diff --git a/windows-release/azure-pipelines.yml b/windows-release/azure-pipelines.yml
index c4460195..3a1c9100 100644
--- a/windows-release/azure-pipelines.yml
+++ b/windows-release/azure-pipelines.yml
@@ -42,6 +42,10 @@ parameters:
   displayName: "Signature description"
   type: string
   default: '(default)'
+- name: Post315OutputDir
+  displayName: "Separate free-threaded outputs (3.15 and later)"
+  type: boolean
+  default: false
 - name: DoTailCalling
   displayName: "Build with tail-calling support (3.15 and later)"
   type: boolean
@@ -196,6 +200,8 @@ stages:
           TailCallingOption: ''
         ${{ else }}:
           TailCallingOption: '--tail-call-interp'
+        Post315OutputDir: ${{ parameters.Post315OutputDir }}
+
   - stage: Sign
     displayName: Sign binaries
     dependsOn: Build
@@ -269,6 +275,7 @@ stages:
           DoARM64: ${{ parameters.DoARM64}}
           DoFreethreaded: ${{ parameters.DoFreethreaded }}
           SigningCertificate: ${{ iif(eq(parameters.SigningCertificate, 'Unsigned'), '', parameters.SigningCertificate) }}
+          Post315OutputDir: ${{ parameters.Post315OutputDir }}
     - ${{ if eq(parameters.DoMSIX, 'true') }}:
       - template: stage-pack-msix.yml
         parameters:
diff --git a/windows-release/build-steps-pgo.yml b/windows-release/build-steps-pgo.yml
index f55ec42c..5823cbd5 100644
--- a/windows-release/build-steps-pgo.yml
+++ b/windows-release/build-steps-pgo.yml
@@ -31,7 +31,7 @@ steps:
   - ${{ if ne(parameters.PGRun, 'true') }}:
     # Not running in this job, so we publish our entire build and object files
 
-    - publish: '$(Build.BinariesDirectory)\bin\$(Arch)\instrumented'
+    - publish: '$(Build.BinariesDirectory)\bin\$(ArchDir)\instrumented'
       artifact: instrumented_bin_$(Name)
       displayName: 'Publish binaries for profiling'
 
@@ -54,10 +54,10 @@ steps:
       inputs:
         buildType: current
         artifact: instrumented_bin_$(Name)
-        targetPath: '$(Build.BinariesDirectory)\bin\$(Arch)\instrumented'
+        targetPath: '$(Build.BinariesDirectory)\bin\$(ArchDir)\instrumented'
 
   - powershell: |
-      $exe = (gci "$(Build.BinariesDirectory)\bin\$(Arch)\instrumented\$(PythonExePattern)" | select -First 1)
+      $exe = (gci "$(Build.BinariesDirectory)\bin\$(ArchDir)\instrumented\$(PythonExePattern)" | select -First 1)
       & $exe -m test --pgo
     ignoreLASTEXITCODE: true
     displayName: 'Collect profile'
@@ -67,7 +67,7 @@ steps:
 
   - ${{ if ne(parameters.PGUpdate, 'true') }}:
     # Not finishing in this job, so publish the binaries
-    - publish: '$(Build.BinariesDirectory)\bin\$(Arch)\instrumented'
+    - publish: '$(Build.BinariesDirectory)\bin\$(ArchDir)\instrumented'
       artifact: profile_bin_$(Name)
       displayName: 'Publish collected data and binaries'
 
@@ -80,7 +80,7 @@ steps:
       inputs:
         buildType: current
         artifact: profile_bin_$(Name)
-        targetPath: '$(Build.BinariesDirectory)\bin\$(Arch)\instrumented'
+        targetPath: '$(Build.BinariesDirectory)\bin\$(ArchDir)\instrumented'
 
     - task: DownloadPipelineArtifact@2
       displayName: 'Download artifact: instrumented_obj_$(Name)'
@@ -125,20 +125,20 @@ steps:
       }
     displayName: 'Generate catalog'
     env:
-      CAT: $(Build.BinariesDirectory)\bin\$(Arch)\python
+      CAT: $(Build.BinariesDirectory)\bin\$(ArchDir)\python
       PYTHON_HEXVERSION: $(VersionHex)
 
   - powershell: |
       del instrumented -r -EA 0
       del *.pgc, *.pgd, *.exp
     displayName: 'Cleanup build'
-    workingDirectory: '$(Build.BinariesDirectory)\bin\$(Arch)'
+    workingDirectory: '$(Build.BinariesDirectory)\bin\$(ArchDir)'
 
   - powershell: |
       copy "$(Build.SourcesDirectory)\Lib\venv\scripts\common\Activate.ps1" .
     displayName: 'Copy Powershell scripts from source'
-    workingDirectory: '$(Build.BinariesDirectory)\bin\$(Arch)'
+    workingDirectory: '$(Build.BinariesDirectory)\bin\$(ArchDir)'
 
-  - publish: '$(Build.BinariesDirectory)\bin\$(Arch)'
+  - publish: '$(Build.BinariesDirectory)\bin\$(ArchDir)'
     artifact: $(Artifact)
     displayName: 'Publish binaries'
diff --git a/windows-release/build-steps.yml b/windows-release/build-steps.yml
index 300d7e79..727c3634 100644
--- a/windows-release/build-steps.yml
+++ b/windows-release/build-steps.yml
@@ -52,19 +52,19 @@ steps:
     }
   displayName: 'Generate catalog'
   env:
-    CAT: $(Build.BinariesDirectory)\bin\$(Arch)\python
+    CAT: $(Build.BinariesDirectory)\bin\$(ArchDir)\python
     PYTHON_HEXVERSION: $(VersionHex)
 
 - powershell: |
     del *.pgc, *.pgd, *.exp
   displayName: 'Cleanup binaries'
-  workingDirectory: '$(Build.BinariesDirectory)\bin\$(Arch)'
+  workingDirectory: '$(Build.BinariesDirectory)\bin\$(ArchDir)'
 
 - powershell: |
     copy "$(Build.SourcesDirectory)\Lib\venv\scripts\common\Activate.ps1" .
   displayName: 'Copy Powershell scripts from source'
-  workingDirectory: '$(Build.BinariesDirectory)\bin\$(Arch)'
+  workingDirectory: '$(Build.BinariesDirectory)\bin\$(ArchDir)'
 
-- publish: '$(Build.BinariesDirectory)\bin\$(Arch)'
+- publish: '$(Build.BinariesDirectory)\bin\$(ArchDir)'
   artifact: $(Artifact)
   displayName: 'Publish binaries'
diff --git a/windows-release/stage-build.yml b/windows-release/stage-build.yml
index 12d8076e..3facc985 100644
--- a/windows-release/stage-build.yml
+++ b/windows-release/stage-build.yml
@@ -7,6 +7,7 @@ parameters:
   ExtraOptions: ''
   ExtraOptionsFreethreaded: '--disable-gil'
   TailCallingOption: ''
+  Post315OutputDir: false
 
 jobs:
 - job: Build_Docs
@@ -49,6 +50,7 @@ jobs:
       win32:
         Name: win32
         Arch: win32
+        ArchDir: win32
         Platform: x86
         Configuration: Release
         _HostPython: .\python
@@ -60,6 +62,7 @@ jobs:
       win32_d:
         Name: win32_d
         Arch: win32
+        ArchDir: win32
         Platform: x86
         Configuration: Debug
         _HostPython: .\python
@@ -69,6 +72,7 @@ jobs:
         amd64:
           Name: amd64
           Arch: amd64
+          ArchDir: amd64
           Platform: x64
           Configuration: Release
           _HostPython: .\python
@@ -80,6 +84,7 @@ jobs:
       amd64_d:
         Name: amd64_d
         Arch: amd64
+        ArchDir: amd64
         Platform: x64
         Configuration: Debug
         _HostPython: .\python
@@ -89,6 +94,7 @@ jobs:
         arm64:
           Name: arm64
           Arch: arm64
+          ArchDir: arm64
           Platform: ARM64
           Configuration: Release
           _HostPython: python
@@ -100,6 +106,7 @@ jobs:
       arm64_d:
         Name: arm64_d
         Arch: arm64
+        ArchDir: arm64
         Platform: ARM64
         Configuration: Debug
         _HostPython: python
@@ -109,6 +116,7 @@ jobs:
         win32_t:
           Name: win32_t
           Arch: win32
+          ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'win32t', 'win32') }}
           Platform: x86
           Configuration: Release
           _HostPython: .\python
@@ -120,6 +128,7 @@ jobs:
         win32_td:
           Name: win32_td
           Arch: win32
+          ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'win32t', 'win32') }}
           Platform: x86
           Configuration: Debug
           _HostPython: .\python
@@ -129,6 +138,7 @@ jobs:
           amd64_t:
             Name: amd64_t
             Arch: amd64
+            ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'amd64t', 'amd64') }}
             Platform: x64
             Configuration: Release
             _HostPython: .\python
@@ -140,6 +150,7 @@ jobs:
         amd64_td:
           Name: amd64_td
           Arch: amd64
+          ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'amd64t', 'amd64') }}
           Platform: x64
           Configuration: Debug
           _HostPython: .\python
@@ -149,6 +160,7 @@ jobs:
           arm64_t:
             Name: arm64_t
             Arch: arm64
+            ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'arm64t', 'arm64') }}
             Platform: ARM64
             Configuration: Release
             _HostPython: python
@@ -160,6 +172,7 @@ jobs:
         arm64_td:
           Name: arm64_td
           Arch: arm64
+          ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'arm64t', 'arm64') }}
           Platform: ARM64
           Configuration: Debug
           _HostPython: python
@@ -183,6 +196,7 @@ jobs:
         amd64:
           Name: amd64
           Arch: amd64
+          ArchDir: amd64
           Platform: x64
           _HostPython: .\python
           PythonExePattern: python.exe
@@ -195,9 +209,10 @@ jobs:
           amd64_t:
             Name: amd64_t
             Arch: amd64
+            ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'amd64t', 'amd64') }}
             Platform: x64
             _HostPython: .\python
-            PythonExePattern: python3*t.exe
+            PythonExePattern: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'python.exe', 'python3*t.exe') }}
             ExtraOptions: ${{ parameters.ExtraOptionsFreethreaded }} ${{ parameters.TailCallingOption }}
             ${{ if eq(parameters.ToBeSigned, 'true') }}:
               Artifact: unsigned_amd64_t
@@ -220,7 +235,6 @@ jobs:
         clean: all
 
       variables:
-        Arch: arm64
         Platform: ARM64
         _HostPython: python
 
@@ -228,6 +242,8 @@ jobs:
         matrix:
           arm64:
             Name: arm64
+            Arch: arm64
+            ArchDir: arm64
             PythonExePattern: python.exe
             ExtraOptions: ${{ parameters.ExtraOptions }}
             ${{ if eq(parameters.ToBeSigned, 'true') }}:
@@ -237,7 +253,9 @@ jobs:
           ${{ if eq(parameters.DoFreethreaded, 'true') }}:
             arm64_t:
               Name: arm64_t
-              PythonExePattern: python3*t.exe
+              Arch: arm64
+              ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'arm64t', 'arm64') }}
+              PythonExePattern: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'python.exe', 'python3*t.exe') }}
               ExtraOptions: ${{ parameters.ExtraOptionsFreethreaded }}
               ${{ if eq(parameters.ToBeSigned, 'true') }}:
                 Artifact: unsigned_arm64_t
@@ -263,13 +281,14 @@ jobs:
         clean: all
 
       variables:
-        Arch: arm64
         Platform: ARM64
 
       strategy:
         matrix:
           arm64:
             Name: arm64
+            Arch: arm64
+            ArchDir: arm64
             PythonExePattern: python.exe
             ${{ if eq(parameters.ToBeSigned, 'true') }}:
               Artifact: unsigned_arm64
@@ -278,7 +297,9 @@ jobs:
           ${{ if eq(parameters.DoFreethreaded, 'true') }}:
             arm64_t:
               Name: arm64_t
-              PythonExePattern: python3*t.exe
+              Arch: arm64
+              ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'arm64t', 'arm64') }}
+              PythonExePattern: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'python.exe', 'python3*t.exe') }}
               ${{ if eq(parameters.ToBeSigned, 'true') }}:
                 Artifact: unsigned_arm64_t
               ${{ else }}:
@@ -297,7 +318,6 @@ jobs:
         clean: all
 
       variables:
-        Arch: arm64
         Platform: ARM64
         _HostPython: python
 
@@ -305,6 +325,8 @@ jobs:
         matrix:
           arm64:
             Name: arm64
+            Arch: arm64
+            ArchDir: arm64
             PythonExePattern: python.exe
             ExtraOptions: ${{ parameters.ExtraOptions }}
             ${{ if eq(parameters.ToBeSigned, 'true') }}:
@@ -314,7 +336,9 @@ jobs:
           ${{ if eq(parameters.DoFreethreaded, 'true') }}:
             arm64_t:
               Name: arm64_t
-              PythonExePattern: python3*t.exe
+              Arch: arm64
+              ArchDir: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'arm64t', 'arm64') }}
+              PythonExePattern: ${{ iif(eq(parameters.Post315OutputDir, 'true'), 'python.exe', 'python3*t.exe') }}
               ExtraOptions: ${{ parameters.ExtraOptionsFreethreaded }}
               ${{ if eq(parameters.ToBeSigned, 'true') }}:
                 Artifact: unsigned_arm64_t
diff --git a/windows-release/stage-msi.yml b/windows-release/stage-msi.yml
index 4342a470..42474f19 100644
--- a/windows-release/stage-msi.yml
+++ b/windows-release/stage-msi.yml
@@ -3,6 +3,7 @@ parameters:
   DoARM64: true
   DoFreethreaded: false
   SigningCertificate: ''
+  Post315OutputDir: false
 
 jobs:
 - job: Make_MSI
@@ -51,19 +52,34 @@ jobs:
       # Freethreaded binaries copy into the same target directory, but files
       # are not overwritten.
       - ${{ if eq(parameters.DoFreethreaded, 'true') }}:
-        - artifact: bin_win32_t
-          target: $(Build.BinariesDirectory)\win32
-        - artifact: bin_win32_td
-          target: $(Build.BinariesDirectory)\win32
-        - artifact: bin_amd64_t
-          target: $(Build.BinariesDirectory)\amd64
-        - artifact: bin_amd64_td
-          target: $(Build.BinariesDirectory)\amd64
-        - ${{ if eq(parameters.DoARM64, 'true') }}:
-          - artifact: bin_arm64_t
-            target: $(Build.BinariesDirectory)\arm64
-          - artifact: bin_arm64_td
-            target: $(Build.BinariesDirectory)\arm64
+        - ${{ if eq(parameters.Post315OutputDir, 'true') }}:
+          - artifact: bin_win32_t
+            target: $(Build.BinariesDirectory)\win32t
+          - artifact: bin_win32_td
+            target: $(Build.BinariesDirectory)\win32t
+          - artifact: bin_amd64_t
+            target: $(Build.BinariesDirectory)\amd64t
+          - artifact: bin_amd64_td
+            target: $(Build.BinariesDirectory)\amd64t
+          - ${{ if eq(parameters.DoARM64, 'true') }}:
+            - artifact: bin_arm64_t
+              target: $(Build.BinariesDirectory)\arm64t
+            - artifact: bin_arm64_td
+              target: $(Build.BinariesDirectory)\arm64t
+        - ${{ else }}:
+          - artifact: bin_win32_t
+            target: $(Build.BinariesDirectory)\win32
+          - artifact: bin_win32_td
+            target: $(Build.BinariesDirectory)\win32
+          - artifact: bin_amd64_t
+            target: $(Build.BinariesDirectory)\amd64
+          - artifact: bin_amd64_td
+            target: $(Build.BinariesDirectory)\amd64
+          - ${{ if eq(parameters.DoARM64, 'true') }}:
+            - artifact: bin_arm64_t
+              target: $(Build.BinariesDirectory)\arm64
+            - artifact: bin_arm64_td
+              target: $(Build.BinariesDirectory)\arm64
       Bundles:
       - bundle: win32
         Platform: x86