diff --git a/cloudinit/reporting/events.py b/cloudinit/reporting/events.py
index e5dfab33546..b8677c8b419 100644
--- a/cloudinit/reporting/events.py
+++ b/cloudinit/reporting/events.py
@@ -12,7 +12,7 @@
 import os.path
 import time
 
-from . import instantiated_handler_registry
+from . import instantiated_handler_registry, available_handlers
 
 FINISH_EVENT_TYPE = 'finish'
 START_EVENT_TYPE = 'start'
@@ -81,17 +81,32 @@ def as_dict(self):
         return data
 
 
-def report_event(event):
-    """Report an event to all registered event handlers.
+def report_event(event, excluded_handler_types=None):
+    """Report an event to all registered event handlers
+    except those whose type is in excluded_handler_types.
 
     This should generally be called via one of the other functions in
     the reporting module.
 
+    :param excluded_handler_types:
+         List of handlers types to exclude from reporting the event to.
     :param event_type:
         The type of the event; this should be a constant from the
         reporting module.
     """
-    for _, handler in instantiated_handler_registry.registered_items.items():
+
+    if not excluded_handler_types:
+        excluded_handler_types = {}
+    excluded_handler_classes = {
+        hndl_cls
+        for hndl_type, hndl_cls in available_handlers.registered_items.items()
+        if hndl_type in excluded_handler_types
+    }
+
+    handlers = instantiated_handler_registry.registered_items.items()
+    for _, handler in handlers:
+        if type(handler) in excluded_handler_classes:
+            continue  # skip this excluded handler
         handler.publish_event(event)
 
 
diff --git a/cloudinit/reporting/handlers.py b/cloudinit/reporting/handlers.py
index 1986ebdd4ea..0a8c7af3428 100755
--- a/cloudinit/reporting/handlers.py
+++ b/cloudinit/reporting/handlers.py
@@ -113,6 +113,8 @@ class HyperVKvpReportingHandler(ReportingHandler):
     https://technet.microsoft.com/en-us/library/dn798287.aspx#Linux%20guests
     """
     HV_KVP_EXCHANGE_MAX_VALUE_SIZE = 2048
+    # The maximum value size expected in Azure
+    HV_KVP_AZURE_MAX_VALUE_SIZE = 1024
     HV_KVP_EXCHANGE_MAX_KEY_SIZE = 512
     HV_KVP_RECORD_SIZE = (HV_KVP_EXCHANGE_MAX_KEY_SIZE +
                           HV_KVP_EXCHANGE_MAX_VALUE_SIZE)
@@ -195,7 +197,8 @@ def _iterate_kvps(self, offset):
     def _event_key(self, event):
         """
         the event key format is:
-        CLOUD_INIT|<incarnation number>|<event_type>|<event_name>|<time>
+        CLOUD_INIT|<incarnation number>|<event_type>|<event_name>|<uuid>
+        [|subevent_index]
         """
         return u"{0}|{1}|{2}|{3}".format(self.event_key_prefix,
                                          event.event_type, event.name,
@@ -249,13 +252,14 @@ def _break_down(self, key, meta_data, description):
             data_without_desc = json.dumps(meta_data,
                                            separators=self.JSON_SEPARATORS)
             room_for_desc = (
-                self.HV_KVP_EXCHANGE_MAX_VALUE_SIZE -
+                self.HV_KVP_AZURE_MAX_VALUE_SIZE -
                 len(data_without_desc) - 8)
             value = data_without_desc.replace(
                 message_place_holder,
                 '"{key}":"{desc}"'.format(
                     key=self.MSG_KEY, desc=des_in_json[:room_for_desc]))
-            result_array.append(self._encode_kvp_item(key, value))
+            subkey = "{}|{}".format(key, i)
+            result_array.append(self._encode_kvp_item(subkey, value))
             i += 1
             des_in_json = des_in_json[room_for_desc:]
             if len(des_in_json) == 0:
@@ -282,7 +286,7 @@ def _encode_event(self, event):
         # if it reaches the maximum length of kvp value,
         # break it down to slices.
         # this should be very corner case.
-        if len(value) > self.HV_KVP_EXCHANGE_MAX_VALUE_SIZE:
+        if len(value) > self.HV_KVP_AZURE_MAX_VALUE_SIZE:
             return self._break_down(key, meta_data, event.description)
         else:
             data = self._encode_kvp_item(key, value)
diff --git a/cloudinit/sources/DataSourceAzure.py b/cloudinit/sources/DataSourceAzure.py
index a3810ca8890..f572a4efc03 100755
--- a/cloudinit/sources/DataSourceAzure.py
+++ b/cloudinit/sources/DataSourceAzure.py
@@ -35,7 +35,8 @@
     report_diagnostic_event,
     EphemeralDHCPv4WithReporting,
     is_byte_swapped,
-    dhcp_log_cb)
+    dhcp_log_cb,
+    push_log_to_kvp)
 
 LOG = logging.getLogger(__name__)
 
@@ -789,9 +790,12 @@ def _negotiate(self):
 
     @azure_ds_telemetry_reporter
     def activate(self, cfg, is_new_instance):
-        address_ephemeral_resize(is_new_instance=is_new_instance,
-                                 preserve_ntfs=self.ds_cfg.get(
-                                     DS_CFG_KEY_PRESERVE_NTFS, False))
+        try:
+            address_ephemeral_resize(is_new_instance=is_new_instance,
+                                     preserve_ntfs=self.ds_cfg.get(
+                                         DS_CFG_KEY_PRESERVE_NTFS, False))
+        finally:
+            push_log_to_kvp(self.sys_cfg['def_log_file'])
         return
 
     @property
diff --git a/cloudinit/sources/helpers/azure.py b/cloudinit/sources/helpers/azure.py
index 6df28ccfb76..6156c75bb9c 100755
--- a/cloudinit/sources/helpers/azure.py
+++ b/cloudinit/sources/helpers/azure.py
@@ -1,5 +1,5 @@
 # This file is part of cloud-init. See LICENSE file for license information.
-
+import base64
 import json
 import logging
 import os
@@ -8,7 +8,9 @@
 import struct
 import time
 import textwrap
+import zlib
 
+from cloudinit.settings import CFG_BUILTIN
 from cloudinit.net import dhcp
 from cloudinit import stages
 from cloudinit import temp_utils
@@ -33,7 +35,14 @@
 BOOT_EVENT_TYPE = 'boot-telemetry'
 SYSTEMINFO_EVENT_TYPE = 'system-info'
 DIAGNOSTIC_EVENT_TYPE = 'diagnostic'
-
+COMPRESSED_EVENT_TYPE = 'compressed'
+# Maximum number of bytes of the cloud-init.log file that can be dumped to KVP
+# at once. This number is based on the analysis done on a large sample of
+# cloud-init.log files where the P95 of the file sizes was 537KB and the time
+# consumed to dump 500KB file was (P95:76, P99:233, P99.9:1170) in ms
+MAX_LOG_TO_KVP_LENGTH = 512000
+# Marker file to indicate whether cloud-init.log is pushed to KVP
+LOG_PUSHED_TO_KVP_MARKER_FILE = '/var/lib/cloud/data/log_pushed_to_kvp'
 azure_ds_reporter = events.ReportEventStack(
     name="azure-ds",
     description="initialize reporter for azure ds",
@@ -177,6 +186,49 @@ def report_diagnostic_event(str):
     return evt
 
 
+def report_compressed_event(event_name, event_content):
+    """Report a compressed event"""
+    compressed_data = base64.encodebytes(zlib.compress(event_content))
+    event_data = {"encoding": "gz+b64",
+                  "data": compressed_data.decode('ascii')}
+    evt = events.ReportingEvent(
+        COMPRESSED_EVENT_TYPE, event_name,
+        json.dumps(event_data),
+        events.DEFAULT_EVENT_ORIGIN)
+    events.report_event(evt,
+                        excluded_handler_types={"log", "print", "webhook"})
+
+    # return the event for unit testing purpose
+    return evt
+
+
+@azure_ds_telemetry_reporter
+def push_log_to_kvp(file_name=CFG_BUILTIN['def_log_file']):
+    """Push a portion of cloud-init.log file or the whole file to KVP
+    based on the file size.
+    If called more than once, it skips pushing the log file to KVP again."""
+
+    log_pushed_to_kvp = bool(os.path.isfile(LOG_PUSHED_TO_KVP_MARKER_FILE))
+    if log_pushed_to_kvp:
+        report_diagnostic_event("cloud-init.log is already pushed to KVP")
+        return
+
+    LOG.debug("Dumping cloud-init.log file to KVP")
+    try:
+        with open(file_name, "rb") as f:
+            f.seek(0, os.SEEK_END)
+            seek_index = max(f.tell() - MAX_LOG_TO_KVP_LENGTH, 0)
+            report_diagnostic_event(
+                "Dumping last {} bytes of cloud-init.log file to KVP".format(
+                    f.tell() - seek_index))
+            f.seek(seek_index, os.SEEK_SET)
+            report_compressed_event("cloud-init.log", f.read())
+        util.write_file(LOG_PUSHED_TO_KVP_MARKER_FILE, '')
+    except Exception as ex:
+        report_diagnostic_event("Exception when dumping log file: %s" %
+                                repr(ex))
+
+
 @contextmanager
 def cd(newdir):
     prevdir = os.getcwd()
@@ -474,6 +526,8 @@ def build_report(
 
     @azure_ds_telemetry_reporter
     def _post_health_report(self, document):
+        push_log_to_kvp()
+
         # Whenever report_diagnostic_event(diagnostic_msg) is invoked in code,
         # the diagnostic messages are written to special files
         # (/var/opt/hyperv/.kvp_pool_*) as Hyper-V KVP messages.
diff --git a/tests/unittests/test_reporting_hyperv.py b/tests/unittests/test_reporting_hyperv.py
index bacf5da9940..47ede670fe2 100644
--- a/tests/unittests/test_reporting_hyperv.py
+++ b/tests/unittests/test_reporting_hyperv.py
@@ -1,7 +1,9 @@
 # This file is part of cloud-init. See LICENSE file for license information.
+import base64
+import zlib
 
-from cloudinit.reporting import events
-from cloudinit.reporting.handlers import HyperVKvpReportingHandler
+from cloudinit.reporting import events, instantiated_handler_registry
+from cloudinit.reporting.handlers import HyperVKvpReportingHandler, LogHandler
 
 import json
 import os
@@ -72,7 +74,7 @@ def test_file_operation_issue(self):
     def test_event_very_long(self):
         reporter = HyperVKvpReportingHandler(
             kvp_file_path=self.tmp_file_path)
-        description = 'ab' * reporter.HV_KVP_EXCHANGE_MAX_VALUE_SIZE
+        description = 'ab' * reporter.HV_KVP_AZURE_MAX_VALUE_SIZE
         long_event = events.FinishReportingEvent(
             'event_name',
             description,
@@ -199,6 +201,72 @@ def test_report_diagnostic_event(self):
         if "test_diagnostic" not in evt_msg:
             raise AssertionError("missing expected diagnostic message")
 
+    def test_report_compressed_event(self):
+        reporter = HyperVKvpReportingHandler(kvp_file_path=self.tmp_file_path)
+        try:
+            instantiated_handler_registry.register_item("telemetry", reporter)
+            event_desc = b'test_compressed'
+            azure.report_compressed_event(
+                "compressed event", event_desc)
+
+            self.validate_compressed_kvps(reporter, 1, [event_desc])
+        finally:
+            instantiated_handler_registry.unregister_item("telemetry",
+                                                          force=False)
+
+    @mock.patch.object(LogHandler, 'publish_event')
+    def test_push_log_to_kvp(self, publish_event):
+        reporter = HyperVKvpReportingHandler(kvp_file_path=self.tmp_file_path)
+        try:
+            instantiated_handler_registry.register_item("telemetry", reporter)
+            log_file = self.tmp_path("cloud-init.log")
+            azure.MAX_LOG_TO_KVP_LENGTH = 100
+            azure.LOG_PUSHED_TO_KVP_MARKER_FILE = self.tmp_path(
+                'log_pushed_to_kvp')
+            with open(log_file, "w") as f:
+                log_content = "A" * 50 + "B" * 100
+                f.write(log_content)
+            azure.push_log_to_kvp(log_file)
+
+            with open(log_file, "a") as f:
+                extra_content = "C" * 10
+                f.write(extra_content)
+            azure.push_log_to_kvp(log_file)
+
+            for call_arg in publish_event.call_args_list:
+                event = call_arg[0][0]
+                self.assertNotEqual(
+                    event.event_type, azure.COMPRESSED_EVENT_TYPE)
+            self.validate_compressed_kvps(
+                reporter, 1,
+                [log_content[-azure.MAX_LOG_TO_KVP_LENGTH:].encode()])
+        finally:
+            instantiated_handler_registry.unregister_item("telemetry",
+                                                          force=False)
+
+    def validate_compressed_kvps(self, reporter, count, values):
+        reporter.q.join()
+        kvps = list(reporter._iterate_kvps(0))
+        compressed_count = 0
+        for i in range(len(kvps)):
+            kvp = kvps[i]
+            kvp_value = kvp['value']
+            kvp_value_json = json.loads(kvp_value)
+            evt_msg = kvp_value_json["msg"]
+            evt_type = kvp_value_json["type"]
+            if evt_type != azure.COMPRESSED_EVENT_TYPE:
+                continue
+            evt_msg_json = json.loads(evt_msg)
+            evt_encoding = evt_msg_json["encoding"]
+            evt_data = zlib.decompress(
+                base64.decodebytes(evt_msg_json["data"].encode("ascii")))
+
+            self.assertLess(compressed_count, len(values))
+            self.assertEqual(evt_data, values[compressed_count])
+            self.assertEqual(evt_encoding, "gz+b64")
+            compressed_count += 1
+        self.assertEqual(compressed_count, count)
+
     def test_unique_kvp_key(self):
         reporter = HyperVKvpReportingHandler(kvp_file_path=self.tmp_file_path)
         evt1 = events.ReportingEvent(