diff --git a/.github/actions/build-binaries/action.yaml b/.github/actions/build-binaries/action.yaml
index 2d371183..04d34235 100644
--- a/.github/actions/build-binaries/action.yaml
+++ b/.github/actions/build-binaries/action.yaml
@@ -1,10 +1,10 @@
-name: "Setup, Build, and Test"
-description: "Set up Python with Poetry, build and test binaries"
+name: "Setup, Build, and Test Pyinstaller Binaries"
+description: "Build, test and upload binaries to GitHub releases and/or artifacts (ensure poetry dependencies are installed before running this action)"
 inputs:
   package_name:
     description: "The name of the package to build and test"
     required: true
-  upload_binaries:
+  production_release:
     description: "Flag to determine if this is a production release"
     required: true
   operating_system:
@@ -24,41 +24,60 @@ runs:
       run: ${{ inputs.build_command }}
       shell: bash
 
-    - name: Test Executable
+    - name: Set TEST_CLI_PATH
       run: |
-        ls -l dist
-        ./dist/${{ inputs.package_name }}/${{ inputs.package_name }}${{ inputs.operating_system == 'windows-latest' && '.exe' || '' }} --help
+        TEST_CLI_PATH="${{ github.workspace }}/dist/${{ inputs.package_name }}/${{ inputs.package_name }}"
+        if [ "${{ inputs.operating_system }}" == "Windows" ]; then
+          TEST_CLI_PATH="${{ github.workspace }}\dist\${{ inputs.package_name }}\${{ inputs.package_name }}.exe"
+        fi
+        echo "TEST_CLI_PATH=$TEST_CLI_PATH" >> $GITHUB_ENV
       shell: bash
 
+    - name: Run portability tests
+      run: |
+        echo "Executing: ${{ env.TEST_CLI_PATH }}"
+        git config --global user.email "actions@github.com" && git config --global user.name "github-actions" 
+        poetry run pytest tests/ -m pyinstaller_binary_tests --cli_path "${{ env.TEST_CLI_PATH }}" --log-cli-level=INFO
+      shell: ${{ inputs.operating_system == 'Windows' && 'cmd' || 'bash' }}
+
     - name: Set release version
       shell: bash
       continue-on-error: true
-      if: ${{ inputs.upload_binaries == 'true' }}
+      if: ${{ inputs.production_release == 'true' }}
       run: |
         echo "RELEASE_VERSION=$(git describe --tags $(git rev-list --tags --max-count=1))" >> $GITHUB_ENV
         git describe --tags $(git rev-list --tags --max-count=1)
 
     - name: Zip binaries
       shell: bash
-      continue-on-error: true
-      if: ${{ inputs.upload_binaries == 'true' }}
       run: |
         ls -l dist
         cd dist/algokit/
-        tar -zcvf ../../algokit-${{ env.RELEASE_VERSION }}-${{ inputs.operating_system }}-py${{ inputs.python_version }}.tar.gz *
+        if [ "${{ inputs.production_release }}" == "true" ]; then
+          tar -zcvf ../../algokit-${{ env.RELEASE_VERSION }}-${{ inputs.operating_system }}-py${{ inputs.python_version }}.tar.gz *
+        else
+          tar -zcvf ../../algokit-${{ inputs.operating_system }}-py${{ inputs.python_version }}.tar.gz *
+        fi
         cd ../..
         ls -l
 
-    - name: Upload binary as artifact
-      if: ${{ inputs.upload_binaries == 'true' }}
+    - name: Upload binary as artifact (release)
+      if: ${{ inputs.production_release == 'true' }}
       uses: actions/upload-artifact@v4
       with:
-        name: algokit-cli-${{ inputs.operating_system }}-py${{ inputs.python_version }}
+        name: algokit-${{ inputs.operating_system }}-py${{ inputs.python_version }}
         path: algokit-${{ env.RELEASE_VERSION }}-${{ inputs.operating_system }}-py${{ inputs.python_version }}.tar.gz
 
+    - name: Upload binary as artifact (dev)
+      if: ${{ inputs.production_release != 'true' }}
+      uses: actions/upload-artifact@v4
+      with:
+        name: algokit-${{ inputs.operating_system }}-py${{ inputs.python_version }}
+        path: algokit-${{ inputs.operating_system }}-py${{ inputs.python_version }}.tar.gz
+
     - name: Append binary to release
       continue-on-error: true
-      if: ${{ inputs.upload_binaries == 'true' }}
+      if: ${{ inputs.production_release == 'true' }}
       uses: softprops/action-gh-release@v1
       with:
         files: |
diff --git a/.github/workflows/build-binaries.yaml b/.github/workflows/build-binaries.yaml
index e3b2e471..7901e1e7 100644
--- a/.github/workflows/build-binaries.yaml
+++ b/.github/workflows/build-binaries.yaml
@@ -3,7 +3,7 @@ name: Build, Test and Publish Pyinstaller Binaries
 on:
   workflow_call:
     inputs:
-      upload_binaries:
+      production_release:
         required: true
         type: string
       python_version:
@@ -11,113 +11,34 @@ on:
         type: string
 
 jobs:
-  build-binaries-ubuntu:
-    runs-on: ubuntu-latest
+  build-binaries:
+    runs-on: ${{ matrix.os }}
+    strategy:
+      matrix:
+        os: [ubuntu-latest, windows-latest, macos-latest]
+        include:
+          - os: ubuntu-latest
+            build_command: "poetry run poe package_unix"
+          - os: windows-latest
+            build_command: "poetry run poe package_windows"
+          - os: macos-latest
+            build_command: "poetry run poe package_unix"
     steps:
-      - name: Checkout source code (for release)
+      - name: Checkout source code
         uses: actions/checkout@v4
-        if: ${{ inputs.upload_binaries == 'true' }}
         with:
-          fetch-depth: 0
-
-      - name: Checkout source code (for build)
-        uses: actions/checkout@v4
-        if: ${{ inputs.upload_binaries != 'true' }}
-        with:
-          fetch-depth: 1
-
-      - name: Set up Python
-        uses: actions/setup-python@v4
-        with:
-          python-version: ${{ inputs.python_version }}
-
-      - name: Set up Poetry
-        uses: ./.github/actions/setup-poetry
-
-      - uses: actions/cache@v4
-        name: Setup poetry cache
-        with:
-          path: ./.venv
-          key: venv-${{ hashFiles('poetry.lock') }}-${{ runner.os }}-${{ inputs.python_version }}
-
-      - name: Install dependencies
-        run: poetry install --no-interaction
-
-      - name: Build linux binary
-        uses: ./.github/actions/build-binaries
-        with:
-          python_version: ${{ inputs.python_version }}
-          package_name: "algokit"
-          upload_binaries: ${{ inputs.upload_binaries }}
-          operating_system: ${{ runner.os }}
-          build_command: "poetry run poe package_unix"
-
-  build-binaries-windows:
-    runs-on: windows-latest
-    steps:
-      - name: Checkout source code (for release)
-        uses: actions/checkout@v4
-        if: ${{ inputs.upload_binaries == 'true' }}
-        with:
-          fetch-depth: 0
-
-      - name: Checkout source code (for build)
-        uses: actions/checkout@v4
-        if: ${{ inputs.upload_binaries != 'true' }}
-        with:
-          fetch-depth: 1
-
-      - name: Set up Python
-        uses: actions/setup-python@v4
-        with:
-          python-version: ${{ inputs.python_version }}
-
-      - name: Set up Poetry
-        uses: ./.github/actions/setup-poetry
-
-      - uses: actions/cache@v4
-        name: Setup poetry cache
-        with:
-          path: ./.venv
-          key: venv-${{ hashFiles('poetry.lock') }}-${{ runner.os }}-${{ inputs.python_version }}
-
-      - name: Install dependencies
-        run: poetry install --no-interaction
-
-      - name: Build windows binary
-        uses: ./.github/actions/build-binaries
-        with:
-          python_version: ${{ inputs.python_version }}
-          package_name: "algokit"
-          upload_binaries: ${{ inputs.upload_binaries }}
-          operating_system: ${{ runner.os }}
-          build_command: "poetry run poe package_windows"
-
-  build-binaries-macos:
-    runs-on: macos-latest
-    steps:
-      - name: Checkout source code (for release)
-        uses: actions/checkout@v4
-        if: ${{ inputs.upload_binaries == 'true' }}
-        with:
-          fetch-depth: 0
-
-      - name: Checkout source code (for build)
-        uses: actions/checkout@v4
-        if: ${{ inputs.upload_binaries != 'true' }}
-        with:
-          fetch-depth: 1
+          fetch-depth: ${{ inputs.production_release == 'true' && '0' || '1' }}
 
       - name: Set up Python
-        uses: actions/setup-python@v4
+        uses: actions/setup-python@v5
         with:
           python-version: ${{ inputs.python_version }}
 
       - name: Set up Poetry
         uses: ./.github/actions/setup-poetry
 
-      - uses: actions/cache@v4
-        name: Setup poetry cache
+      - name: Setup poetry cache
+        uses: actions/cache@v4
         with:
           path: ./.venv
           key: venv-${{ hashFiles('poetry.lock') }}-${{ runner.os }}-${{ inputs.python_version }}
@@ -125,11 +46,11 @@ jobs:
       - name: Install dependencies
         run: poetry install --no-interaction
 
-      - name: Build macos binary
+      - name: Build & test binary
         uses: ./.github/actions/build-binaries
         with:
           python_version: ${{ inputs.python_version }}
           package_name: "algokit"
-          upload_binaries: ${{ inputs.upload_binaries }}
+          production_release: ${{ inputs.production_release }}
           operating_system: ${{ runner.os }}
-          build_command: "poetry run poe package_unix"
+          build_command: ${{ matrix.build_command }}
diff --git a/.github/workflows/build-python.yaml b/.github/workflows/build-python.yaml
index 6f96ab3d..dbd4802f 100644
--- a/.github/workflows/build-python.yaml
+++ b/.github/workflows/build-python.yaml
@@ -15,7 +15,7 @@ jobs:
         uses: actions/checkout@v4
 
       - name: Set up Python
-        uses: actions/setup-python@v4
+        uses: actions/setup-python@v5
         with:
           python-version: ${{ matrix.python }}
 
@@ -35,8 +35,10 @@ jobs:
 
       - name: pytest + coverage
         shell: bash
+        # git config is needed due to several tests relying on e2e copier invocation and copier relies on git during `copy` command
         run: |
           set -o pipefail
+          git config --global user.email "actions@github.com" && git config --global user.name "github-actions"
           poetry run pytest -n auto --junitxml=pytest-junit.xml --cov-report=term-missing:skip-covered --cov=src | tee pytest-coverage.txt
         id: pytest
 
diff --git a/.github/workflows/cd.yaml b/.github/workflows/cd.yaml
index 20d2ecef..0fcfaedd 100644
--- a/.github/workflows/cd.yaml
+++ b/.github/workflows/cd.yaml
@@ -39,7 +39,7 @@ jobs:
           fetch-depth: 0
 
       - name: Set up Python
-        uses: actions/setup-python@v4
+        uses: actions/setup-python@v5
         with:
           python-version: "3.10"
 
@@ -123,7 +123,7 @@ jobs:
     uses: ./.github/workflows/build-binaries.yaml
     needs: release
     with:
-      upload_binaries: "true"
+      production_release: "true"
       python_version: "3.12"
 
   cd-publish-release-packages:
diff --git a/.github/workflows/check-python.yaml b/.github/workflows/check-python.yaml
index 7fb5c839..98300996 100644
--- a/.github/workflows/check-python.yaml
+++ b/.github/workflows/check-python.yaml
@@ -11,7 +11,7 @@ jobs:
         uses: actions/checkout@v4
 
       - name: Set up Python 3.12
-        uses: actions/setup-python@v4
+        uses: actions/setup-python@v5
         with:
           python-version: "3.12"
 
diff --git a/.github/workflows/pr.yaml b/.github/workflows/pr.yaml
index 02e732bf..7c002623 100644
--- a/.github/workflows/pr.yaml
+++ b/.github/workflows/pr.yaml
@@ -12,14 +12,14 @@ jobs:
     uses: ./.github/workflows/check-python.yaml
 
   pr-build:
-    name: Build and Test Python
+    name: Build & Test Python
     needs: pr-check
     uses: ./.github/workflows/build-python.yaml
 
   pr-binaries-build:
-    name: Build Binaries
+    name: Build & Test Binaries
     needs: pr-check
     uses: ./.github/workflows/build-binaries.yaml
     with:
-      upload_binaries: "false"
+      production_release: "false"
       python_version: "3.12"
diff --git a/docs/tutorials/algokit-template.md b/docs/tutorials/algokit-template.md
index d0f12023..178f15fd 100644
--- a/docs/tutorials/algokit-template.md
+++ b/docs/tutorials/algokit-template.md
@@ -143,6 +143,35 @@ When creating an AlgoKit template, there are a few default behaviors that you ca
 
 By combining predefined Copier answers with these default behaviors, you can create a smooth, efficient, and intuitive initialization experience for the users of your template.
 
+### Executing Python Tasks in Templates
+
+If you need to use Python scripts as tasks within your Copier templates, ensure that you have Python installed on the host machine.
+By convention, AlgoKit automatically detects the Python installation on your machine and fills in the `python_path` variable accordingly.
+This process ensures that any Python scripts included as tasks within your Copier templates will execute using the system's Python interpreter.
+It's important to note that the use of `_copier_python` is not recommended. Here's an example of specifying a Python script execution in your `copier.yaml` without needing to explicitly use `_copier_python`:
+
+```yaml
+- "{{ python_path }} your_python_script.py"
+```
+
+If you'd like your template to be backwards compatible with versions of `algokit-cli` older than `v1.11.3` when executing custom python scripts via `copier` tasks, you can use a conditional statement to determine the Python path:
+
+```yaml
+- "{{ python_path if python_path else _copier_python }} your_python_script.py"
+# _copier_python above is used for backwards compatibility with versions < v1.11.3 of the algokit cli
+```
+
+And to define `python_path` in your Copier questions:
+
+```yaml
+# Auto determined by algokit-cli from v1.11.3 to allow execution of python script
+# in binary mode.
+python_path:
+  type: str
+  help: Path to the sys.executable.
+  when: false
+```
+
 ### Working with Generators
 
 After mastering the use of `copier` and building your templates based on the official AlgoKit template repositories, you can enhance your proficiency by learning to define `custom generators`. Essentially, generators are smaller-scope `copier` templates designed to provide additional functionality after a project has been initialized from the template.
diff --git a/poetry.lock b/poetry.lock
index bfaa8a31..eb39ce67 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -1341,16 +1341,6 @@ files = [
     {file = "MarkupSafe-2.1.3-cp311-cp311-musllinux_1_1_x86_64.whl", hash = "sha256:5bbe06f8eeafd38e5d0a4894ffec89378b6c6a625ff57e3028921f8ff59318ac"},
     {file = "MarkupSafe-2.1.3-cp311-cp311-win32.whl", hash = "sha256:dd15ff04ffd7e05ffcb7fe79f1b98041b8ea30ae9234aed2a9168b5797c3effb"},
     {file = "MarkupSafe-2.1.3-cp311-cp311-win_amd64.whl", hash = "sha256:134da1eca9ec0ae528110ccc9e48041e0828d79f24121a1a146161103c76e686"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-macosx_10_9_universal2.whl", hash = "sha256:f698de3fd0c4e6972b92290a45bd9b1536bffe8c6759c62471efaa8acb4c37bc"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-macosx_10_9_x86_64.whl", hash = "sha256:aa57bd9cf8ae831a362185ee444e15a93ecb2e344c8e52e4d721ea3ab6ef1823"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:ffcc3f7c66b5f5b7931a5aa68fc9cecc51e685ef90282f4a82f0f5e9b704ad11"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:47d4f1c5f80fc62fdd7777d0d40a2e9dda0a05883ab11374334f6c4de38adffd"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-manylinux_2_5_i686.manylinux1_i686.manylinux_2_17_i686.manylinux2014_i686.whl", hash = "sha256:1f67c7038d560d92149c060157d623c542173016c4babc0c1913cca0564b9939"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-musllinux_1_1_aarch64.whl", hash = "sha256:9aad3c1755095ce347e26488214ef77e0485a3c34a50c5a5e2471dff60b9dd9c"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-musllinux_1_1_i686.whl", hash = "sha256:14ff806850827afd6b07a5f32bd917fb7f45b046ba40c57abdb636674a8b559c"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-musllinux_1_1_x86_64.whl", hash = "sha256:8f9293864fe09b8149f0cc42ce56e3f0e54de883a9de90cd427f191c346eb2e1"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-win32.whl", hash = "sha256:715d3562f79d540f251b99ebd6d8baa547118974341db04f5ad06d5ea3eb8007"},
-    {file = "MarkupSafe-2.1.3-cp312-cp312-win_amd64.whl", hash = "sha256:1b8dd8c3fd14349433c79fa8abeb573a55fc0fdd769133baac1f5e07abf54aeb"},
     {file = "MarkupSafe-2.1.3-cp37-cp37m-macosx_10_9_x86_64.whl", hash = "sha256:8e254ae696c88d98da6555f5ace2279cf7cd5b3f52be2b5cf97feafe883b58d2"},
     {file = "MarkupSafe-2.1.3-cp37-cp37m-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:cb0932dc158471523c9637e807d9bfb93e06a95cbf010f1a38b98623b929ef2b"},
     {file = "MarkupSafe-2.1.3-cp37-cp37m-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:9402b03f1a1b4dc4c19845e5c749e3ab82d5078d16a2a4c2cd2df62d57bb0707"},
@@ -2548,7 +2538,6 @@ files = [
     {file = "PyYAML-6.0.1-cp310-cp310-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:69b023b2b4daa7548bcfbd4aa3da05b3a74b772db9e23b982788168117739938"},
     {file = "PyYAML-6.0.1-cp310-cp310-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:81e0b275a9ecc9c0c0c07b4b90ba548307583c125f54d5b6946cfee6360c733d"},
     {file = "PyYAML-6.0.1-cp310-cp310-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:ba336e390cd8e4d1739f42dfe9bb83a3cc2e80f567d8805e11b46f4a943f5515"},
-    {file = "PyYAML-6.0.1-cp310-cp310-musllinux_1_1_x86_64.whl", hash = "sha256:326c013efe8048858a6d312ddd31d56e468118ad4cdeda36c719bf5bb6192290"},
     {file = "PyYAML-6.0.1-cp310-cp310-win32.whl", hash = "sha256:bd4af7373a854424dabd882decdc5579653d7868b8fb26dc7d0e99f823aa5924"},
     {file = "PyYAML-6.0.1-cp310-cp310-win_amd64.whl", hash = "sha256:fd1592b3fdf65fff2ad0004b5e363300ef59ced41c2e6b3a99d4089fa8c5435d"},
     {file = "PyYAML-6.0.1-cp311-cp311-macosx_10_9_x86_64.whl", hash = "sha256:6965a7bc3cf88e5a1c3bd2e0b5c22f8d677dc88a455344035f03399034eb3007"},
@@ -2556,15 +2545,8 @@ files = [
     {file = "PyYAML-6.0.1-cp311-cp311-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:42f8152b8dbc4fe7d96729ec2b99c7097d656dc1213a3229ca5383f973a5ed6d"},
     {file = "PyYAML-6.0.1-cp311-cp311-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:062582fca9fabdd2c8b54a3ef1c978d786e0f6b3a1510e0ac93ef59e0ddae2bc"},
     {file = "PyYAML-6.0.1-cp311-cp311-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:d2b04aac4d386b172d5b9692e2d2da8de7bfb6c387fa4f801fbf6fb2e6ba4673"},
-    {file = "PyYAML-6.0.1-cp311-cp311-musllinux_1_1_x86_64.whl", hash = "sha256:e7d73685e87afe9f3b36c799222440d6cf362062f78be1013661b00c5c6f678b"},
     {file = "PyYAML-6.0.1-cp311-cp311-win32.whl", hash = "sha256:1635fd110e8d85d55237ab316b5b011de701ea0f29d07611174a1b42f1444741"},
     {file = "PyYAML-6.0.1-cp311-cp311-win_amd64.whl", hash = "sha256:bf07ee2fef7014951eeb99f56f39c9bb4af143d8aa3c21b1677805985307da34"},
-    {file = "PyYAML-6.0.1-cp312-cp312-macosx_10_9_x86_64.whl", hash = "sha256:855fb52b0dc35af121542a76b9a84f8d1cd886ea97c84703eaa6d88e37a2ad28"},
-    {file = "PyYAML-6.0.1-cp312-cp312-macosx_11_0_arm64.whl", hash = "sha256:40df9b996c2b73138957fe23a16a4f0ba614f4c0efce1e9406a184b6d07fa3a9"},
-    {file = "PyYAML-6.0.1-cp312-cp312-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:6c22bec3fbe2524cde73d7ada88f6566758a8f7227bfbf93a408a9d86bcc12a0"},
-    {file = "PyYAML-6.0.1-cp312-cp312-musllinux_1_1_x86_64.whl", hash = "sha256:8d4e9c88387b0f5c7d5f281e55304de64cf7f9c0021a3525bd3b1c542da3b0e4"},
-    {file = "PyYAML-6.0.1-cp312-cp312-win32.whl", hash = "sha256:d483d2cdf104e7c9fa60c544d92981f12ad66a457afae824d146093b8c294c54"},
-    {file = "PyYAML-6.0.1-cp312-cp312-win_amd64.whl", hash = "sha256:0d3304d8c0adc42be59c5f8a4d9e3d7379e6955ad754aa9d6ab7a398b59dd1df"},
     {file = "PyYAML-6.0.1-cp36-cp36m-macosx_10_9_x86_64.whl", hash = "sha256:50550eb667afee136e9a77d6dc71ae76a44df8b3e51e41b77f6de2932bfe0f47"},
     {file = "PyYAML-6.0.1-cp36-cp36m-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:1fe35611261b29bd1de0070f0b2f47cb6ff71fa6595c077e42bd0c419fa27b98"},
     {file = "PyYAML-6.0.1-cp36-cp36m-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:704219a11b772aea0d8ecd7058d0082713c3562b4e271b849ad7dc4a5c90c13c"},
@@ -2581,7 +2563,6 @@ files = [
     {file = "PyYAML-6.0.1-cp38-cp38-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:a0cd17c15d3bb3fa06978b4e8958dcdc6e0174ccea823003a106c7d4d7899ac5"},
     {file = "PyYAML-6.0.1-cp38-cp38-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:28c119d996beec18c05208a8bd78cbe4007878c6dd15091efb73a30e90539696"},
     {file = "PyYAML-6.0.1-cp38-cp38-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:7e07cbde391ba96ab58e532ff4803f79c4129397514e1413a7dc761ccd755735"},
-    {file = "PyYAML-6.0.1-cp38-cp38-musllinux_1_1_x86_64.whl", hash = "sha256:49a183be227561de579b4a36efbb21b3eab9651dd81b1858589f796549873dd6"},
     {file = "PyYAML-6.0.1-cp38-cp38-win32.whl", hash = "sha256:184c5108a2aca3c5b3d3bf9395d50893a7ab82a38004c8f61c258d4428e80206"},
     {file = "PyYAML-6.0.1-cp38-cp38-win_amd64.whl", hash = "sha256:1e2722cc9fbb45d9b87631ac70924c11d3a401b2d7f410cc0e3bbf249f2dca62"},
     {file = "PyYAML-6.0.1-cp39-cp39-macosx_10_9_x86_64.whl", hash = "sha256:9eb6caa9a297fc2c2fb8862bc5370d0303ddba53ba97e71f08023b6cd73d16a8"},
@@ -2589,7 +2570,6 @@ files = [
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:5773183b6446b2c99bb77e77595dd486303b4faab2b086e7b17bc6bef28865f6"},
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:b786eecbdf8499b9ca1d697215862083bd6d2a99965554781d0d8d1ad31e13a0"},
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:bc1bf2925a1ecd43da378f4db9e4f799775d6367bdb94671027b73b393a7c42c"},
-    {file = "PyYAML-6.0.1-cp39-cp39-musllinux_1_1_x86_64.whl", hash = "sha256:04ac92ad1925b2cff1db0cfebffb6ffc43457495c9b3c39d3fcae417d7125dc5"},
     {file = "PyYAML-6.0.1-cp39-cp39-win32.whl", hash = "sha256:faca3bdcf85b2fc05d06ff3fbc1f83e1391b3e724afa3feba7d13eeab355484c"},
     {file = "PyYAML-6.0.1-cp39-cp39-win_amd64.whl", hash = "sha256:510c9deebc5c0225e8c96813043e62b680ba2f9c50a08d3724c7f28a747d1486"},
     {file = "PyYAML-6.0.1.tar.gz", hash = "sha256:bfdf460b1736c775f2ba9f6a92bca30bc2095067b8a9d77876d1fad6cc3b4a43"},
diff --git a/pyproject.toml b/pyproject.toml
index d753497e..dc7f6a19 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -58,8 +58,8 @@ docs_generate = "sphinx-build -b markdown -E docs/sphinx docs/cli"
 docs_toc = "gfm-toc docs/cli/index.md -e 3"
 docs_title = {shell = "(echo \"# AlgoKit CLI Reference Documentation\\n\\n\"; cat docs/cli/index.md) > docs/cli/temp.md && mv docs/cli/temp.md docs/cli/index.md"}
 docs = ["docs_generate", "docs_toc", "docs_title"]
-package_unix = "pyinstaller --onedir --hidden-import jinja2_ansible_filters --hidden-import multiformats_config --copy-metadata algokit --name algokit --noconfirm src/algokit/__main__.py --add-data './misc/multiformats_config/multibase-table.json:multiformats_config/' --add-data './misc/multiformats_config/multicodec-table.json:multiformats_config/'"
-package_windows = "pyinstaller --onedir --hidden-import jinja2_ansible_filters --hidden-import multiformats_config --copy-metadata algokit --name algokit --noconfirm src/algokit/__main__.py --add-data ./misc/multiformats_config/multibase-table.json;multiformats_config/ --add-data ./misc/multiformats_config/multicodec-table.json;multiformats_config/"
+package_unix = "pyinstaller --clean --onedir --hidden-import jinja2_ansible_filters --hidden-import multiformats_config --copy-metadata algokit --name algokit --noconfirm src/algokit/__main__.py --add-data './misc/multiformats_config/multibase-table.json:multiformats_config/' --add-data './misc/multiformats_config/multicodec-table.json:multiformats_config/'"
+package_windows = "pyinstaller --clean --onedir --hidden-import jinja2_ansible_filters --hidden-import multiformats_config --copy-metadata algokit --name algokit --noconfirm src/algokit/__main__.py --add-data ./misc/multiformats_config/multibase-table.json;multiformats_config/ --add-data ./misc/multiformats_config/multicodec-table.json;multiformats_config/"
 
 
 [tool.ruff]
@@ -161,7 +161,9 @@ suppress-none-returning = true
 pythonpath = ["src", "tests"]
 markers = [
     "mock_platform_system",
+    "pyinstaller_binary_tests: mark as a test that require algokit binary to be passed via cli arg"
 ]
+addopts = "-m 'not pyinstaller_binary_tests'" # by default, exclude pyinstaller_binary_tests
 [tool.mypy]
 files = ["src", "tests"]
 exclude = ["dist"]
diff --git a/src/algokit/__main__.py b/src/algokit/__main__.py
index 68e5bacc..91df6dec 100644
--- a/src/algokit/__main__.py
+++ b/src/algokit/__main__.py
@@ -1,3 +1,7 @@
+from multiprocessing import freeze_support
+
 from algokit.cli import algokit
 
+# Required to support full feature parity when running in binary execution mode
+freeze_support()
 algokit()
diff --git a/src/algokit/cli/init.py b/src/algokit/cli/init.py
index 06460477..6457ce28 100644
--- a/src/algokit/cli/init.py
+++ b/src/algokit/cli/init.py
@@ -13,6 +13,7 @@
 from algokit.core.bootstrap import bootstrap_any_including_subdirs, project_minimum_algokit_version_check
 from algokit.core.log_handlers import EXTRA_EXCLUDE_FROM_CONSOLE
 from algokit.core.sandbox import DEFAULT_ALGOD_PORT, DEFAULT_ALGOD_SERVER, DEFAULT_ALGOD_TOKEN, DEFAULT_INDEXER_PORT
+from algokit.core.utils import get_python_paths
 
 logger = logging.getLogger(__name__)
 
@@ -216,6 +217,12 @@ def init_command(  # noqa: PLR0913
     # provide the directory name as an answer to the template, if not explicitly overridden by user
     answers_dict.setdefault("project_name", directory_name)
 
+    system_python_path = next(get_python_paths(), None)
+    if system_python_path is not None:
+        answers_dict.setdefault("python_path", system_python_path)
+    else:
+        answers_dict.setdefault("python_path", "no_system_python_available")
+
     logger.info("Starting template copy and render...")
     # copier is lazy imported for two reasons
     # 1. it is slow to import on first execution after installing
diff --git a/src/algokit/core/generate.py b/src/algokit/core/generate.py
index 254f78be..a1838991 100644
--- a/src/algokit/core/generate.py
+++ b/src/algokit/core/generate.py
@@ -5,6 +5,7 @@
 import click
 
 from algokit.core.conf import ALGOKIT_CONFIG, get_algokit_config
+from algokit.core.utils import get_python_paths
 
 logger = logging.getLogger(__name__)
 
@@ -33,6 +34,15 @@ def run_generator(answers: dict, path: Path) -> None:
     :param path: Path to the generator.
     """
 
+    # Below ensures that if the generator copier.yaml relies on python_path answer
+    # it will be set to the system python path if available by algokit cli
+    answers_dict = answers.copy()
+    system_python_path = next(get_python_paths(), None)
+    if system_python_path is not None:
+        answers_dict.setdefault("python_path", system_python_path)
+    else:
+        answers_dict.setdefault("python_path", "no_system_python_available")
+
     # copier is lazy imported for two reasons
     # 1. it is slow to import on first execution after installing
     # 2. the import fails if git is not installed (which we check above)
@@ -42,13 +52,15 @@ def run_generator(answers: dict, path: Path) -> None:
     with Worker(
         src_path=str(path),
         dst_path=cwd,
-        data=answers,
+        data=answers_dict,
         quiet=True,
         unsafe=True,
     ) as copier_worker:
         logger.debug(f"Running generator in {copier_worker.src_path}")
         copier_worker.run_copy()
 
+    logger.info(f"Generator {path} executed successfully")
+
 
 def load_generators(project_dir: Path) -> list[Generator]:
     """
diff --git a/src/algokit/core/utils.py b/src/algokit/core/utils.py
index 9ebb08f5..349e2e10 100644
--- a/src/algokit/core/utils.py
+++ b/src/algokit/core/utils.py
@@ -123,7 +123,7 @@ def get_python_paths() -> Iterator[str]:
 
 def get_base_python_path() -> str | None:
     this_python: str | None = sys.executable
-    if not this_python:
+    if not this_python or this_python.endswith("algokit"):
         # Not: can be empty or None... yikes! unlikely though
         # https://docs.python.org/3.10/library/sys.html#sys.executable
         return None
diff --git a/tests/conftest.py b/tests/conftest.py
index 43fa6510..29984307 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -2,6 +2,7 @@
 import json
 import logging
 import os
+import subprocess
 import typing
 from collections.abc import Callable, Sequence  # noqa: RUF100, TCH003
 from pathlib import Path
@@ -190,3 +191,41 @@ def _delete_password(service_name: str, username: str) -> None:  # noqa: ARG001
     # Teardown step: reset the credentials
     for key in credentials:
         credentials[key] = None
+
+
+def pytest_addoption(parser: pytest.Parser) -> None:
+    parser.addoption("--cli_path", action="store")
+
+
+@pytest.fixture(scope="session")
+def cli_path(request: pytest.FixtureRequest) -> str | None:
+    cli_path_value = str(request.config.option.cli_path)
+    if cli_path_value is None:
+        pytest.skip()
+    return cli_path_value
+
+
+@pytest.fixture()
+def dummy_algokit_template_with_python_task(tmp_path_factory: pytest.TempPathFactory) -> dict[str, Path]:
+    """
+    Used in init approval tests and binary portability tests
+    """
+
+    cwd = tmp_path_factory.mktemp("cwd")
+    dummy_template_path = cwd / "dummy_template"
+    dummy_template_path.mkdir()
+    (dummy_template_path / "copier.yaml").write_text(
+        """
+        _tasks:
+            - "echo '==== 1/1 - Emulate fullstack template python task ===='"
+            - '{{ python_path }} -c ''print("hello world")'''
+
+        python_path:
+            type: str
+            help: Path to the sys.executable.
+        """
+    )
+    subprocess.run(["git", "init"], cwd=dummy_template_path, check=False)
+    subprocess.run(["git", "add", "."], cwd=dummy_template_path, check=False)
+    subprocess.run(["git", "commit", "-m", "chore: setup dummy test template"], cwd=dummy_template_path, check=False)
+    return {"template_path": dummy_template_path, "cwd": cwd}
diff --git a/tests/generate/test_generate_custom_generate_commands.py b/tests/generate/test_generate_custom_generate_commands.py
index a6cfb5a8..572f8da7 100644
--- a/tests/generate/test_generate_custom_generate_commands.py
+++ b/tests/generate/test_generate_custom_generate_commands.py
@@ -155,3 +155,23 @@ def test_generate_custom_generate_commands_valid_generator_invalid_path(
 
     assert result.exit_code == 0
     verify(result.output)
+
+
+def test_generate_custom_generate_commands_valid_generator_run_with_python_path(
+    dummy_algokit_template_with_python_task: dict[str, Path],
+) -> None:
+    cwd = dummy_algokit_template_with_python_task["cwd"]
+    template_path = str(dummy_algokit_template_with_python_task["template_path"]).replace("\\", r"\\")
+    (cwd / ALGOKIT_CONFIG).write_text(
+        f"""
+[generate.smart_contract]
+description = "Generates a new smart contract"
+path = "{template_path}"
+    """.strip(),
+        encoding="utf-8",
+    )
+
+    result = invoke("generate smart-contract", cwd=cwd, input="y\n")
+
+    assert result.exit_code == 0
+    verify(result.output)
diff --git a/tests/generate/test_generate_custom_generate_commands.test_generate_custom_generate_commands_valid_generator_run.approved.txt b/tests/generate/test_generate_custom_generate_commands.test_generate_custom_generate_commands_valid_generator_run.approved.txt
index 4b7baaf8..7251215c 100644
--- a/tests/generate/test_generate_custom_generate_commands.test_generate_custom_generate_commands_valid_generator_run.approved.txt
+++ b/tests/generate/test_generate_custom_generate_commands.test_generate_custom_generate_commands_valid_generator_run.approved.txt
@@ -1,3 +1,4 @@
 DEBUG: Attempting to load project config from {current_working_directory}/.algokit.toml
 You are about to run a generator. Please make sure it's from a trusted source (for example, official AlgoKit Templates). Do you want to proceed? [y/N]: y
 DEBUG: Running generator in {current_working_directory}/smart_contract
+Generator {current_working_directory}/smart_contract executed successfully
diff --git a/tests/generate/test_generate_custom_generate_commands.test_generate_custom_generate_commands_valid_generator_run_with_python_path.approved.txt b/tests/generate/test_generate_custom_generate_commands.test_generate_custom_generate_commands_valid_generator_run_with_python_path.approved.txt
new file mode 100644
index 00000000..3d266ed0
--- /dev/null
+++ b/tests/generate/test_generate_custom_generate_commands.test_generate_custom_generate_commands_valid_generator_run_with_python_path.approved.txt
@@ -0,0 +1,5 @@
+DEBUG: Attempting to load project config from {current_working_directory}/.algokit.toml
+You are about to run a generator. Please make sure it's from a trusted source (for example, official AlgoKit Templates). Do you want to proceed? [y/N]: y
+DEBUG: Running generator in {current_working_directory}/dummy_template
+No git tags found in template; using HEAD as ref
+Generator {current_working_directory}/dummy_template executed successfully
diff --git a/tests/init/test_init.py b/tests/init/test_init.py
index be6172cc..e71c3f93 100644
--- a/tests/init/test_init.py
+++ b/tests/init/test_init.py
@@ -685,6 +685,56 @@ def test_init_with_custom_env(tmp_path_factory: TempPathFactory) -> None:
     )
 
 
+def test_init_template_with_python_task_fails_on_missing_python(
+    mocker: MockerFixture, dummy_algokit_template_with_python_task: dict[str, Path]
+) -> None:
+    which_mock = WhichMock()
+    mocker.patch("algokit.core.utils.which").side_effect = which_mock.which
+    mocker.patch("algokit.core.utils.get_base_python_path", return_value=None)
+    which_mock.remove("python")
+    which_mock.remove("python3")
+
+    ref = "HEAD"
+    result = invoke(
+        [
+            "init",
+            "--name",
+            "myapp",
+            "--no-git",
+            "--defaults",
+            f"--template-url={dummy_algokit_template_with_python_task['template_path']}",
+            f"--template-url-ref={ref}",
+            "--UNSAFE-SECURITY-accept-template-url",
+        ],
+        cwd=dummy_algokit_template_with_python_task["cwd"],
+        input="y\n",
+    )
+
+    assert result.exit_code == 1
+    verify(result.output, scrubber=make_output_scrubber())
+
+
+def test_init_template_with_python_task_works(dummy_algokit_template_with_python_task: dict[str, Path]) -> None:
+    ref = "HEAD"
+    result = invoke(
+        [
+            "init",
+            "--name",
+            "myapp",
+            "--no-git",
+            "--defaults",
+            f"--template-url={dummy_algokit_template_with_python_task['template_path']}",
+            f"--template-url-ref={ref}",
+            "--UNSAFE-SECURITY-accept-template-url",
+        ],
+        cwd=dummy_algokit_template_with_python_task["cwd"],
+        input="y\n",
+    )
+
+    assert result.exit_code == 0
+    verify(result.output, scrubber=make_output_scrubber())
+
+
 def _remove_git_hints(output: str) -> str:
     git_init_hint_prefix = "DEBUG: git: hint:"
     lines = [line for line in output.splitlines() if not line.startswith(git_init_hint_prefix)]
diff --git a/tests/init/test_init.test_init_template_with_python_task_fails_on_missing_python.approved.txt b/tests/init/test_init.test_init_template_with_python_task_fails_on_missing_python.approved.txt
new file mode 100644
index 00000000..4e790ca9
--- /dev/null
+++ b/tests/init/test_init.test_init_template_with_python_task_fails_on_missing_python.approved.txt
@@ -0,0 +1,6 @@
+WARNING: Community templates have not been reviewed, and can execute arbitrary code.
+Please inspect the template repository, and pay particular attention to the values of _tasks, _migrations and _jinja_extensions in copier.yml
+DEBUG: template source = {current_working_directory}/dummy_template@HEAD
+DEBUG: project path = {current_working_directory}/myapp
+Starting template copy and render...
+DEBUG: final clone URL = {current_working_directory}/dummy_template
diff --git a/tests/init/test_init.test_init_template_with_python_task_works.approved.txt b/tests/init/test_init.test_init_template_with_python_task_works.approved.txt
new file mode 100644
index 00000000..ec197f48
--- /dev/null
+++ b/tests/init/test_init.test_init_template_with_python_task_works.approved.txt
@@ -0,0 +1,11 @@
+WARNING: Community templates have not been reviewed, and can execute arbitrary code.
+Please inspect the template repository, and pay particular attention to the values of _tasks, _migrations and _jinja_extensions in copier.yml
+DEBUG: template source = {current_working_directory}/dummy_template@HEAD
+DEBUG: project path = {current_working_directory}/myapp
+Starting template copy and render...
+DEBUG: final clone URL = {current_working_directory}/dummy_template
+Template render complete!
+DEBUG: Attempting to load project config from {current_working_directory}/myapp/.algokit.toml
+DEBUG: No .algokit.toml file found in the project directory.
+Executed `algokit bootstrap all` in {current_working_directory}/myapp
+🙌 Project initialized at `myapp`! For template specific next steps, consult the documentation of your selected template 🧐
diff --git a/tests/portability/test_pyinstaller_binary.py b/tests/portability/test_pyinstaller_binary.py
new file mode 100644
index 00000000..47537885
--- /dev/null
+++ b/tests/portability/test_pyinstaller_binary.py
@@ -0,0 +1,77 @@
+import logging
+import subprocess
+import sys
+import time
+from os import environ
+from pathlib import Path
+
+import pytest
+
+logger = logging.getLogger(__name__)
+
+pytestmark = pytest.mark.pyinstaller_binary_tests
+
+
+def command_str_to_list(command: str) -> list[str]:
+    return command.split(" ")
+
+
+@pytest.mark.parametrize(
+    ("command", "exit_codes"),
+    [
+        (command_str_to_list("--help"), [0]),
+        (command_str_to_list("doctor"), [0]),
+        (command_str_to_list("task vanity-address PY"), [0]),
+    ],
+)
+def test_non_interactive_algokit_commands(
+    command: list[str], exit_codes: list[int], cli_path: str, tmp_path_factory: pytest.TempPathFactory
+) -> None:
+    cwd = tmp_path_factory.mktemp("cwd")
+    execution_result = subprocess.run([cli_path, *command], capture_output=True, text=True, check=False, cwd=cwd)
+    logger.info(f"Command {command} returned {execution_result.stdout}")
+
+    # Parts of doctor will fail in CI on macOS and windows on github actions since docker isn't available by default
+    if "doctor" in command and sys.platform in ["darwin", "windows"] and environ.get("CI"):
+        exit_codes.append(1)
+
+    assert execution_result.returncode in exit_codes, f"Command {command} failed with {execution_result.stderr}"
+
+
+def test_algokit_init(
+    cli_path: str,
+    dummy_algokit_template_with_python_task: dict[str, Path],
+) -> None:
+    command = command_str_to_list(
+        "init --name testproject "
+        "--UNSAFE-SECURITY-accept-template-url "
+        f"--template-url {dummy_algokit_template_with_python_task['template_path']} "
+        "--template-url-ref=HEAD --no-git --no-ide --defaults"
+    )
+
+    process = subprocess.Popen(
+        [cli_path, *command],
+        stdin=subprocess.PIPE,
+        stdout=subprocess.PIPE,
+        stderr=subprocess.STDOUT,
+        text=True,
+        cwd=dummy_algokit_template_with_python_task["cwd"],
+    )
+
+    full_output = ""
+    logger.info(f'Running command: {" ".join([cli_path, *command])}')
+    while process.poll() is None and process.stdout and process.stdin:
+        output = process.stdout.readline()
+        full_output += output  # Accumulate the output
+        logger.debug(output.strip())  # Log each line of stdout in real-time
+
+        if "y/n" in output.lower():  # adjust this as needed based on the exact prompt text
+            answer = "y\n"
+            process.stdin.write(answer)
+            process.stdin.flush()
+
+        time.sleep(0.1)
+
+    # After the process ends, log the full stdout
+    logger.info(f"Command init returned:\n{full_output}")
+    assert process.returncode == 0, f"Command init failed with {process.stderr}"