-cdk/core/src/main/kotlin/io/airbyte/cdk/integrations/util/ConnectorExceptionHandler.kt
@@ -14,7 +14,6 @@ import io.airbyte.protocol.models.v0.AirbyteMessage
 import io.github.oshai.kotlinlogging.KotlinLogging
 import java.util.function.Consumer
 import java.util.regex.Pattern
-import java.util.regex.PatternSyntaxException
 import kotlin.system.exitProcess
 import org.jetbrains.annotations.VisibleForTesting
 
@@ -33,22 +32,11 @@ data class ConnectorErrorProfile(
     val sampleInternalMessage: String,
     val referenceLinks: List<String> = emptyList(),
 ) {
+    val regexPattern: Pattern = Pattern.compile(regexMatchingPattern, Pattern.CASE_INSENSITIVE)
     init {
-        require(isValidRegex(regexMatchingPattern)) {
-            "regexMatchingPattern is not a valid regular expression string"
-        }
         require(externalMessage.isNotBlank()) { "externalMessage must not be blank" }
         require(sampleInternalMessage.isNotBlank()) { "sampleInternalMessage must not be blank" }
     }
-
-    private fun isValidRegex(regexString: String): Boolean {
-        return try {
-            Pattern.compile(regexString)
-            true
-        } catch (e: PatternSyntaxException) {
-            false
-        }
-    }
 }
 
 /**
@@ -144,10 +132,8 @@ open class ConnectorExceptionHandler {
      */
     open fun translateConnectorSpecificErrorMessage(e: Throwable?): String? {
         if (e == null) return null
-        for (error in connectorErrorDictionary) {
-            if (e.message?.lowercase()?.matches(error.regexMatchingPattern.toRegex())!!)
-                return error.externalMessage
-        }
+        for (error in connectorErrorDictionary) if (error.regexPattern.matcher(e.message).matches())
+            return error.externalMessage
         return null
     }
 
@@ -179,13 +165,10 @@ open class ConnectorExceptionHandler {
             return true
         }
 
-        for (error in connectorErrorDictionary) {
-            if (
-                error.failureType == failureType &&
-                    e!!.message?.matches(error.regexMatchingPattern.toRegex())!!
-            )
-                return true
-        }
+        for (error in connectorErrorDictionary) if (
+            error.failureType == failureType && error.regexPattern.matcher(e!!.message).matches()
+        )
+            return true
         return false
     }
 
@@ -194,14 +177,14 @@ open class ConnectorExceptionHandler {
      *  a known transient exception, a config exception, or an exception whose error messages have been
      *  stored as part of the error profile in the error dictionary.
      * */
+    @VisibleForTesting
     private fun isRecognizableError(e: Throwable?): Boolean {
         if (e?.message == null) return false
         if (e is TransientErrorException || e is ConfigErrorException) {
             return true
         }
-        for (error in connectorErrorDictionary) {
-            if (e.message!!.matches(error.regexMatchingPattern.toRegex())) return true
-        }
+        for (error in connectorErrorDictionary) if (error.regexPattern.matcher(e.message).matches())
+            return true
         return false
     }
 }
diff --git a/airbyte-cdk/java/airbyte-cdk/core/src/main/resources/version.properties b/airbyte-cdk/java/airbyte-cdk/core/src/main/resources/version.properties
index e42b83d0c73d..a34469e9e2d8 100644
--- a/airbyte-cdk/java/airbyte-cdk/core/src/main/resources/version.properties
+++ b/airbyte-cdk/java/airbyte-cdk/core/src/main/resources/version.properties
@@ -1 +1 @@
-version=0.44.16
+version=0.44.17