diff --git a/builders/macos-python-builder.psm1 b/builders/macos-python-builder.psm1
index 228aba3..7041fcc 100644
--- a/builders/macos-python-builder.psm1
+++ b/builders/macos-python-builder.psm1
@@ -40,10 +40,10 @@ class macOSPythonBuilder : NixPythonBuilder {
         ### and then add the appropriate paths for the header and library files to configure command.
         ### Link to documentation (https://cpython-devguide.readthedocs.io/setup/#build-dependencies)
         if ($this.Version -lt "3.7.0") {
-            $env:LDFLAGS = "-L$(brew --prefix openssl)/lib"
-            $env:CFLAGS = "-I$(brew --prefix openssl)/include"
+            $env:LDFLAGS = "-L/usr/local/opt/openssl@1.1/lib"
+            $env:CFLAGS = "-I/usr/local/opt/openssl@1.1/include"
         } else {
-            $configureString += " --with-openssl=/usr/local/opt/openssl"
+            $configureString += " --with-openssl=/usr/local/opt/openssl@1.1"
         }
 
         ### Compile with support of loadable sqlite extensions. Unavailable for Python 2.*
diff --git a/tests/python-tests.ps1 b/tests/python-tests.ps1
index d3b12eb..1e340b7 100644
--- a/tests/python-tests.ps1
+++ b/tests/python-tests.ps1
@@ -48,6 +48,11 @@ Describe "Tests" {
         }
     }
 
+    It "Run pip" {
+        "pip install requests" | Should -ReturnZeroExitCode
+        "pip uninstall requests -y" | Should -ReturnZeroExitCode
+    }
+
     if (IsNixPlatform $Platform) {
 
         It "Check for failed modules in build_output" {
diff --git a/tests/sources/python-config-test.py b/tests/sources/python-config-test.py
index 314463f..b7c13d5 100644
--- a/tests/sources/python-config-test.py
+++ b/tests/sources/python-config-test.py
@@ -51,8 +51,8 @@ if os_type == 'Darwin':
             print('Invalid ldflags: %s; Expected: %s' % (ldflags, expected_ldflags))
             exit(1)
     else:
-        expected_openssl_includes = '-I/usr/local/opt/openssl/include'
-        expected_openssl_ldflags ='-L/usr/local/opt/openssl/lib'
+        expected_openssl_includes = '-I/usr/local/opt/openssl@1.1/include'
+        expected_openssl_ldflags ='-L/usr/local/opt/openssl@1.1/lib'
         
         openssl_includes = sysconfig.get_config_var('OPENSSL_INCLUDES')
         openssl_ldflags = sysconfig.get_config_var('OPENSSL_LDFLAGS')
diff --git a/tests/sources/python-modules.py b/tests/sources/python-modules.py
index e00b66f..674d773 100644
--- a/tests/sources/python-modules.py
+++ b/tests/sources/python-modules.py
@@ -139,6 +139,7 @@ standard_library = [
     'sre_constants',
     'sre_parse',
     'ssl',
+    '_ssl',
     'stat',
     'string',
     'stringprep',