diff --git a/Misc/NEWS.d/next/Build/2026-04-17-21-45-32.gh-issue-148644.vwkknh.rst b/Misc/NEWS.d/next/Build/2026-04-17-21-45-32.gh-issue-148644.vwkknh.rst
new file mode 100644
index 00000000000000..a0cc9c9358cb26
--- /dev/null
+++ b/Misc/NEWS.d/next/Build/2026-04-17-21-45-32.gh-issue-148644.vwkknh.rst
@@ -0,0 +1 @@
+Errors during the PGO training job on Windows are no longer ignored, and a non-zero return code will cause the build to fail.
diff --git a/PCbuild/build.bat b/PCbuild/build.bat
index 8fb2f096c93c0e..9d2f032f5a9355 100644
--- a/PCbuild/build.bat
+++ b/PCbuild/build.bat
@@ -170,16 +170,20 @@ if "%do_pgo%"=="true" (
     del /s "%dir%\*.pgc"
     del /s "%dir%\..\Lib\*.pyc"
     set conf=PGUpdate
-    if "%clean%"=="false" (
-        echo on
-        call "%dir%\..\python.bat" %pgo_job%
-        @echo off
-        call :Kill
-        set target=Build
-    )
+    if "%clean%"=="false" goto :RunPgoJob
 )
 goto :Build
 
+:RunPgoJob
+echo on
+call "%dir%\..\python.bat" %pgo_job%
+@echo off
+set pgo_errorlevel=%ERRORLEVEL%
+call :Kill
+if %pgo_errorlevel% NEQ 0 exit /B %pgo_errorlevel%
+set target=Build
+goto :Build
+
 :Kill
 echo on
 %MSBUILD% "%dir%\pythoncore.vcxproj" /t:KillPython %verbose%^