diff --git a/Makefile b/Makefile
index ee75ac3c..3a1cb4b4 100644
--- a/Makefile
+++ b/Makefile
@@ -108,6 +108,7 @@ ifeq ($(ARCH), mac)
 	cp dep/lib/libzip.5.dylib $(BUNDLE)/Contents/MacOS/
 	cp dep/lib/librtaudio.dylib $(BUNDLE)/Contents/MacOS/
 	cp dep/lib/librtmidi.4.dylib $(BUNDLE)/Contents/MacOS/
+	cp dep/lib/libssl.1.1.dylib $(BUNDLE)/Contents/MacOS/
 	cp dep/lib/libcrypto.1.1.dylib $(BUNDLE)/Contents/MacOS/
 
 	install_name_tool -change /usr/local/lib/libGLEW.2.1.0.dylib @executable_path/libGLEW.2.1.0.dylib $(BUNDLE)/Contents/MacOS/Rack
@@ -118,6 +119,7 @@ ifeq ($(ARCH), mac)
 	install_name_tool -change $(PWD)/dep/lib/libzip.5.dylib @executable_path/libzip.5.dylib $(BUNDLE)/Contents/MacOS/Rack
 	install_name_tool -change librtaudio.dylib @executable_path/librtaudio.dylib $(BUNDLE)/Contents/MacOS/Rack
 	install_name_tool -change $(PWD)/dep/lib/librtmidi.4.dylib @executable_path/librtmidi.4.dylib $(BUNDLE)/Contents/MacOS/Rack
+	install_name_tool -change $(PWD)/dep/lib/libssl.1.1.dylib @executable_path/libssl.1.1.dylib $(BUNDLE)/Contents/MacOS/Rack
 	install_name_tool -change $(PWD)/dep/lib/libcrypto.1.1.dylib @executable_path/libcrypto.1.1.dylib $(BUNDLE)/Contents/MacOS/Rack
 
 	otool -L $(BUNDLE)/Contents/MacOS/Rack
diff --git a/dep/Makefile b/dep/Makefile
index 7c3f884e..a5409d1e 100755
--- a/dep/Makefile
+++ b/dep/Makefile
@@ -119,6 +119,11 @@ $(openssl):
 	cd openssl-1.1.0g && ./config --prefix="$(LOCAL)"
 	$(MAKE) -C openssl-1.1.0g
 	$(MAKE) -C openssl-1.1.0g install
+ifeq ($(ARCH),mac)
+	otool -L lib/libssl.1.1.dylib
+	install_name_tool -change $(PWD)/lib/libcrypto.1.1.dylib @loader_path/libcrypto.1.1.dylib lib/libssl.1.1.dylib
+	otool -L lib/libssl.1.1.dylib
+endif
 
 $(libcurl): $(openssl)
 	$(WGET) https://github.com/curl/curl/releases/download/curl-7_56_0/curl-7.56.0.tar.gz
@@ -128,6 +133,12 @@ $(libcurl): $(openssl)
 		--without-zlib --without-ca-bundle --without-ca-fallback --without-libpsl --without-libmetalink --without-libssh2 --without-librtmp --without-winidn --without-libidn2 --without-nghttp2 --with-ssl="$(LOCAL)"
 	$(MAKE) -C curl-7.56.0
 	$(MAKE) -C curl-7.56.0 install
+ifeq ($(ARCH),mac)
+	otool -L lib/libcurl.4.dylib
+	install_name_tool -change $(PWD)/lib/libssl.1.1.dylib @loader_path/libssl.1.1.dylib lib/libcurl.4.dylib
+	install_name_tool -change $(PWD)/lib/libcrypto.1.1.dylib @loader_path/libcrypto.1.1.dylib lib/libcurl.4.dylib
+	otool -L lib/libcurl.4.dylib
+endif
 
 $(libzip):
 	$(WGET) https://nih.at/libzip/libzip-1.2.0.tar.gz