diff --git a/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/HeaderCollectionHandler.java b/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/HeaderCollectionHandler.java
index b365f7507e9a..cf5a589fd40d 100644
--- a/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/HeaderCollectionHandler.java
+++ b/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/HeaderCollectionHandler.java
@@ -123,7 +123,7 @@ private static MethodHandle getFromCache(Field key, Class<?> clazz, String clazz
             try {
                 lookupToUse = ReflectionUtilsApi.INSTANCE.getLookupToUse(clazz);
             } catch (Exception ex) {
-                logger.verbose("Failed to retrieve MethodHandles.Lookup for field {}.", field, ex);
+                logger.verbose("Failed to retrieve MethodHandles.Lookup for field {}. Will attempt to make field accessible.", field, ex);
 
                 // In a previous implementation compute returned null here in an attempt to indicate that there is no
                 // setter for the field. Unfortunately, null isn't a valid indicator to computeIfAbsent that a
@@ -146,7 +146,9 @@ private static MethodHandle getFromCache(Field key, Class<?> clazz, String clazz
 
                 return handle;
             } catch (ReflectiveOperationException ex) {
-                logger.verbose("Failed to retrieve MethodHandle for setter {} on class {}.", setterName,
+                logger.verbose("Failed to retrieve MethodHandle for setter {} on class {}. "
+                    + "Will attempt to make field accessible. "
+                    + "Please consider adding public setter.", setterName,
                     clazzSimpleName, ex);
             }
 
@@ -159,8 +161,9 @@ private static MethodHandle getFromCache(Field key, Class<?> clazz, String clazz
 
                 return handle;
             } catch (ReflectiveOperationException ex) {
-                logger.verbose("Failed to unreflect MethodHandle for setter {} on class {}.", setterName,
-                    clazzSimpleName, ex);
+                logger.verbose("Failed to unreflect MethodHandle for setter {} on class {}."
+                        + "Will attempt to make field accessible. "
+                        + "Please consider adding public setter.", setterName, clazzSimpleName, ex);
             }
 
             // In a previous implementation compute returned null here in an attempt to indicate that there is no setter
diff --git a/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/JacksonVersion.java b/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/JacksonVersion.java
index 2833fb2bcf0d..d28acffc2382 100644
--- a/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/JacksonVersion.java
+++ b/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/JacksonVersion.java
@@ -85,12 +85,17 @@ private void checkVersion(SemanticVersion version, String packageName) {
         }
 
         if (version.compareTo(MIN_SUPPORTED_VERSION) < 0) {
-            LOGGER.error("Version '{}' of package '{}' is not supported (older than earliest supported version - `{}`)"
-                + ", please upgrade.", version.getVersionString(), packageName, MIN_SUPPORTED_VERSION);
+            LOGGER.warning("Version '{}' of package '{}' is not supported (older than earliest supported version - `{}`)."
+                + " It may result in runtime exceptions during serialization. Please consider updating Jackson to one of the supported versions {}",
+                version.getVersionString(),
+                packageName,
+                MIN_SUPPORTED_VERSION,
+                TROUBLESHOOTING_DOCS_LINK);
         }
 
         if (version.getMajorVersion() > MAX_SUPPORTED_MAJOR_VERSION) {
-            LOGGER.error("Major version '{}' of package '{}' is newer than latest supported version - '{}'.",
+            LOGGER.warning("Major version '{}' of package '{}' is newer than latest supported version - '{}'."
+                + " It may result in runtime exceptions during serialization.",
                 version.getVersionString(),
                 packageName,
                 MAX_SUPPORTED_MAJOR_VERSION);
diff --git a/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/MemberNameConverterImpl.java b/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/MemberNameConverterImpl.java
index cdab8ce81d6d..b6a8100b5ed4 100644
--- a/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/MemberNameConverterImpl.java
+++ b/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/MemberNameConverterImpl.java
@@ -64,8 +64,8 @@ final class MemberNameConverterImpl implements MemberNameConverter {
                 MethodType.methodType(String.class, AnnotatedMethod.class, String.class));
             useReflectionForMemberName = true;
         } catch (LinkageError | ReflectiveOperationException ex) {
-            LOGGER.verbose("Failed to retrieve MethodHandles used to get naming strategy. Falling back to BeanUtils.",
-                ex);
+            LOGGER.verbose("Failed to retrieve MethodHandles used to get naming strategy. Falling back to BeanUtils. "
+                + "Please consider updating your Jackson dependencies to at least version 2.12", ex);
         }
 
         GET_ACCESSOR_NAMING = getAccessorNaming;
diff --git a/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/ObjectMapperFactory.java b/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/ObjectMapperFactory.java
index abfcba19c93d..b9a225f70405 100644
--- a/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/ObjectMapperFactory.java
+++ b/sdk/core/azure-core/src/main/java/com/azure/core/implementation/jackson/ObjectMapperFactory.java
@@ -66,7 +66,8 @@ private ObjectMapperFactory() {
             }
 
             LOGGER.verbose("Failed to retrieve MethodHandles used to set coercion configurations. "
-                + "Setting coercion configurations will be skipped.", ex);
+                + "Setting coercion configurations will be skipped. "
+                + "Please update your Jackson dependencies to at least version 2.12", ex);
         }
     }