diff --git a/crypto/fipsmodule/CMakeLists.txt b/crypto/fipsmodule/CMakeLists.txt
index a52e5e9a8b6..db325bc60cc 100644
--- a/crypto/fipsmodule/CMakeLists.txt
+++ b/crypto/fipsmodule/CMakeLists.txt
@@ -460,12 +460,12 @@ elseif(FIPS_SHARED)
     # respective start and end markers.
     add_custom_command(
       OUTPUT fips_apple_start.o
-      COMMAND ${CMAKE_C_COMPILER} -arch ${CMAKE_SYSTEM_PROCESSOR} -isysroot ${CMAKE_OSX_SYSROOT} -c ${CMAKE_CURRENT_SOURCE_DIR}/fips_shared_library_marker.c -DAWSLC_FIPS_SHARED_START -o fips_apple_start.o
+      COMMAND ${CMAKE_C_COMPILER} -arch ${CMAKE_SYSTEM_PROCESSOR} -isysroot ${CMAKE_OSX_SYSROOT} -mmacosx-version-min=${CMAKE_OSX_DEPLOYMENT_TARGET} -c ${CMAKE_CURRENT_SOURCE_DIR}/fips_shared_library_marker.c -DAWSLC_FIPS_SHARED_START -o fips_apple_start.o
       DEPENDS ${CMAKE_CURRENT_SOURCE_DIR}/fips_shared_library_marker.c
     )
     add_custom_command(
       OUTPUT fips_apple_end.o
-      COMMAND ${CMAKE_C_COMPILER} -arch ${CMAKE_SYSTEM_PROCESSOR} -isysroot ${CMAKE_OSX_SYSROOT} -c ${CMAKE_CURRENT_SOURCE_DIR}/fips_shared_library_marker.c -DAWSLC_FIPS_SHARED_END -o fips_apple_end.o
+      COMMAND ${CMAKE_C_COMPILER} -arch ${CMAKE_SYSTEM_PROCESSOR} -isysroot ${CMAKE_OSX_SYSROOT} -mmacosx-version-min=${CMAKE_OSX_DEPLOYMENT_TARGET} -c ${CMAKE_CURRENT_SOURCE_DIR}/fips_shared_library_marker.c -DAWSLC_FIPS_SHARED_END -o fips_apple_end.o
       DEPENDS ${CMAKE_CURRENT_SOURCE_DIR}/fips_shared_library_marker.c
     )
 
diff --git a/util/fipstools/inject_hash/inject_hash.go b/util/fipstools/inject_hash/inject_hash.go
index 85e201f53b8..73c472363f5 100644
--- a/util/fipstools/inject_hash/inject_hash.go
+++ b/util/fipstools/inject_hash/inject_hash.go
@@ -168,7 +168,6 @@ func doLinux(objectBytes []byte, isStatic bool) ([]byte, []byte, error) {
 	return moduleText, moduleROData, nil
 }
 
-
 func doAppleOS(objectBytes []byte) ([]byte, []byte, error) {
 
 	object, err := macho.NewFile(bytes.NewReader(objectBytes))
@@ -221,6 +220,13 @@ func doAppleOS(objectBytes []byte) ([]byte, []byte, error) {
 			return nil, nil, fmt.Errorf("symbol %q at %x, which is below base of %x\n", symbol.Name, symbol.Value, base)
 		}
 
+		// Skip debugging symbols
+		// "If any of these 3 bits are set, the symbol is a symbolic debugging table (stab) entry. In that case, the entire n_type field is interpreted as a stab value."
+		// https://web.archive.org/web/20090901205800/http://developer.apple.com/mac/library/documentation/DeveloperTools/Conceptual/MachORuntime/Reference/reference.html
+		if symbol.Type&0xe0 != 0 {
+			continue
+		}
+
 		value := symbol.Value - base
 		switch symbol.Name {
 		case "_BORINGSSL_bcm_text_start":
@@ -296,8 +302,6 @@ func doAppleOS(objectBytes []byte) ([]byte, []byte, error) {
 	return moduleText, moduleROData, nil
 }
 
-
-
 func do(outPath, oInput string, arInput string, appleOS bool) error {
 	var objectBytes []byte
 	var isStatic bool
@@ -365,7 +369,6 @@ func do(outPath, oInput string, arInput string, appleOS bool) error {
 		return err
 	}
 
-
 	var zeroKey [64]byte
 	mac := hmac.New(sha256.New, zeroKey[:])