diff --git a/.github/actions/setup-python/action.yaml b/.github/actions/setup-python/action.yaml
new file mode 100644
index 000000000..923755939
--- /dev/null
+++ b/.github/actions/setup-python/action.yaml
@@ -0,0 +1,55 @@
+name: Setup python
+
+description: Setup python using either actions/setup-pythono or conda
+
+inputs:
+  python-version:
+    description: Python version to setup
+    required: true
+  os:
+    description: os
+    required: true
+
+runs:
+  using: "composite"
+  steps:
+    - name: Set up Python ${{ inputs.python-version }} with actions/setup-python
+      if: ${{ inputs.python-version != '2.7' }}
+      uses: actions/setup-python@v4
+      with:
+        python-version: ${{ inputs.python-version }}
+
+    # Conda comes pre-installed with the GitHub hosted runners.
+    - name: Create conda environment
+      if: ${{ inputs.python-version == '2.7' }}
+      shell: bash
+      run: |
+        if [[ "${OSTYPE}" == "msys" ]]; then
+            eval "$(/c/Miniconda/condabin/conda.bat shell.bash hook)"
+        else
+            eval "$(conda shell.bash hook)"
+        fi
+        conda create -n python python=2.7 setuptools wheel
+
+    - name: Fix conda installed python
+      if: inputs.python-version == '2.7' && (startsWith(inputs.os, 'ubuntu') || startsWith(inputs.os, 'macos'))
+      shell: bash -el {0}
+      run: |
+        set -ex
+
+        eval "$(conda shell.bash hook)"
+        conda activate python
+        conda info
+
+        if [[ "${{ inputs.os }}" = macos* ]]; then
+            install_name_tool -change @rpath/libpython2.7.dylib $(dirname $(which python))/../lib/libpython2.7.dylib $(which python)
+        else
+            sudo apt-get install patchelf
+
+            # This will allow virtualenv to work correctly.
+            # Basically, Python provided by conda is "fully portable". Its default
+            # RPATH is "$ORIGIN/../lib". The problem is that once the virtualenv
+            # is created, the copied/symlinked interpreter in the venv won't be
+            # able to load lib since the lib folder isn't copied in the venv.
+            patchelf --set-rpath $(dirname $(which python))/../lib $(which python)
+        fi
diff --git a/.github/workflows/benchmark.yaml b/.github/workflows/benchmark.yaml
index 0e341d4ed..ddf14a454 100644
--- a/.github/workflows/benchmark.yaml
+++ b/.github/workflows/benchmark.yaml
@@ -25,16 +25,23 @@ jobs:
 
     steps:
       - name: Checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
-      - name: Set up Python ${{ matrix.python-version }}
-        uses: actions/setup-python@v2
+      - name: Setup python ${{ matrix.python-version }}
+        uses: ./.github/actions/setup-python
         with:
           python-version: ${{ matrix.python-version }}
+          os: ubuntu-latest
 
       - name: Install Rez
         run: |
           mkdir ./installdir
+
+          if [[ "${{ matrix.python-version }}" == "2.7" ]]; then
+              eval "$(conda shell.bash hook)"
+              conda activate python
+          fi
+
           python ./install.py ./installdir
 
       - name: Run Benchmark
@@ -46,9 +53,13 @@ jobs:
 
       - name: Validate Result
         run: |
+          if [[ "${{ matrix.python-version }}" == "2.7" ]]; then
+              eval "$(conda shell.bash hook)"
+              conda activate python
+          fi
           python ./.github/scripts/validate_benchmark.py
 
-      - uses: actions/upload-artifact@v2
+      - uses: actions/upload-artifact@v3
         with:
           name: "benchmark-result-${{ matrix.python-version }}"
           path: ./out
@@ -68,18 +79,19 @@ jobs:
       max-parallel: 1
 
     steps:
-      - name: Set up Python ${{ matrix.python-version }}
-        uses: actions/setup-python@v2
+      - name: Setup python ${{ matrix.python-version }}
+        uses: ./.github/actions/setup-python
         with:
           python-version: ${{ matrix.python-version }}
+          os: ubuntu
 
-      - uses: actions/download-artifact@v2
+      - uses: actions/download-artifact@v3
         with:
           name: "benchmark-result-${{ matrix.python-version }}"
           path: .
 
       - name: Checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
         with:
           ref: master
           path: src
@@ -102,6 +114,10 @@ jobs:
 
       - name: Store Benchmark Result
         run: |
+          if [[ "${{ matrix.python-version }}" == "2.7" ]]; then
+              eval "$(conda shell.bash hook)"
+              conda activate python
+          fi
           python ./.github/scripts/store_benchmark.py
         working-directory: src
 
diff --git a/.github/workflows/copyright.yaml b/.github/workflows/copyright.yaml
index 7a8979ace..cbff3535f 100644
--- a/.github/workflows/copyright.yaml
+++ b/.github/workflows/copyright.yaml
@@ -17,12 +17,12 @@ jobs:
 
     steps:
       - name: Checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
       - name: Set up Python
-        uses: actions/setup-python@v2
+        uses: actions/setup-python@v4
         with:
-          python-version: 2.7
+          python-version: 3
 
       - name: Run copyright checker
         run: |
diff --git a/.github/workflows/core.yaml b/.github/workflows/core.yaml
index 8d19627f2..f3a4719ea 100644
--- a/.github/workflows/core.yaml
+++ b/.github/workflows/core.yaml
@@ -37,16 +37,26 @@ jobs:
 
     steps:
       - name: Checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
-      - name: Set up Python ${{ matrix.python-version }}
-        uses: actions/setup-python@v2
+      - name: Setup python ${{ matrix.python-version }}
+        uses: ./.github/actions/setup-python
         with:
           python-version: ${{ matrix.python-version }}
+          os: ubuntu-latest
 
       - name: Install Rez
+        shell: bash
         run: |
+          set -ex
           mkdir ./installdir
+
+          if [[ "${{ matrix.python-version }}" == "2.7" ]]; then
+              eval "$(conda shell.bash hook)"
+              conda activate python
+          fi
+
+          python --version
           python ./install.py ./installdir
 
       - name: Install Rez test dependencies
diff --git a/.github/workflows/flake8.yaml b/.github/workflows/flake8.yaml
index 99bab985a..ccf04c336 100644
--- a/.github/workflows/flake8.yaml
+++ b/.github/workflows/flake8.yaml
@@ -26,10 +26,10 @@ jobs:
 
     steps:
       - name: Checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
       - name: Set up Python
-        uses: actions/setup-python@v2
+        uses: actions/setup-python@v4
         with:
           python-version: 3.7
 
diff --git a/.github/workflows/installation.yaml b/.github/workflows/installation.yaml
index dc68e402f..567a28355 100644
--- a/.github/workflows/installation.yaml
+++ b/.github/workflows/installation.yaml
@@ -19,10 +19,11 @@ jobs:
     name: ${{ matrix.os }} - ${{ matrix.python-version }} - ${{ matrix.method }}
     runs-on: ${{ matrix.os }}
     strategy:
+      fail-fast: false
       matrix:
         os: 
           - ubuntu-latest
-          - macOS-latest
+          - macos-latest
           - windows-2019
         python-version:
           - '2.7'
@@ -34,48 +35,98 @@ jobs:
         include:
         # ubuntu
         - os: ubuntu-latest
-          method: install          
+          method: install
           REZ_SET_PATH_COMMAND: 'export PATH=${PATH}:/opt/rez/bin/rez'
-          REZ_INSTALL_COMMAND: 'python ./install.py /opt/rez'
+          REZ_INSTALL_COMMAND: |
+            set -ex
+            if [[ "${MATRIX_PYTHON_VERSION}" == "2.7" ]]; then
+                eval "$(conda shell.bash hook)"
+                conda activate python
+            fi
+            python ./install.py /opt/rez
+
         - os: ubuntu-latest
           method: pip
           REZ_SET_PATH_COMMAND: 'export PATH=${PATH}:/opt/rez/bin PYTHONPATH=${PYTHONPATH}:/opt/rez'
-          REZ_INSTALL_COMMAND: 'pip install --target /opt/rez .'
+          REZ_INSTALL_COMMAND: |
+            set -ex
+            if [[ "${MATRIX_PYTHON_VERSION}" == "2.7" ]]; then
+                eval "$(conda shell.bash hook)"
+                conda activate python
+            fi
+            pip install --target /opt/rez .
         # macOS
-        - os: macOS-latest
+        - os: macos-latest
           method: install
           REZ_SET_PATH_COMMAND: 'export PATH=${PATH}:~/rez/bin/rez'
-          REZ_INSTALL_COMMAND: 'python ./install.py ~/rez'
-        - os: macOS-latest
+          REZ_INSTALL_COMMAND: |
+            set -e
+            if [[ "${MATRIX_PYTHON_VERSION}" == "2.7" ]]; then
+                eval "$(conda shell.bash hook)"
+                conda activate python
+
+                echo "otool -L $(dirname $(which python))/../lib/libpython2.7.dylib"
+                otool -L $(dirname $(which python))/../lib/libpython2.7.dylib
+                echo "otool -l $(dirname $(which python))/../lib/libpython2.7.dylib"
+                otool -l $(dirname $(which python))/../lib/libpython2.7.dylib
+            fi
+
+            python ./install.py ~/rez
+        - os: macos-latest
           method: pip
           REZ_SET_PATH_COMMAND: 'export PATH="$PATH:~/rez/bin" PYTHONPATH=$PYTHONPATH:$HOME/rez'
-          REZ_INSTALL_COMMAND: 'pip install --target ~/rez .'
+          REZ_INSTALL_COMMAND: |
+            set -ex
+            if [[ "${MATRIX_PYTHON_VERSION}" == "2.7" ]]; then
+                eval "$(conda shell.bash hook)"
+                conda activate python
+            fi
+            pip install --target ~/rez .
         # windows
         - os: windows-2019
           method: install
           REZ_SET_PATH_COMMAND: '$env:PATH="$env:PATH;C:\ProgramData\rez\Scripts\rez"'
-          REZ_INSTALL_COMMAND: 'python ./install.py C:\ProgramData\rez'
+          REZ_INSTALL_COMMAND: |
+            if ($env:MATRIX_PYTHON_VERSION -eq "2.7") {
+                & 'C:\Miniconda\shell\condabin\conda-hook.ps1'
+                conda activate python
+            }
+            python ./install.py C:\ProgramData\rez
         - os: windows-2019
           method: pip
           REZ_SET_PATH_COMMAND: '[System.Environment]::SetEnvironmentVariable("PATH","$env:PATH;C:\ProgramData\rez\bin"); $env:PYTHONPATH="$env:PYTHONPATH;C:\ProgramData\rez"'
-          REZ_INSTALL_COMMAND: 'pip install --target C:\ProgramData\rez .'
-    
+          REZ_INSTALL_COMMAND: |
+            if ($env:MATRIX_PYTHON_VERSION -eq "2.7") {
+                & 'C:\Miniconda\shell\condabin\conda-hook.ps1'
+                conda activate python
+            }
+            pip install --target C:\ProgramData\rez .
+
     steps:
-    - uses: actions/checkout@v2
-    - uses: actions/setup-python@v2
+    - uses: actions/checkout@v3
+
+    - name: Setup python ${{ matrix.python-version }}
+      uses: ./.github/actions/setup-python
       with:
         python-version: ${{ matrix.python-version }}
+        os: ${{ matrix.os }}
 
     - name: Install
+      env:
+        MATRIX_PYTHON_VERSION: ${{ matrix.python-version }}
       run: |
         ${{ matrix.REZ_INSTALL_COMMAND }}
 
     - name: Run rez-status
+      env:
+        MATRIX_PYTHON_VERSION: ${{ matrix.python-version }}
       run: |
         ${{ matrix.REZ_SET_PATH_COMMAND }}
         rez-status
 
     - name: Install rez with rez-pip
+      env:
+        MATRIX_PYTHON_VERSION: ${{ matrix.python-version }}
       run: |
         ${{ matrix.REZ_SET_PATH_COMMAND }}
-        rez-pip --install .
\ No newline at end of file
+        rez-pip --install .
diff --git a/.github/workflows/mac.yaml b/.github/workflows/mac.yaml
index 74590e5bc..97b2442d6 100644
--- a/.github/workflows/mac.yaml
+++ b/.github/workflows/mac.yaml
@@ -21,7 +21,7 @@ concurrency:
 jobs:
   main:
     name: main
-    runs-on: macOS-${{ matrix.os-version }}
+    runs-on: macos-${{ matrix.os-version }}
 
     strategy:
       matrix:
@@ -36,10 +36,11 @@ jobs:
       - name: Checkout
         uses: actions/checkout@v2
 
-      - name: Set up Python ${{ matrix.python-version }}
-        uses: actions/setup-python@v2
+      - name: Setup python ${{ matrix.python-version }}
+        uses: ./.github/actions/setup-python
         with:
           python-version: ${{ matrix.python-version }}
+          os: macos-latest
 
       - name: Verify cmake
         run: |
@@ -51,7 +52,12 @@ jobs:
 
       - name: Install Rez
         run: |
+          if [[ "${{ matrix.python-version }}" == "2.7" ]]; then
+              eval "$(conda shell.bash hook)"
+              conda activate python
+          fi
           mkdir ./installdir
+          python --version
           python ./install.py ./installdir
 
       - name: Install Rez test dependencies
diff --git a/.github/workflows/pypi.yaml b/.github/workflows/pypi.yaml
index c064b646c..fdae3bca5 100644
--- a/.github/workflows/pypi.yaml
+++ b/.github/workflows/pypi.yaml
@@ -10,12 +10,12 @@ jobs:
 
     steps:
       - name: Checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
       - name: Set up Python
-        uses: actions/setup-python@v2
+        uses: actions/setup-python@v4
         with:
-          python-version: 2.7
+          python-version: 3
 
       - name: Install Dependencies
         run: |
diff --git a/.github/workflows/sphinx.yaml b/.github/workflows/sphinx.yaml
index 056841713..eec1775ad 100644
--- a/.github/workflows/sphinx.yaml
+++ b/.github/workflows/sphinx.yaml
@@ -10,17 +10,17 @@ jobs:
 
     steps:
       - name: Checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
       - name: Set up Python
-        uses: actions/setup-python@v2
+        uses: actions/setup-python@v4
         with:
-          python-version: 2.7
+          python-version: 3.7
 
       - name: Sphinx Build
         run: python docs/build.py --no-docker
 
-      - uses: actions/upload-artifact@v2
+      - uses: actions/upload-artifact@v3
         with:
           name: html-docs
           path: docs/_build
@@ -31,7 +31,7 @@ jobs:
     needs: build
 
     steps:
-      - uses: actions/download-artifact@v2
+      - uses: actions/download-artifact@v3
         with:
           name: html-docs
           path: .
diff --git a/.github/workflows/ubuntu.yaml b/.github/workflows/ubuntu.yaml
index 718bd8e34..266059510 100644
--- a/.github/workflows/ubuntu.yaml
+++ b/.github/workflows/ubuntu.yaml
@@ -35,12 +35,13 @@ jobs:
 
     steps:
       - name: Checkout
-        uses: actions/checkout@v2
+        uses: actions/checkout@v3
 
-      - name: Set up Python ${{ matrix.python-version }}
-        uses: actions/setup-python@v2
+      - name: Setup python ${{ matrix.python-version }}
+        uses: ./.github/actions/setup-python
         with:
           python-version: ${{ matrix.python-version }}
+          os: ubuntu
 
       - name: apt-get update
         run: |
@@ -68,7 +69,12 @@ jobs:
 
       - name: Install Rez
         run: |
+          if [[ "${{ matrix.python-version }}" == "2.7" ]]; then
+              eval "$(conda shell.bash hook)"
+              conda activate python
+          fi
           mkdir ./installdir
+          python --version
           python ./install.py ./installdir
 
       - name: Install Rez test dependencies
diff --git a/.github/workflows/wiki.yaml b/.github/workflows/wiki.yaml
index f2a0106ca..112ee38a7 100644
--- a/.github/workflows/wiki.yaml
+++ b/.github/workflows/wiki.yaml
@@ -14,11 +14,11 @@ jobs:
     runs-on: ubuntu-latest
 
     steps:
-      - uses: actions/checkout@v2
+      - uses: actions/checkout@v3
         with:
           fetch-depth: 0  # required to generate credits list
 
-      - uses: actions/setup-python@v2
+      - uses: actions/setup-python@v4
         with:
           python-version: 3.7
 
@@ -29,7 +29,7 @@ jobs:
             --github-repo="${{ github.repository }}" \
             --out="${{ github.workspace }}/out"
 
-      - uses: actions/upload-artifact@v2
+      - uses: actions/upload-artifact@v3
         with:
           name: wiki-markdown
           path: out
@@ -50,7 +50,7 @@ jobs:
         run: |
           git clone https://${{ github.actor }}:${{ secrets.GITHUB_TOKEN }}@github.com/${{ github.repository }}.wiki.git .
 
-      - uses: actions/download-artifact@v2
+      - uses: actions/download-artifact@v3
         with:
           name: wiki-markdown
           path: .