diff --git a/.github/workflows/build_and_run_tests.yml b/.github/workflows/build_and_run_tests.yml
index c88bdb6b..0afa2aa5 100644
--- a/.github/workflows/build_and_run_tests.yml
+++ b/.github/workflows/build_and_run_tests.yml
@@ -42,7 +42,7 @@ jobs:
           - {
               name: MacOS Clang,
               os: macos-12, # 13 and 14 run on M1 chips, and we get a linker error when using them
-              cmake_configure_args: -D CMAKE_C_COMPILER=$(brew --prefix llvm@15)/bin/clang -D CMAKE_CXX_COMPILER=$(brew --prefix llvm@15)/bin/clang++ -G Ninja -D OPENSSL_ROOT_DIR=/opt/homebrew/opt/openssl@3.0 -D OPENSSL_INCLUDE_DIR=/opt/homebrew/opt/openssl@3.0/include,
+              cmake_configure_args: -D CMAKE_C_COMPILER=$(brew --prefix llvm@15)/bin/clang -D CMAKE_CXX_COMPILER=$(brew --prefix llvm@15)/bin/clang++ -G Ninja -D OPENSSL_ROOT_DIR=/usr/local/opt/openssl -D OPENSSL_INCLUDE_DIR=/usr/local/opt/openssl/include,
             }
         build_type:
           - Debug
@@ -69,16 +69,6 @@ jobs:
           sudo apt-get install -y libssl-dev
           sudo apt-get install -y libpulse-dev libasound2-dev
 
-      - name: Install Windows dependencies
-        if: runner.os == 'Windows'
-        run: |
-          choco install openssl --version=3.2.1
-
-      - name: Install MacOS dependencies
-        if: runner.os == 'MacOS'
-        run: |
-          brew install openssl@3.0
-
       - name: ccache
         uses: hendrikmuhs/ccache-action@main
         with:
diff --git a/CMakeLists.txt b/CMakeLists.txt
index fbad1e76..05ec0cac 100644
--- a/CMakeLists.txt
+++ b/CMakeLists.txt
@@ -60,14 +60,20 @@ set(COOLLAB_REQUIRE_ALL_FEATURES OFF CACHE BOOL "Some features are optional, lik
 # Link OpenSSL if we find it. It will be used
 # to send images to the Coollab gallery.
 # If OpenSSL is not found this feature will be disabled.
-# Note: cpp-httplib can only work with OpenSSL versions 3
+# Note: cpp-httplib can only work with OpenSSL versions 3 or 1.1.1
 # Set the path to OpenSSL library directory
 set(OPENSSL_USE_STATIC_LIBS TRUE)
 
-if(COOLLAB_REQUIRE_ALL_FEATURES)
-    find_package(OpenSSL 3 REQUIRED)
-else()
+if(NOT APPLE) # Disabled on Mac for now, because brew installs versions 3.3 now, which isn't compatible with cpp-httplib
     find_package(OpenSSL 3)
+
+    if(NOT OpenSSL_FOUND)
+        if(COOLLAB_REQUIRE_ALL_FEATURES)
+            find_package(OpenSSL 1.1.1 REQUIRED)
+        else()
+            find_package(OpenSSL 1.1.1)
+        endif()
+    endif()
 endif()
 
 if(OpenSSL_FOUND)
diff --git a/lib/cpp-httplib b/lib/cpp-httplib
index 3b6597bb..afe627e7 160000
--- a/lib/cpp-httplib
+++ b/lib/cpp-httplib
@@ -1 +1 @@
-Subproject commit 3b6597bba913d51161383657829b7e644e59c006
+Subproject commit afe627e7af13f78225076af1639c9ea40a807921