Installation issue with pipx on macOS?

[b-long]

Description

I'm a long-time Poetry-enthusiast ❤️ Amazing project and kudos to the whole team, thanks for all you do! 🎉 🌮 🍰

Since I have a workaround, I'm not terribly worried about this issue. That said, if it helps someone else I'm happy to provide a workaround & some information.

My workflow is basically:

# Install homebrew
brew install pipx
pipx install poetry
# Use poetry

Also, note that I have multiple versions of Python installed:

brew list | grep python
python-argcomplete
python-build
python-certifi
python-packaging
python-setuptools
python@3.10
python@3.11
python@3.12
python@3.9

Workarounds

The workaround, which solves this issue for me is exactly as yene stated here: #6841 (comment)

ln -s /opt/homebrew/bin/python3 /opt/homebrew/bin/python

Poetry Installation Method

pipx

Operating System

macOS 14.4

Poetry Version

Poetry (version 1.8.2)

Poetry Configuration

Configuration file exists at /Users/me/Library/Preferences/pypoetry, reusing this directory.

Consider moving TOML configuration files to /Users/me/Library/Application Support/pypoetry, as support for the legacy directory will be removed in an upcoming release.
cache-dir = "/Users/me/Library/Caches/pypoetry"
experimental.system-git-client = false
installer.max-workers = null
installer.modern-installation = true
installer.no-binary = null
installer.parallel = true
keyring.enabled = true
solver.lazy-wheel = true
virtualenvs.create = true
virtualenvs.in-project = true
virtualenvs.options.always-copy = false
virtualenvs.options.no-pip = false
virtualenvs.options.no-setuptools = false
virtualenvs.options.system-site-packages = false
virtualenvs.path = "{cache-dir}/virtualenvs"  # /Users/me/Library/Caches/pypoetry/virtualenvs
virtualenvs.prefer-active-python = true
virtualenvs.prompt = "{project_name}-py{python_version}"
warnings.export = true

Python Sysconfig

Platform: "macosx-14.0-arm64"
Python version: "3.11"
Current installation scheme: "venv"

Paths: 
        data = "/Users/me/Desktop/github/myjob/myproj/.venv"
        include = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/include/python3.11"
        platinclude = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/include/python3.11"
        platlib = "/Users/me/Desktop/github/myjob/myproj/.venv/lib/python3.11/site-packages"
        platstdlib = "/Users/me/Desktop/github/myjob/myproj/.venv/lib/python3.11"
        purelib = "/Users/me/Desktop/github/myjob/myproj/.venv/lib/python3.11/site-packages"
        scripts = "/Users/me/Desktop/github/myjob/myproj/.venv/bin"
        stdlib = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib/python3.11"

Variables: 
        ABIFLAGS = ""
        AC_APPLE_UNIVERSAL_BUILD = "0"
        AIX_BUILDDATE = "0"
        AIX_GENUINE_CPLUSPLUS = "0"
        ALIGNOF_LONG = "8"
        ALIGNOF_SIZE_T = "8"
        ALT_SOABI = "0"
        ANDROID_API_LEVEL = "0"
        AR = "/usr/bin/xcrun ar"
        ARFLAGS = "rcs"
        BASECFLAGS = "-Wsign-compare -Wunreachable-code -fno-common -dynamic"
        BASECPPFLAGS = ""
        BASEMODLIBS = ""
        BINDIR = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/bin"
        BINLIBDEST = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib/python3.11"
        BLDLIBRARY = ""
        BLDSHARED = "clang -bundle -undefined dynamic_lookup -isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk"
        BOOTSTRAP_HEADERS = "\"
        BUILDEXE = ".exe"
        BUILDPYTHON = "python.exe"
        BUILD_GNU_TYPE = "aarch64-apple-darwin23.4.0"
        BYTESTR_DEPS = "\"
        CC = "clang"
        CCSHARED = ""
        CFLAGS = "-Wsign-compare -Wunreachable-code -fno-common -dynamic -DNDEBUG -g -fwrapv -O3 -Wall -isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk"
        CFLAGSFORSHARED = ""
        CFLAGS_ALIASING = "-fno-strict-aliasing"
        CONFIGFILES = "configure configure.ac acconfig.h pyconfig.h.in Makefile.pre.in"
        CONFIGURE_CFLAGS = "-isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk"
        CONFIGURE_CFLAGS_NODIST = "-I/opt/homebrew/include -flto -std=c11 -Wextra -Wno-unused-parameter -Wno-missing-field-initializers -Wstrict-prototypes -Werror=implicit-function-declaration -fvisibility=hidden"
        CONFIGURE_CPPFLAGS = "-I/opt/homebrew/include"
        CONFIGURE_LDFLAGS = "-isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk"
        CONFIGURE_LDFLAGS_NODIST = "-L/opt/homebrew/lib -Wl,-rpath,/opt/homebrew/lib -flto -Wl,-export_dynamic -g"
        CONFIGURE_LDFLAGS_NOLTO = "-flto=thin"
        CONFIG_ARGS = "'--prefix=/opt/homebrew/opt/python@3.11' '--enable-ipv6' '--datarootdir=/opt/homebrew/opt/python@3.11/share' '--datadir=/opt/homebrew/opt/python@3.11/share' '--without-ensurepip' '--enable-loadable-sqlite-extensions' '--with-openssl=/opt/homebrew/opt/openssl@3' '--enable-optimizations' '--with-system-expat' '--with-system-libmpdec' '--with-readline=editline' '--with-lto' '--enable-framework=/opt/homebrew/opt/python@3.11/Frameworks' '--with-dtrace' '--with-dbmliborder=ndbm' 'MACOSX_DEPLOYMENT_TARGET=14' 'CFLAGS=-isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk' 'CFLAGS_NODIST=-I/opt/homebrew/include' 'LDFLAGS=-isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk' 'LDFLAGS_NODIST=-L/opt/homebrew/lib -Wl,-rpath,/opt/homebrew/lib' 'CPPFLAGS=-I/opt/homebrew/include' 'py_cv_module__tkinter=disabled' 'PKG_CONFIG_PATH=/opt/homebrew/opt/mpdecimal/lib/pkgconfig:/opt/homebrew/opt/openssl@3/lib/pkgconfig:/opt/homebrew/opt/readline/lib/pkgconfig:/opt/homebrew/opt/sqlite/lib/pkgconfig:/opt/homebrew/opt/xz/lib/pkgconfig' 'PKG_CONFIG_LIBDIR=/usr/lib/pkgconfig:/opt/homebrew/Library/Homebrew/os/mac/pkgconfig/14' 'CC=clang'"
        CONFINCLUDEDIR = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/include"
        CONFINCLUDEPY = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/include/python3.11"
        COREPYTHONPATH = ""
        COVERAGE_INFO = "/private/tmp/pythonA3.11-20240402-4978-3ygh5v/Python-3.11.9/coverage.info"
        COVERAGE_LCOV_OPTIONS = "--rc lcov_branch_coverage=1"
        COVERAGE_REPORT = "/private/tmp/pythonA3.11-20240402-4978-3ygh5v/Python-3.11.9/lcov-report"
        COVERAGE_REPORT_OPTIONS = "--rc lcov_branch_coverage=1 --branch-coverage --title "CPython 3.11 LCOV report [commit $(shell )]""
        CPPFLAGS = "-I. -I./Include -I/opt/homebrew/include"
        CXX = "clang++"
        DECIMAL_CFLAGS = "-DCONFIG_64=1 -DANSI=1 -DHAVE_UINT128_T=1"
        DECIMAL_LDFLAGS = "-lmpdec"
        DEEPFREEZE_C = "Python/deepfreeze/deepfreeze.c"
        DEEPFREEZE_DEPS = "./Tools/scripts/deepfreeze.py _bootstrap_python ./Programs/_freeze_module.py \"
        DEEPFREEZE_OBJS = "Python/deepfreeze/deepfreeze.o"
        DESTDIRS = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11 /opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib /opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib/python3.11 /opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib/python3.11/lib-dynload"
        DESTLIB = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib/python3.11"
        DESTPATH = ""
        DESTSHARED = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib/python3.11/lib-dynload"
        DFLAGS = ""
        DIRMODE = "755"
        DIST = "README.rst ChangeLog configure configure.ac acconfig.h pyconfig.h.in Makefile.pre.in Include Lib Misc Ext-dummy"
        DISTDIRS = "Include Lib Misc Ext-dummy"
        DISTFILES = "README.rst ChangeLog configure configure.ac acconfig.h pyconfig.h.in Makefile.pre.in"
        DLINCLDIR = "."
        DLLLIBRARY = ""
        DOUBLE_IS_ARM_MIXED_ENDIAN_IEEE754 = "0"
        DOUBLE_IS_BIG_ENDIAN_IEEE754 = "0"
        DOUBLE_IS_LITTLE_ENDIAN_IEEE754 = "1"
        DTRACE = "/usr/sbin/dtrace"
        DTRACE_DEPS = "\"
        DTRACE_HEADERS = "Include/pydtrace_probes.h"
        DTRACE_OBJS = ""
        DYNLOADFILE = "dynload_shlib.o"
        ENABLE_IPV6 = "1"
        ENSUREPIP = "no"
        EXE = ""
        EXEMODE = "755"
        EXPAT_CFLAGS = ""
        EXPAT_LDFLAGS = "-lexpat"
        EXPORTSFROM = ""
        EXPORTSYMS = ""
        EXTRATESTOPTS = ""
        EXTRA_CFLAGS = ""
        EXT_SUFFIX = ".cpython-311-darwin.so"
        FILEMODE = "644"
        FLOAT_WORDS_BIGENDIAN = "0"
        FREEZE_MODULE = "./_bootstrap_python ./Programs/_freeze_module.py"
        FREEZE_MODULE_BOOTSTRAP = "./Programs/_freeze_module"
        FREEZE_MODULE_BOOTSTRAP_DEPS = "Programs/_freeze_module"
        FREEZE_MODULE_DEPS = "_bootstrap_python ./Programs/_freeze_module.py"
        FROZEN_FILES_IN = "\"
        FROZEN_FILES_OUT = "\"
        GETPGRP_HAVE_ARG = "0"
        GITBRANCH = ""
        GITTAG = ""
        GITVERSION = ""
        GNULD = "no"
        HAVE_ACCEPT = "1"
        HAVE_ACCEPT4 = "0"
        HAVE_ACOSH = "1"
        HAVE_ADDRINFO = "1"
        HAVE_ALARM = "1"
        HAVE_ALIGNED_REQUIRED = "0"
        HAVE_ALLOCA_H = "1"
        HAVE_ALTZONE = "0"
        HAVE_ASINH = "1"
        HAVE_ASM_TYPES_H = "0"
        HAVE_ATANH = "1"
        HAVE_BIND = "1"
        HAVE_BIND_TEXTDOMAIN_CODESET = "0"
        HAVE_BLUETOOTH_BLUETOOTH_H = "0"
        HAVE_BLUETOOTH_H = "0"
        HAVE_BROKEN_MBSTOWCS = "0"
        HAVE_BROKEN_NICE = "0"
        HAVE_BROKEN_PIPE_BUF = "0"
        HAVE_BROKEN_POLL = "0"
        HAVE_BROKEN_POSIX_SEMAPHORES = "0"
        HAVE_BROKEN_PTHREAD_SIGMASK = "0"
        HAVE_BROKEN_SEM_GETVALUE = "1"
        HAVE_BROKEN_UNSETENV = "0"
        HAVE_BUILTIN_ATOMIC = "1"
        HAVE_BZLIB_H = "1"
        HAVE_CHFLAGS = "1"
        HAVE_CHMOD = "1"
        HAVE_CHOWN = "1"
        HAVE_CHROOT = "1"
        HAVE_CLOCK = "1"
        HAVE_CLOCK_GETRES = "1"
        HAVE_CLOCK_GETTIME = "1"
        HAVE_CLOCK_NANOSLEEP = "0"
        HAVE_CLOCK_SETTIME = "1"
        HAVE_CLOSE_RANGE = "0"
        HAVE_COMPUTED_GOTOS = "1"
        HAVE_CONFSTR = "1"
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        HAVE_CTERMID = "1"
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        HAVE_CURSES_HAS_KEY = "1"
        HAVE_CURSES_IMMEDOK = "1"
        HAVE_CURSES_IS_PAD = "1"
        HAVE_CURSES_IS_TERM_RESIZED = "1"
        HAVE_CURSES_RESIZETERM = "1"
        HAVE_CURSES_RESIZE_TERM = "1"
        HAVE_CURSES_SYNCOK = "1"
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        PY_CFLAGS_NODIST = "-I/opt/homebrew/include -flto -std=c11 -Wextra -Wno-unused-parameter -Wno-missing-field-initializers -Wstrict-prototypes -Werror=implicit-function-declaration -fvisibility=hidden -fprofile-instr-use=code.profclangd -I./Include/internal"
        PY_COERCE_C_LOCALE = "1"
        PY_CORE_CFLAGS = "-Wsign-compare -Wunreachable-code -fno-common -dynamic -DNDEBUG -g -fwrapv -O3 -Wall -isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk -I/opt/homebrew/include -flto -std=c11 -Wextra -Wno-unused-parameter -Wno-missing-field-initializers -Wstrict-prototypes -Werror=implicit-function-declaration -fvisibility=hidden -fprofile-instr-use=code.profclangd -I./Include/internal -I. -I./Include -I/opt/homebrew/include -DPy_BUILD_CORE"
        PY_CORE_LDFLAGS = "-isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk -L/opt/homebrew/lib -Wl,-rpath,/opt/homebrew/lib -flto -Wl,-export_dynamic -g"
        PY_CPPFLAGS = "-I. -I./Include -I/opt/homebrew/include"
        PY_ENABLE_SHARED = "0"
        PY_FORMAT_SIZE_T = ""z""
        PY_LDFLAGS = "-isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk"
        PY_LDFLAGS_NODIST = "-L/opt/homebrew/lib -Wl,-rpath,/opt/homebrew/lib -flto -Wl,-export_dynamic -g"
        PY_LDFLAGS_NOLTO = "-isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk -flto=thin"
        PY_SQLITE_ENABLE_LOAD_EXTENSION = "1"
        PY_SQLITE_HAVE_SERIALIZE = "1"
        PY_SSL_DEFAULT_CIPHERS = "1"
        PY_SSL_DEFAULT_CIPHER_STRING = "0"
        PY_STDMODULE_CFLAGS = "-Wsign-compare -Wunreachable-code -fno-common -dynamic -DNDEBUG -g -fwrapv -O3 -Wall -isysroot /Library/Developer/CommandLineTools/SDKs/MacOSX14.sdk -I/opt/homebrew/include -flto -std=c11 -Wextra -Wno-unused-parameter -Wno-missing-field-initializers -Wstrict-prototypes -Werror=implicit-function-declaration -fvisibility=hidden -fprofile-instr-use=code.profclangd -I./Include/internal -I. -I./Include -I/opt/homebrew/include"
        PY_SUPPORT_TIER = "2"
        Py_DEBUG = "0"
        Py_ENABLE_SHARED = "0"
        Py_HASH_ALGORITHM = "0"
        Py_STATS = "0"
        Py_SUNOS_VERSION = "0"
        Py_TRACE_REFS = "0"
        QUICKTESTOPTS = "-x test_subprocess test_io test_lib2to3 \"
        READELF = ":"
        RESSRCDIR = "Mac/Resources/framework"
        RETSIGTYPE = "void"
        RUNSHARED = "DYLD_FRAMEWORK_PATH=/private/tmp/pythonA3.11-20240402-4978-3ygh5v/Python-3.11.9"
        SCRIPTDIR = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib"
        SETPGRP_HAVE_ARG = "0"
        SHELL = "/bin/sh"
        SHLIBS = "-ldl  -framework CoreFoundation"
        SHLIB_SUFFIX = ".so"
        SIGNED_RIGHT_SHIFT_ZERO_FILLS = "0"
        SITEPATH = ""
        SIZEOF_DOUBLE = "8"
        SIZEOF_FLOAT = "4"
        SIZEOF_FPOS_T = "8"
        SIZEOF_INT = "4"
        SIZEOF_LONG = "8"
        SIZEOF_LONG_DOUBLE = "8"
        SIZEOF_LONG_LONG = "8"
        SIZEOF_OFF_T = "8"
        SIZEOF_PID_T = "4"
        SIZEOF_PTHREAD_KEY_T = "8"
        SIZEOF_PTHREAD_T = "8"
        SIZEOF_SHORT = "2"
        SIZEOF_SIZE_T = "8"
        SIZEOF_TIME_T = "8"
        SIZEOF_UINTPTR_T = "8"
        SIZEOF_VOID_P = "8"
        SIZEOF_WCHAR_T = "4"
        SIZEOF__BOOL = "1"
        SOABI = "cpython-311-darwin"
        SRCDIRS = "Modules   Modules/_blake2   Modules/_ctypes   Modules/_decimal   Modules/_decimal/libmpdec   Modules/_io   Modules/_multiprocessing   Modules/_sha3   Modules/_sqlite   Modules/_sre   Modules/_xxtestfuzz   Modules/cjkcodecs   Modules/expat   Objects   Parser   Programs   Python   Python/frozen_modules   Python/deepfreeze"
        SRC_GDB_HOOKS = "./Tools/gdb/libpython.py"
        STATIC_LIBPYTHON = "1"
        STDC_HEADERS = "1"
        STRICT_SYSV_CURSES = "/* Don't use ncurses extensions */"
        STRIPFLAG = "-s"
        SUBDIRS = ""
        SUBDIRSTOO = "Include Lib Misc"
        SYSLIBS = ""
        SYS_SELECT_WITH_SYS_TIME = "1"
        TESTOPTS = ""
        TESTPATH = ""
        TESTPYTHON = "DYLD_FRAMEWORK_PATH=/private/tmp/pythonA3.11-20240402-4978-3ygh5v/Python-3.11.9 ./python.exe -E"
        TESTPYTHONOPTS = ""
        TESTRUNNER = "DYLD_FRAMEWORK_PATH=/private/tmp/pythonA3.11-20240402-4978-3ygh5v/Python-3.11.9 ./python.exe -E ./Tools/scripts/run_tests.py"
        TESTSUBDIRS = "ctypes/test \"
        TESTTIMEOUT = "1200"
        TEST_MODULES = "yes"
        THREAD_STACK_SIZE = "0x1000000"
        TIMEMODULE_LIB = "0"
        TIME_WITH_SYS_TIME = "1"
        TM_IN_SYS_TIME = "0"
        TZPATH = "/usr/share/zoneinfo:/usr/lib/zoneinfo:/usr/share/lib/zoneinfo:/etc/zoneinfo"
        UNICODE_DEPS = "\"
        UNIVERSALSDK = ""
        UPDATE_FILE = "./Tools/scripts/update_file.py"
        USE_COMPUTED_GOTOS = "0"
        VERSION = "3.11"
        WASM_ASSETS_DIR = "./opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11"
        WASM_STDLIB = "./opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11/lib/python3.11/os.py"
        WHEEL_PKG_DIR = ""
        WINDOW_HAS_FLAGS = "1"
        WITH_DECIMAL_CONTEXTVAR = "1"
        WITH_DOC_STRINGS = "1"
        WITH_DTRACE = "1"
        WITH_DYLD = "1"
        WITH_EDITLINE = "1"
        WITH_FREELISTS = "1"
        WITH_LIBINTL = "0"
        WITH_NEXT_FRAMEWORK = "1"
        WITH_PYMALLOC = "1"
        WITH_VALGRIND = "0"
        X87_DOUBLE_ROUNDING = "0"
        XMLLIBSUBDIRS = "xml xml/dom xml/etree xml/parsers xml/sax"
        abiflags = ""
        abs_builddir = "/private/tmp/pythonA3.11-20240402-4978-3ygh5v/Python-3.11.9"
        abs_srcdir = "/private/tmp/pythonA3.11-20240402-4978-3ygh5v/Python-3.11.9"
        base = "/Users/me/Desktop/github/myjob/myproj/.venv"
        datarootdir = "/opt/homebrew/opt/python@3.11/share"
        exec_prefix = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11"
        installed_base = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11"
        installed_platbase = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11"
        platbase = "/Users/me/Desktop/github/myjob/myproj/.venv"
        platlibdir = "lib"
        prefix = "/opt/homebrew/opt/python@3.11/Frameworks/Python.framework/Versions/3.11"
        projectbase = "/opt/homebrew/Cellar/python@3.11/3.11.9/bin"
        py_version = "3.11.9"
        py_version_nodot = "311"
        py_version_nodot_plat = ""
        py_version_short = "3.11"
        srcdir = "/opt/homebrew/Cellar/python@3.11/3.11.9/Frameworks/Python.framework/Versions/3.11/lib/python3.11/config-3.11-darwin"
        userbase = "/Users/me/Library/Python/3.11"

Example pyproject.toml

[tool.poetry]
name = "myproj"
version = "0.1.0"
description = ""
authors = ["b-long <b-long@users.noreply.github.com>"]

[tool.poetry.dependencies]
python = ">=3.11,<3.12"
requests = "^2.31.0"


[build-system]
requires = ["poetry-core>=1.0.0"]
build-backend = "poetry.core.masonry.api"

Poetry Runtime Logs

Without `-vvv`: 


$ poetry install 
Configuration file exists at /Users/me/Library/Preferences/pypoetry, reusing this directory.

Consider moving TOML configuration files to /Users/me/Library/Application Support/pypoetry, as support for the legacy directory will be removed in an upcoming release.

[Errno 2] No such file or directory: 'python'

With -vvv:

myproj-py3.11brian:myproj me$ poetry install -vvv
Configuration file exists at /Users/me/Library/Preferences/pypoetry, reusing this directory.

Consider moving TOML configuration files to /Users/me/Library/Application Support/pypoetry, as support for the legacy directory will be removed in an upcoming release.
Loading configuration file /Users/me/Library/Preferences/pypoetry/config.toml
Loading configuration file /Users/me/Desktop/github/myjob/myproj/poetry.toml
Trying to detect current active python executable as specified in the config.
Unable to detect the current active python executable. Falling back to default.

  Stack trace:

  18  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/cleo/application.py:327 in run
       325│ 
       326│             try:
     → 327│                 exit_code = self._run(io)
       328│             except BrokenPipeError:
       329│                 # If we are piped to another process, it may close early and send a

  17  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/console/application.py:190 in _run
       188│         self._load_plugins(io)
       189│ 
     → 190│         exit_code: int = super()._run(io)
       191│         return exit_code
       192│ 

  16  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/cleo/application.py:431 in _run
       429│             io.input.interactive(interactive)
       430│ 
     → 431│         exit_code = self._run_command(command, io)
       432│         self._running_command = None
       433│ 

  15  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/cleo/application.py:473 in _run_command
       471│ 
       472│         if error is not None:
     → 473│             raise error
       474│ 
       475│         return terminate_event.exit_code

  14  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/cleo/application.py:454 in _run_command
       452│ 
       453│         try:
     → 454│             self._event_dispatcher.dispatch(command_event, COMMAND)
       455│ 
       456│             if command_event.command_should_run():

  13  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/cleo/events/event_dispatcher.py:26 in dispatch
        24│ 
        25│         if listeners:
     →  26│             self._do_dispatch(listeners, event_name, event)
        27│ 
        28│         return event

  12  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/cleo/events/event_dispatcher.py:85 in _do_dispatch
        83│                 break
        84│ 
     →  85│             listener(event, event_name, self)
        86│ 
        87│     def _sort_listeners(self, event_name: str) -> None:

  11  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/console/application.py:299 in configure_env
       297│ 
       298│         env_manager = EnvManager(poetry, io=io)
     → 299│         env = env_manager.create_venv()
       300│ 
       301│         if env.is_venv() and io.is_verbose():

  10  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/utils/env/env_manager.py:443 in create_venv
       441│ 
       442│         cwd = self._poetry.file.path.parent
     → 443│         env = self.get(reload=True)
       444│ 
       445│         if not env.is_sane():

   9  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/utils/env/env_manager.py:324 in get
       322│             base_prefix = self.get_base_prefix()
       323│ 
     → 324│         return VirtualEnv(prefix, base_prefix)
       325│ 
       326│     def list(self, name: str | None = None) -> list[VirtualEnv]:

   8  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/utils/env/virtual_env.py:44 in __init__
        42│         # from inside the virtualenv.
        43│         if base is None:
     →  44│             output = self.run_python_script(GET_BASE_PREFIX)
        45│             self._base = Path(output.strip())
        46│ 

   7  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/utils/env/base_env.py:313 in run_python_script
       311│ 
       312│     def run_python_script(self, content: str, **kwargs: Any) -> str:
     → 313│         return self.run(
       314│             self._executable,
       315│             "-I",

   6  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/utils/env/base_env.py:305 in run
       303│     def run(self, bin: str, *args: str, **kwargs: Any) -> str:
       304│         cmd = self.get_command_from_bin(bin) + list(args)
     → 305│         return self._run(cmd, **kwargs)
       306│ 
       307│     def run_pip(self, *args: str, **kwargs: Any) -> str:

   5  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/utils/env/virtual_env.py:88 in _run
        86│     def _run(self, cmd: list[str], **kwargs: Any) -> str:
        87│         kwargs["env"] = self.get_temp_environ(environ=kwargs.get("env"))
     →  88│         return super()._run(cmd, **kwargs)
        89│ 
        90│     def get_temp_environ(

   4  ~/.local/pipx/venvs/poetry/lib/python3.12/site-packages/poetry/utils/env/base_env.py:338 in _run
       336│                 output = ""
       337│             else:
     → 338│                 output = subprocess.check_output(
       339│                     cmd, stderr=stderr, env=env, text=True, **kwargs
       340│                 )

   3  /opt/homebrew/Cellar/python@3.12/3.12.3/Frameworks/Python.framework/Versions/3.12/lib/python3.12/subprocess.py:466 in check_output
        464│         kwargs['input'] = empty
        465│ 
     →  466│     return run(*popenargs, stdout=PIPE, timeout=timeout, check=True,
        467│                **kwargs).stdout
        468│ 

   2  /opt/homebrew/Cellar/python@3.12/3.12.3/Frameworks/Python.framework/Versions/3.12/lib/python3.12/subprocess.py:548 in run
        546│         kwargs['stderr'] = PIPE
        547│ 
     →  548│     with Popen(*popenargs, **kwargs) as process:
        549│         try:
        550│             stdout, stderr = process.communicate(input, timeout=timeout)

   1  /opt/homebrew/Cellar/python@3.12/3.12.3/Frameworks/Python.framework/Versions/3.12/lib/python3.12/subprocess.py:1026 in __init__
       1024│                             encoding=encoding, errors=errors)
       1025│ 
     → 1026│             self._execute_child(args, executable, preexec_fn, close_fds,
       1027│                                 pass_fds, cwd, env,
       1028│                                 startupinfo, creationflags, shell,

  FileNotFoundError

  [Errno 2] No such file or directory: 'python'

  at /opt/homebrew/Cellar/python@3.12/3.12.3/Frameworks/Python.framework/Versions/3.12/lib/python3.12/subprocess.py:1955 in _execute_child
      1951│                         err_filename = orig_executable
      1952│                     if errno_num != 0:
      1953│                         err_msg = os.strerror(errno_num)
      1954│                     if err_filename is not None:
    → 1955│                         raise child_exception_type(errno_num, err_msg, err_filename)
      1956│                     else:
      1957│                         raise child_exception_type(errno_num, err_msg)
      1958│                 raise child_exception_type(err_msg)

[PierreF]

I've hit possibly the same issue. With the same result, the "[Errno 2] No such file or directory: 'python'"

tl; dr: I need to unset VIRTUAL_ENV

In my case it was due to bad interaction with VS code:

• create a virtualenv: poetry env use python3.10
• reload VS code windows. VS code detect the virtualenv
• Open a new terminal inside VS code
• Remove your virtualenv: peotry env remove my-package-ABC-py3.10
• Command poetry env list and poetry env use python3.10

Fix:

• reload VS code windows
• open a new terminal
• back to working state

The difference between broken state and working state is that when VS code detect the virtualenv, VS code "enable" it (but not as usual: PS1 isn't changed, deactivate function doesn't exist). Especially environment variable VIRTUAL_ENV is set, which poetry use. But since this point to the deleted virtualenv, python does not exist in that non-existing virtualenv.