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diff --git a/Misc/NEWS b/Misc/NEWS
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@@ -20,6 +20,10 @@ Core and Builtins
Library
-------
+- Issue #19744: the ensurepip installation step now just prints a warning to
+ stderr rather than failing outright if SSL/TLS is unavailable. This allows
+ local installation of POSIX builds without SSL/TLS support.
+
- Issue #20594: Avoid name clash with the libc function posix_close.