diff --git a/recipes/packages/packages.expected/multiple_tests_with_always.json b/recipes/packages/packages.expected/multiple_tests_with_always.json
new file mode 100644
index 0000000..6bfa21d
--- /dev/null
+++ b/recipes/packages/packages.expected/multiple_tests_with_always.json
@@ -0,0 +1,885 @@
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+    "~followup_annotations": [
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+    "~followup_annotations": [
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+    "~followup_annotations": [
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+    "~followup_annotations": [
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+    "~followup_annotations": [
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+    "infra_step": true,
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+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@1@@@"
+    ]
+  },
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+      "update-packages",
+      "-v"
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+    "cwd": "[START_DIR]/flutter",
+    "env": {
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+    "env_prefixes": {
+      "PATH": [
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+        "[START_DIR]/flutter/bin/cache/dart-sdk/bin"
+      ]
+    },
+    "infra_step": true,
+    "name": "prepare environment.download dependencies",
+    "timeout": 300,
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@1@@@"
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+    "~followup_annotations": [
+      "@@@STEP_LOG_LINE@yaml@@@@",
+      "@@@STEP_LOG_END@yaml@@@"
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+      "RECIPE_MODULE[recipe_engine::file]/resources/fileutil.py",
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+      "RECIPE_MODULE[flutter::yaml]/resources/parse_yaml.py",
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+      "[START_DIR]/packages/.ci/targets/tests.yaml",
+      "--json_file",
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+    "infra_step": true,
+    "name": "read yaml.parse",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@1@@@",
+      "@@@STEP_LOG_LINE@json.output@{@@@",
+      "@@@STEP_LOG_LINE@json.output@  \"tasks\": [@@@",
+      "@@@STEP_LOG_LINE@json.output@    {@@@",
+      "@@@STEP_LOG_LINE@json.output@      \"args\": [@@@",
+      "@@@STEP_LOG_LINE@json.output@        \"arg1\", @@@",
+      "@@@STEP_LOG_LINE@json.output@        \"arg2\"@@@",
+      "@@@STEP_LOG_LINE@json.output@      ], @@@",
+      "@@@STEP_LOG_LINE@json.output@      \"name\": \"one\", @@@",
+      "@@@STEP_LOG_LINE@json.output@      \"script\": \"myscript\"@@@",
+      "@@@STEP_LOG_LINE@json.output@    }, @@@",
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+      "@@@STEP_LOG_LINE@json.output@        \"arg1\", @@@",
+      "@@@STEP_LOG_LINE@json.output@        \"arg2\"@@@",
+      "@@@STEP_LOG_LINE@json.output@      ], @@@",
+      "@@@STEP_LOG_LINE@json.output@      \"name\": \"two\", @@@",
+      "@@@STEP_LOG_LINE@json.output@      \"script\": \"myscript\"@@@",
+      "@@@STEP_LOG_LINE@json.output@    }@@@",
+      "@@@STEP_LOG_LINE@json.output@  ]@@@",
+      "@@@STEP_LOG_LINE@json.output@}@@@",
+      "@@@STEP_LOG_END@json.output@@@"
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+  {
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+    "name": "Run package tests",
+    "~followup_annotations": [
+      "@@@STEP_FAILURE@@@"
+    ]
+  },
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+    "name": "Run package tests.Initialize logs",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@1@@@"
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+      "vpython3",
+      "-u",
+      "RECIPE_MODULE[recipe_engine::file]/resources/fileutil.py",
+      "--json-output",
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+      "ensure-directory",
+      "--mode",
+      "0777",
+      "[CLEANUP]/flutter_logs_dir"
+    ],
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+    "env": {
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+      "LUCI_BRANCH": "",
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+      "LUCI_PR": "",
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+    "name": "Run package tests.Initialize logs.Ensure [CLEANUP]/flutter_logs_dir",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@2@@@"
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+      "vpython3",
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+      "copy",
+      "",
+      "[CLEANUP]/flutter_logs_dir/noop.txt"
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+      "REVISION": "12345abcde12345abcde12345abcde12345abcde",
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+        "[START_DIR]/flutter/bin/cache/dart-sdk/bin"
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+    "infra_step": true,
+    "name": "Run package tests.Initialize logs.Write noop file",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@2@@@"
+    ]
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+      "arg1",
+      "arg2"
+    ],
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+    "env": {
+      "DEPOT_TOOLS": "RECIPE_REPO[depot_tools]",
+      "FLUTTER_LOGS_DIR": "[CLEANUP]/flutter_logs_dir",
+      "FLUTTER_TEST_OUTPUTS_DIR": "[CLEANUP]/flutter_logs_dir",
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+      "LUCI_BRANCH": "",
+      "LUCI_CI": "True",
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+        "[START_DIR]/flutter/bin/cache/dart-sdk/bin"
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+      "[CLEANUP]/flutter_logs_dir",
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+    "cwd": "[START_DIR]/packages",
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+    "infra_step": true,
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+    "~followup_annotations": [
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+    ]
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+      "-u",
+      "RECIPE_MODULE[recipe_engine::file]/resources/fileutil.py",
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+      "*"
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+    "cwd": "[START_DIR]/packages",
+    "env": {
+      "DEPOT_TOOLS": "RECIPE_REPO[depot_tools]",
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+    "name": "Run package tests.process logs.logs",
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+      "-u",
+      "RECIPE_MODULE[recipe_engine::file]/resources/fileutil.py",
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+      "SDK_CHECKOUT_PATH": "[START_DIR]/flutter"
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+      "--mode",
+      "0777",
+      "[CLEANUP]/flutter_logs_dir"
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+      "OS": "linux",
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+    "name": "Run package tests.Initialize logs (2).Ensure [CLEANUP]/flutter_logs_dir",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@2@@@"
+    ]
+  },
+  {
+    "cmd": [
+      "vpython3",
+      "-u",
+      "RECIPE_MODULE[recipe_engine::file]/resources/fileutil.py",
+      "--json-output",
+      "/path/to/tmp/json",
+      "copy",
+      "",
+      "[CLEANUP]/flutter_logs_dir/noop.txt"
+    ],
+    "cwd": "[START_DIR]/packages",
+    "env": {
+      "DEPOT_TOOLS": "RECIPE_REPO[depot_tools]",
+      "GIT_BRANCH": "",
+      "LUCI_BRANCH": "",
+      "LUCI_CI": "True",
+      "LUCI_PR": "",
+      "OS": "linux",
+      "PUB_CACHE": "[START_DIR]/.pub-cache",
+      "REVISION": "12345abcde12345abcde12345abcde12345abcde",
+      "SDK_CHECKOUT_PATH": "[START_DIR]/flutter"
+    },
+    "env_prefixes": {
+      "PATH": [
+        "[START_DIR]/flutter/bin",
+        "[START_DIR]/flutter/bin/cache/dart-sdk/bin"
+      ]
+    },
+    "infra_step": true,
+    "name": "Run package tests.Initialize logs (2).Write noop file",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@2@@@"
+    ]
+  },
+  {
+    "cmd": [
+      "bash",
+      "[START_DIR]/packages/myscript",
+      "arg1",
+      "arg2"
+    ],
+    "cwd": "[START_DIR]/packages",
+    "env": {
+      "DEPOT_TOOLS": "RECIPE_REPO[depot_tools]",
+      "FLUTTER_LOGS_DIR": "[CLEANUP]/flutter_logs_dir",
+      "FLUTTER_TEST_OUTPUTS_DIR": "[CLEANUP]/flutter_logs_dir",
+      "GIT_BRANCH": "",
+      "LUCI_BRANCH": "",
+      "LUCI_CI": "True",
+      "LUCI_PR": "",
+      "OS": "linux",
+      "PUB_CACHE": "[START_DIR]/.pub-cache",
+      "REVISION": "12345abcde12345abcde12345abcde12345abcde",
+      "SDK_CHECKOUT_PATH": "[START_DIR]/flutter"
+    },
+    "env_prefixes": {
+      "PATH": [
+        "[START_DIR]/flutter/bin",
+        "[START_DIR]/flutter/bin/cache/dart-sdk/bin"
+      ]
+    },
+    "name": "Run package tests.two",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@1@@@"
+    ]
+  },
+  {
+    "cmd": [],
+    "name": "Run package tests.process logs (2)",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@1@@@"
+    ]
+  },
+  {
+    "cmd": [
+      "python3",
+      "-u",
+      "RECIPE_MODULE[depot_tools::gsutil]/resources/gsutil_smart_retry.py",
+      "--",
+      "RECIPE_REPO[depot_tools]/gsutil.py",
+      "-m",
+      "----",
+      "cp",
+      "-r",
+      "[CLEANUP]/flutter_logs_dir",
+      "gs://flutter_logs/flutter/00000000-0000-0000-0000-00000000133a/two/00000000-0000-0000-0000-00000000133a"
+    ],
+    "cwd": "[START_DIR]/packages",
+    "env": {
+      "DEPOT_TOOLS": "RECIPE_REPO[depot_tools]",
+      "GIT_BRANCH": "",
+      "LUCI_BRANCH": "",
+      "LUCI_CI": "True",
+      "LUCI_PR": "",
+      "OS": "linux",
+      "PUB_CACHE": "[START_DIR]/.pub-cache",
+      "REVISION": "12345abcde12345abcde12345abcde12345abcde",
+      "SDK_CHECKOUT_PATH": "[START_DIR]/flutter"
+    },
+    "env_prefixes": {
+      "PATH": [
+        "[START_DIR]/flutter/bin",
+        "[START_DIR]/flutter/bin/cache/dart-sdk/bin"
+      ]
+    },
+    "infra_step": true,
+    "name": "Run package tests.process logs (2).gsutil upload logs 00000000-0000-0000-0000-00000000133a",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@2@@@",
+      "@@@STEP_LINK@archive logs@https://console.cloud.google.com/storage/browser/flutter_logs/flutter/00000000-0000-0000-0000-00000000133a/two/00000000-0000-0000-0000-00000000133a@@@"
+    ]
+  },
+  {
+    "cmd": [
+      "vpython3",
+      "-u",
+      "RECIPE_MODULE[recipe_engine::file]/resources/fileutil.py",
+      "--json-output",
+      "/path/to/tmp/json",
+      "glob",
+      "[CLEANUP]/flutter_logs_dir",
+      "*"
+    ],
+    "cwd": "[START_DIR]/packages",
+    "env": {
+      "DEPOT_TOOLS": "RECIPE_REPO[depot_tools]",
+      "GIT_BRANCH": "",
+      "LUCI_BRANCH": "",
+      "LUCI_CI": "True",
+      "LUCI_PR": "",
+      "OS": "linux",
+      "PUB_CACHE": "[START_DIR]/.pub-cache",
+      "REVISION": "12345abcde12345abcde12345abcde12345abcde",
+      "SDK_CHECKOUT_PATH": "[START_DIR]/flutter"
+    },
+    "env_prefixes": {
+      "PATH": [
+        "[START_DIR]/flutter/bin",
+        "[START_DIR]/flutter/bin/cache/dart-sdk/bin"
+      ]
+    },
+    "infra_step": true,
+    "name": "Run package tests.process logs (2).logs",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@2@@@",
+      "@@@STEP_LOG_LINE@glob@[CLEANUP]/flutter_logs_dir/a.txt@@@",
+      "@@@STEP_LOG_END@glob@@@"
+    ]
+  },
+  {
+    "cmd": [],
+    "name": "Run package tests.log links (2)",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@1@@@",
+      "@@@STEP_LINK@myfile.txt@https://storage.googleapis.com/flutter_logs/flutter/00000000-0000-0000-0000-00000000133a/two/00000000-0000-0000-0000-00000000133a/myfile.txt@@@"
+    ]
+  },
+  {
+    "cmd": [
+      "vpython3",
+      "-u",
+      "RECIPE_MODULE[recipe_engine::file]/resources/fileutil.py",
+      "--json-output",
+      "/path/to/tmp/json",
+      "listdir",
+      "[CLEANUP]/flutter_logs_dir",
+      "--recursive"
+    ],
+    "cwd": "[START_DIR]/packages",
+    "env": {
+      "DEPOT_TOOLS": "RECIPE_REPO[depot_tools]",
+      "GIT_BRANCH": "",
+      "LUCI_BRANCH": "",
+      "LUCI_CI": "True",
+      "LUCI_PR": "",
+      "OS": "linux",
+      "PUB_CACHE": "[START_DIR]/.pub-cache",
+      "REVISION": "12345abcde12345abcde12345abcde12345abcde",
+      "SDK_CHECKOUT_PATH": "[START_DIR]/flutter"
+    },
+    "env_prefixes": {
+      "PATH": [
+        "[START_DIR]/flutter/bin",
+        "[START_DIR]/flutter/bin/cache/dart-sdk/bin"
+      ]
+    },
+    "infra_step": true,
+    "name": "Run package tests.log links (2).List logs path",
+    "~followup_annotations": [
+      "@@@STEP_NEST_LEVEL@2@@@",
+      "@@@STEP_LOG_LINE@listdir@[CLEANUP]/flutter_logs_dir/myfile.txt@@@",
+      "@@@STEP_LOG_END@listdir@@@"
+    ]
+  },
+  {
+    "failure": {
+      "failure": {},
+      "humanReason": "Tasks failed: one"
+    },
+    "name": "$result"
+  }
+]
\ No newline at end of file
diff --git a/recipes/packages/packages.py b/recipes/packages/packages.py
index e2b6e22..3ab96e7 100644
--- a/recipes/packages/packages.py
+++ b/recipes/packages/packages.py
@@ -80,6 +80,7 @@
 
 def run_test(api, result, packages_checkout_path, env):
   """Run tests sequentially following the script"""
+  failed_tasks = []
   for task in result.json.output['tasks']:
     script_path = packages_checkout_path.join(task['script'])
     cmd = ['bash', script_path]
@@ -87,11 +88,20 @@
       args = task['args']
       cmd.extend(args)
     api.logs_util.initialize_logs_collection(env)
-    try:
-      with api.context(env=env):
-        api.step(task['name'], cmd)
-    finally:
-      api.logs_util.upload_logs(task['name'])
+
+    # Flag showing whether the task should always run regardless of previous failures.
+    always_run_task = task['always'] if 'always' in task else False
+    with api.context(env=env):
+      # Runs the task in two scenarios:
+      #   1) all earlier tasks pass
+      #   2) there are earlier task failures, but the current task is marked as `always: True`.
+      if not failed_tasks or always_run_task:
+        step = api.step(task['name'], cmd, raise_on_failure=False)
+        if step.retcode != 0:
+          failed_tasks.append(task['name'])
+    api.logs_util.upload_logs(task['name'])
+  if failed_tasks:
+    raise api.step.StepFailure('Tasks failed: %s' % ','.join(failed_tasks))
 
 
 def GenTests(api):
@@ -119,3 +129,21 @@
           **{'$flutter/osx_sdk': {'sdk_version': 'deadbeef',}},
       ), api.step_data('read yaml.parse', api.json.output(tasks_dict))
   )
+  multiple_tasks_dict = {
+      'tasks': [{'name': 'one', 'script': 'myscript', 'args': ['arg1', 'arg2']},
+                {
+                    'name': 'two', 'script': 'myscript',
+                    'args': ['arg1', 'arg2'], 'always': True
+                }]
+  }
+  yield api.test(
+      'multiple_tests_with_always',
+      api.repo_util.flutter_environment_data(flutter_path),
+      api.properties(
+          channel='master',
+          version_file='flutter_master.version',
+      ),
+      api.step_data('read yaml.parse', api.json.output(multiple_tasks_dict)),
+      api.step_data('Run package tests.one', retcode=1),
+      status='FAILURE'
+  )