diff --git a/tools/nitpick/CMakeLists.txt b/tools/nitpick/CMakeLists.txt
index 9d5d38ec1f..f825775879 100644
--- a/tools/nitpick/CMakeLists.txt
+++ b/tools/nitpick/CMakeLists.txt
@@ -157,6 +157,13 @@ if (WIN32)
           COMMAND "${CMAKE_COMMAND}" -E copy_directory "${CMAKE_CURRENT_SOURCE_DIR}/AppDataHighFidelity" "AppDataHighFidelity"
         )
     endif ()
+      
+    # add a custom command to copy the SSL DLLs
+    add_custom_command(
+        TARGET ${TARGET_NAME}
+        POST_BUILD
+        COMMAND "${CMAKE_COMMAND}" -E copy_directory "$ENV{VCPKG_ROOT}/installed/x64-windows/bin" "$<TARGET_FILE_DIR:${TARGET_NAME}>"
+    )
 elseif (APPLE)
     add_custom_command(
         TARGET ${TARGET_NAME}