diff --git a/configs/windows/MinimalAgent/nanoserver/NanoServer2022.Dockerfile b/configs/windows/MinimalAgent/nanoserver/NanoServer2022.Dockerfile
index 98281f08..af60e298 100644
--- a/configs/windows/MinimalAgent/nanoserver/NanoServer2022.Dockerfile
+++ b/configs/windows/MinimalAgent/nanoserver/NanoServer2022.Dockerfile
@@ -28,6 +28,10 @@ USER ContainerAdministrator
 COPY scripts/*.cs /scripts/
 SHELL ["pwsh", "-Command", "$ErrorActionPreference = 'Stop'; $ProgressPreference = 'SilentlyContinue';"]
 
+# CaseSensitivity is essential for the agent => enforcing it. SHELL usage is mandatory (pwsh or other won't work)
+RUN mkdir C:\\BuildAgent
+SHELL ["pwsh", "-Command", "fsutil.exe", "file", "SetCaseSensitiveInfo", "C:\\BuildAgent", "enable"]
+
 # Prepare build agent distribution
 COPY TeamCity/buildAgent C:/BuildAgent
 COPY run-agent.ps1 /BuildAgent/run-agent.ps1
diff --git a/context/generated/windows/MinimalAgent/nanoserver/2022/Dockerfile b/context/generated/windows/MinimalAgent/nanoserver/2022/Dockerfile
index 32521417..7e624093 100644
--- a/context/generated/windows/MinimalAgent/nanoserver/2022/Dockerfile
+++ b/context/generated/windows/MinimalAgent/nanoserver/2022/Dockerfile
@@ -22,6 +22,10 @@ USER ContainerAdministrator
 COPY scripts/*.cs /scripts/
 SHELL ["pwsh", "-Command", "$ErrorActionPreference = 'Stop'; $ProgressPreference = 'SilentlyContinue';"]
 
+# CaseSensitivity is essential for the agent => enforcing it. SHELL usage is mandatory (pwsh or other won't work)
+RUN mkdir C:\\BuildAgent
+SHELL ["pwsh", "-Command", "fsutil.exe", "file", "SetCaseSensitiveInfo", "C:\\BuildAgent", "enable"]
+
 # Prepare build agent distribution
 COPY TeamCity/buildAgent C:/BuildAgent
 COPY run-agent.ps1 /BuildAgent/run-agent.ps1