diff --git a/.github/workflows/build.yml b/.github/workflows/build.yml
index e8ef91ba6e..e420f19532 100644
--- a/.github/workflows/build.yml
+++ b/.github/workflows/build.yml
@@ -57,6 +57,11 @@ jobs:
     steps:
       - uses: actions/checkout@755da8c3cf115ac066823e79a1e1788f8940201b # v3.2.0
 
+      - name: Install ubuntu dependencies
+        run: |
+          sudo apt-get -qq update
+          sudo apt-get -qq install -y libarchive-tools
+
       - name: Set up Node.js ${{ env.NODE_VERSION }}
         uses: actions/setup-node@8c91899e586c5b171469028077307d293428b516 # tag=v3.5.1
         with:
diff --git a/src/usr/local/bin/install-pip b/src/usr/local/bin/install-pip
index 987aed02ee..d72350c1bf 100755
--- a/src/usr/local/bin/install-pip
+++ b/src/usr/local/bin/install-pip
@@ -9,13 +9,9 @@ require_tool "$@"
 check_command pip
 
 echo "Installing pip tool ${TOOL_NAME} v${TOOL_VERSION}"
-pip install \
+python -W ignore -m pip install \
   --upgrade \
   --use-pep517 \
   --no-cache-dir \
-  --disable-pip-version-check \
   --quiet \
   "${TOOL_NAME}==${TOOL_VERSION}"
-
-# clean cache https://pip.pypa.io/en/stable/reference/pip_cache/#pip-cache
-pip cache purge
diff --git a/src/usr/local/buildpack/tools/v2/hashin.sh b/src/usr/local/buildpack/tools/v2/hashin.sh
new file mode 100644
index 0000000000..f9cb45bb0b
--- /dev/null
+++ b/src/usr/local/buildpack/tools/v2/hashin.sh
@@ -0,0 +1,9 @@
+#!/bin/bash
+
+# shellcheck source=/dev/null
+. "$(get_buildpack_path)/utils/python.sh"
+
+function link_tool () {
+  post_install
+  hashin --version
+}
diff --git a/src/usr/local/buildpack/tools/v2/pip-tools.sh b/src/usr/local/buildpack/tools/v2/pip-tools.sh
new file mode 100644
index 0000000000..a9fc0aab8d
--- /dev/null
+++ b/src/usr/local/buildpack/tools/v2/pip-tools.sh
@@ -0,0 +1,13 @@
+#!/bin/bash
+
+# shellcheck source=/dev/null
+. "$(get_buildpack_path)/utils/python.sh"
+
+function link_tool () {
+  post_install
+  pip-compile --version
+}
+
+function post_install () {
+  python_shell_wrapper pip-compile
+}
diff --git a/src/usr/local/buildpack/tools/v2/pipenv.sh b/src/usr/local/buildpack/tools/v2/pipenv.sh
new file mode 100644
index 0000000000..f4ff404b14
--- /dev/null
+++ b/src/usr/local/buildpack/tools/v2/pipenv.sh
@@ -0,0 +1,9 @@
+#!/bin/bash
+
+# shellcheck source=/dev/null
+. "$(get_buildpack_path)/utils/python.sh"
+
+function link_tool () {
+  post_install
+  pipenv --version
+}
diff --git a/src/usr/local/buildpack/tools/v2/python.sh b/src/usr/local/buildpack/tools/v2/python.sh
index fd645928f1..62662b9e4d 100644
--- a/src/usr/local/buildpack/tools/v2/python.sh
+++ b/src/usr/local/buildpack/tools/v2/python.sh
@@ -20,8 +20,15 @@ fix_python_shebangs() {
 }
 
 function prepare_tool() {
-  create_tool_path > /dev/null
+  local tool_path
+  tool_path=$(create_tool_path)
+
+  # Workaround for compatibillity for Python hardcoded paths
+  if [ "${tool_path}" != "${ROOT_DIR_LEGACY}/python" ]; then
+    ln -sf "${tool_path}" /usr/local/python
+  fi
   export_path "${USER_HOME}/.local/bin"
+  export_env PIP_DISABLE_PIP_VERSION_CHECK 1
 }
 
 function install_tool () {
@@ -49,8 +56,7 @@ function install_tool () {
   file=$(get_from_url "${url}/${TOOL_VERSION}/python-${TOOL_VERSION}-${version_codename}-${arch}.tar.xz")
 
   if [[ -f ${file} ]]; then
-    echo 'Using prebuild python'
-    tar -C "${versioned_tool_path}" --strip 1 -xf "${file}"
+    bsdtar -C "${versioned_tool_path}" --strip 1 -xf "${file}"
   else
     echo 'No prebuild python found' >&2
     exit 1
@@ -58,21 +64,20 @@ function install_tool () {
 
   fix_python_shebangs
 
-  # install latest pip
-  PIP_ROOT_USER_ACTION=ignore "${versioned_tool_path}/bin/python" -m pip install \
+  # install latest pip and virtualenv
+  PIP_ROOT_USER_ACTION=ignore "${versioned_tool_path}/bin/python" \
+    -W ignore \
+    -m pip \
+      install \
       --compile \
       --use-pep517 \
       --no-warn-script-location \
       --no-cache-dir \
-      --disable-pip-version-check \
       --quiet \
       --upgrade \
       pip \
       virtualenv \
       ;
-
-  # clean cache https://pip.pypa.io/en/stable/reference/pip_cache/#pip-cache
-  "${versioned_tool_path}/bin/python" -m pip cache purge
 }
 
 function link_tool () {
@@ -84,14 +89,13 @@ function link_tool () {
   # export python vars
   export_tool_path "${versioned_tool_path}/bin"
 
-  # TODO: fix me, currently required for global pip
-  shell_wrapper "${TOOL_NAME}" "${versioned_tool_path}/bin" "PYTHONHOME=${versioned_tool_path}"
-  shell_wrapper "${TOOL_NAME}${MAJOR}" "${versioned_tool_path}/bin" "PYTHONHOME=${versioned_tool_path}"
-  shell_wrapper "${TOOL_NAME}${MAJOR}.${MINOR}" "${versioned_tool_path}/bin" "PYTHONHOME=${versioned_tool_path}"
-  shell_wrapper pip "${versioned_tool_path}/bin" "PYTHONHOME=${versioned_tool_path}"
-  shell_wrapper "pip${MAJOR}" "${versioned_tool_path}/bin" "PYTHONHOME=${versioned_tool_path}"
-  shell_wrapper "pip${MAJOR}.${MINOR}" "${versioned_tool_path}/bin" "PYTHONHOME=${versioned_tool_path}"
+  shell_wrapper "${TOOL_NAME}" "${versioned_tool_path}/bin"
+  shell_wrapper "${TOOL_NAME}${MAJOR}" "${versioned_tool_path}/bin"
+  shell_wrapper "${TOOL_NAME}${MAJOR}.${MINOR}" "${versioned_tool_path}/bin"
+  shell_wrapper pip "${versioned_tool_path}/bin"
+  shell_wrapper "pip${MAJOR}" "${versioned_tool_path}/bin"
+  shell_wrapper "pip${MAJOR}.${MINOR}" "${versioned_tool_path}/bin"
 
   python --version
-  pip --version
+  PYTHONWARNINGS=ignore pip --version
 }
diff --git a/src/usr/local/buildpack/utils/python.sh b/src/usr/local/buildpack/utils/python.sh
index 30be75c8f3..a3b52cb2f9 100644
--- a/src/usr/local/buildpack/utils/python.sh
+++ b/src/usr/local/buildpack/utils/python.sh
@@ -44,17 +44,16 @@ function install_tool() {
     --quiet \
     "${tool_path}"
 
-  "${tool_path}/bin/python" -m pip install \
-    --compile \
-    --use-pep517 \
-    --no-warn-script-location \
-    --no-cache-dir \
-    --disable-pip-version-check \
-    --quiet \
-    "${TOOL_NAME}==${TOOL_VERSION}"
-
-  # clean cache https://pip.pypa.io/en/stable/reference/pip_cache/#pip-cache
-  python -m pip cache purge
+  "${tool_path}/bin/python" \
+    -W ignore \
+    -m pip \
+      install \
+      --compile \
+      --use-pep517 \
+      --no-warn-script-location \
+      --no-cache-dir \
+      --quiet \
+      "${TOOL_NAME}==${TOOL_VERSION}"
 
   # remove virtualenv app-data
   rm -rf ~/.local/share/virtualenv
diff --git a/test/python/Dockerfile b/test/python/Dockerfile
index 2765135769..1fb12123ac 100644
--- a/test/python/Dockerfile
+++ b/test/python/Dockerfile
@@ -39,7 +39,7 @@ FROM build as pipenv
 ARG BUILDPACK_DEBUG
 
 # renovate: datasource=pypi
-RUN install-pip pipenv 2022.12.19
+RUN install-tool pipenv 2022.12.19
 
 
 USER 1000
@@ -114,7 +114,6 @@ ARG BUILDPACK_DEBUG
 
 RUN install-tool poetry 0.12.17
 RUN install-tool poetry 1.1.15
-# // Fails tests now
 
 #--------------------------------------
 # test a: pip_requirements
@@ -152,7 +151,7 @@ RUN set -ex \
   ;
 
 # renovate: datasource=pypi
-RUN install-pip hashin 0.17.0
+RUN install-tool hashin 0.17.0
 
 RUN set -ex \
   && cd f \
@@ -175,7 +174,7 @@ RUN install-tool python 3.8.13
 RUN install-tool python 3.11.1
 
 # renovate: datasource=pypi
-RUN install-pip pipenv 2022.12.19
+RUN install-tool pipenv 2022.12.19
 
 RUN set -ex; \
   cd h-pipenv; \
@@ -191,15 +190,15 @@ ARG BUILDPACK_DEBUG
 # needs to be v2
 RUN install-tool python 2.7.18
 
-# don't change
-RUN install-pip pipenv 2020.11.15
+# don't change, never versions don't work on python 2.7
+RUN install-tool pipenv 2020.11.15
 RUN install-tool poetry 0.12.17
-
 RUN install-tool poetry 1.1.15
+RUN install-tool hashin 0.17.0
+RUN install-tool pip-tools 5.5.0
 
-# renovate: datasource=pypi
-RUN install-pip hashin 0.17.0
-
+# https://github.com/python-poetry/poetry/issues/3010
+RUN poetry config experimental.new-installer false
 
 RUN set -ex; \
   poetry new poetry-demo; \
@@ -210,7 +209,7 @@ RUN set -ex; \
 #--------------------------------------
 # final
 #--------------------------------------
-FROM build
+FROM base
 
 COPY --from=test-poetry-a /.dummy /.dummy
 COPY --from=test-poetry-b /.dummy /.dummy