diff --git a/Makefile b/Makefile
index 3796f84..513dfd2 100644
--- a/Makefile
+++ b/Makefile
@@ -457,6 +457,7 @@ $$(PYTHON_LIB-$(sdk)): $$(foreach target,$$(SDK_TARGETS-$(sdk)),$$(PYTHON_LIB-$$
 	mkdir -p $$(dir $$(PYTHON_LIB-$(sdk)))
 	lipo -create -output $$@ $$^ \
 		2>&1 | tee -a install/$(os)/$(sdk)/python-$(PYTHON_VERSION).lipo.log
+	dsymutil $$@ -o $$(PYTHON_INSTALL-$(sdk))/Python.dSYM
 
 $$(PYTHON_FRAMEWORK-$(sdk))/Info.plist: $$(PYTHON_LIB-$(sdk))
 	@echo ">>> Install Info.plist for the $(sdk) SDK"
@@ -523,6 +524,14 @@ $$(PYTHON_STDLIB-$(sdk))/LICENSE.TXT: $$(PYTHON_LIB-$(sdk)) $$(PYTHON_FRAMEWORK-
 	# Merge the binary modules from each target in the $(sdk) SDK into a single binary
 	$$(foreach module,$$(wildcard $$(PYTHON_STDLIB-$$(firstword $$(SDK_TARGETS-$(sdk))))/lib-dynload/*),lipo -create -output $$(PYTHON_STDLIB-$(sdk))/lib-dynload/$$(notdir $$(module)) $$(foreach target,$$(SDK_TARGETS-$(sdk)),$$(PYTHON_STDLIB-$$(target))/lib-dynload/$$(notdir $$(module))); )
 
+	# Create dSYM files for each module
+	$$(foreach module,$$(wildcard $$(PYTHON_STDLIB-$$(firstword $$(SDK_TARGETS-$(sdk))))/lib-dynload/*),dsymutil $$(PYTHON_STDLIB-$(sdk))/lib-dynload/$$(notdir $$(module)); )
+
+	# Copy in known-required xcprivacy files.
+	# Libraries linking OpenSSL must provide a privacy manifest. The one in this repository
+	# has been sourced from https://github.com/openssl/openssl/blob/openssl-3.0/os-dep/Apple/PrivacyInfo.xcprivacy
+	cp $(PROJECT_DIR)/patch/Python/OpenSSL.xcprivacy $$(PYTHON_STDLIB-$(sdk))/lib-dynload/_hashlib.xcprivacy
+	cp $(PROJECT_DIR)/patch/Python/OpenSSL.xcprivacy $$(PYTHON_STDLIB-$(sdk))/lib-dynload/_ssl.xcprivacy
 endif
 
 $(sdk): $$(PYTHON_STDLIB-$(sdk))/LICENSE.TXT
@@ -660,6 +669,7 @@ $$(PYTHON_XCFRAMEWORK-$(os))/Info.plist: \
 	$$(foreach sdk,$$(SDKS-$(os)),cp -r $$(PYTHON_INSTALL-$$(sdk))/bin $$(PYTHON_XCFRAMEWORK-$(os))/$$(SDK_SLICE-$$(sdk)); )
 	$$(foreach sdk,$$(SDKS-$(os)),cp -r $$(PYTHON_INSTALL-$$(sdk))/lib $$(PYTHON_XCFRAMEWORK-$(os))/$$(SDK_SLICE-$$(sdk)); )
 	$$(foreach sdk,$$(SDKS-$(os)),cp -r $$(PYTHON_INSTALL-$$(sdk))/platform-config $$(PYTHON_XCFRAMEWORK-$(os))/$$(SDK_SLICE-$$(sdk)); )
+	$$(foreach sdk,$$(SDKS-$(os)),cp -r $$(PYTHON_INSTALL-$$(sdk))/Python.dSYM $$(PYTHON_XCFRAMEWORK-$(os))/$$(SDK_SLICE-$$(sdk)); )
 
 ifeq ($(filter $(os),iOS visionOS),$(os))
 	@echo ">>> Clone testbed project for $(os)"
diff --git a/patch/Python/OpenSSL.xcprivacy b/patch/Python/OpenSSL.xcprivacy
new file mode 100644
index 0000000..95780a0
--- /dev/null
+++ b/patch/Python/OpenSSL.xcprivacy
@@ -0,0 +1,23 @@
+<?xml version="1.0" encoding="UTF-8"?>
+<!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd">
+<plist version="1.0">
+    <dict>
+    <key>NSPrivacyAccessedAPITypes</key>
+    <array>
+        <dict>
+            <key>NSPrivacyAccessedAPIType</key>
+            <string>NSPrivacyAccessedAPICategoryFileTimestamp</string>
+            <key>NSPrivacyAccessedAPITypeReasons</key>
+            <array>
+                <string>C617.1</string>
+            </array>
+        </dict>
+    </array>
+    <key>NSPrivacyCollectedDataTypes</key>
+    <array/>
+    <key>NSPrivacyTrackingDomains</key>
+    <array/>
+    <key>NSPrivacyTracking</key>
+    <false/>
+    </dict>
+</plist>