[ERROR]: Task failed: Module failed: The command exited with a non-zero return code.
Origin: /Users/bmamlin/Code/Playground/openmrs-contrib-itsmresources/ansible/tasks/extra-monitoring.yml:51:5

49 path: /opt/datadog-agent/agent/checks.d
50
51 - name: Upgrade Datadog-Agent Embdedded pip
^ column 5

=== The stack trace ===
ERROR: Exception:
Traceback (most recent call last):
File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/base_command.py\", line 180, in exc_logging_wrapper
status = run_func(*args)
^^^^^^^^^^^^^^^
File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/req_command.py\", line 245, in wrapper
return func(self, options, args)
^^^^^^^^^^^^^^^^^^^^^^^^^
File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/commands/install.py\", line 362, in run
resolver = self.make_resolver(
^^^^^^^^^^^^^^^^^^^
File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/req_command.py\", line 353, in make_resolver
import pip._internal.resolution.resolvelib.resolver
File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/resolution/resolvelib/resolver.py\", line 8, in <module>
from pip._vendor.resolvelib import BaseReporter, ResolutionImpossible
File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/__init__.py\", line 19, in <module>
from .resolvers import (
File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/resolvers/__init__.py\", line 1, in <module>
from ..structs import RequirementInformation
ImportError: cannot import name 'RequirementInformation' from 'pip._vendor.resolvelib.structs' (/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/structs.py)

[notice] A new release of pip is available: 23.3.1 -> 26.2.1
[notice] To update, run: /opt/datadog-agent/embedded/bin/python3 -m pip install --upgrade pip

=== Ansible output ===
fatal: [dimtu.openmrs.org]: FAILED! =>
{
"changed": true,
"cmd": ["/opt/datadog-agent/embedded/bin/pip", "install", "--upgrade", "pip"],
"delta": "0:00:01.983308",
"end": "2026-10-07 15:35:13.685614",
"msg": "The command exited with a non-zero return code.",
"rc": 2,
"start": "2026-10-07 15:35:11.702306",
"stderr": "ERROR: Exception:\nTraceback (most recent call last):\n File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/base_command.py\", line 180, in exc_logging_wrapper\n status = run_func(*args)\n ^^^^^^^^^^^^^^^\n File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/req_command.py\", line 245, in wrapper\n return func(self, options, args)\n ^^^^^^^^^^^^^^^^^^^^^^^^^\n File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/commands/install.py\", line 362, in run\n resolver = self.make_resolver(\n ^^^^^^^^^^^^^^^^^^^\n File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/req_command.py\", line 353, in make_resolver\n import pip._internal.resolution.resolvelib.resolver\n File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/resolution/resolvelib/resolver.py\", line 8, in <module>\n from pip._vendor.resolvelib import BaseReporter, ResolutionImpossible\n File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/__init__.py\", line 19, in <module>\n from .resolvers import (\n File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/resolvers/__init__.py\", line 1, in <module>\n from ..structs import RequirementInformation\nImportError: cannot import name 'RequirementInformation' from 'pip._vendor.resolvelib.structs' (/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/structs.py)\n\n[notice] A new release of pip is available: 23.3.1 -> 26.2.1\n[notice] To update, run: /opt/datadog-agent/embedded/bin/python3 -m pip install --upgrade pip",
"stderr_lines": [
"ERROR: Exception:",
"Traceback (most recent call last):",
" File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/base_command.py\", line 180, in exc_logging_wrapper",
" status = run_func(*args)",
" ^^^^^^^^^^^^^^^",
" File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/req_command.py\", line 245, in wrapper",
" return func(self, options, args)",
" ^^^^^^^^^^^^^^^^^^^^^^^^^",
" File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/commands/install.py\", line 362, in run",
" resolver = self.make_resolver(",
" ^^^^^^^^^^^^^^^^^^^",
" File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/cli/req_command.py\", line 353, in make_resolver",
" import pip._internal.resolution.resolvelib.resolver",
" File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_internal/resolution/resolvelib/resolver.py\", line 8, in <module>",
" from pip._vendor.resolvelib import BaseReporter, ResolutionImpossible",
" File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/__init__.py\", line 19, in <module>",
" from .resolvers import (",
" File \"/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/resolvers/__init__.py\", line 1, in <module>",
" from ..structs import RequirementInformation",
"ImportError: cannot import name 'RequirementInformation' from 'pip._vendor.resolvelib.structs' (/opt/datadog-agent/embedded/lib/python3.12/site-packages/pip/_vendor/resolvelib/structs.py)",
"",
"[notice] A new release of pip is available: 23.3.1 -> 26.2.1",
"[notice] To update, run: /opt/datadog-agent/embedded/bin/python3 -m pip install --upgrade pip"
],
"stdout": "",
"stdout_lines": []
}