diff --git a/packages/Python/lldbsuite/test/dotest.py b/packages/Python/lldbsuite/test/dotest.py
index 945b3f0..62508a1 100644
--- a/packages/Python/lldbsuite/test/dotest.py
+++ b/packages/Python/lldbsuite/test/dotest.py
@@ -366,6 +366,12 @@
                     args.executable)
             sys.exit(-1)
 
+    if args.server and args.out_of_tree_debugserver:
+        logging.warning('Both --server and --out-of-tree-debugserver are set')
+
+    if args.server and not args.out_of_tree_debugserver:
+        os.environ['LLDB_DEBUGSERVER_PATH'] = args.server
+
     if args.excluded:
         for excl_file in args.excluded:
             parseExclusion(excl_file)
diff --git a/packages/Python/lldbsuite/test/dotest_args.py b/packages/Python/lldbsuite/test/dotest_args.py
index af45205..4774ce3 100644
--- a/packages/Python/lldbsuite/test/dotest_args.py
+++ b/packages/Python/lldbsuite/test/dotest_args.py
@@ -101,6 +101,10 @@
         metavar='executable-path',
         help='The path to the lldb executable')
     group.add_argument(
+        '--server',
+        metavar='server-path',
+        help='The path to the debug server executable to use')
+    group.add_argument(
         '--out-of-tree-debugserver',
         dest='out_of_tree_debugserver',
         action='store_true',
diff --git a/packages/Python/lldbsuite/test/tools/lldb-server/lldbgdbserverutils.py b/packages/Python/lldbsuite/test/tools/lldb-server/lldbgdbserverutils.py
index eba6f32..0713610 100644
--- a/packages/Python/lldbsuite/test/tools/lldb-server/lldbgdbserverutils.py
+++ b/packages/Python/lldbsuite/test/tools/lldb-server/lldbgdbserverutils.py
@@ -15,12 +15,54 @@
 from lldbsuite.test.lldbtest import *
 from lldbsuite.test import configuration
 from textwrap import dedent
-import shutil
 
-def _get_support_exe(basename):
-    support_dir = lldb.SBHostOS.GetLLDBPath(lldb.ePathTypeSupportExecutableDir)
+def _get_debug_monitor_from_lldb(lldb_exe, debug_monitor_basename):
+    """Return the debug monitor exe path given the lldb exe path.
 
-    return shutil.which(basename, path=support_dir.GetDirectory())
+    This method attempts to construct a valid debug monitor exe name
+    from a given lldb exe name.  It will return None if the synthesized
+    debug monitor name is not found to exist.
+
+    The debug monitor exe path is synthesized by taking the directory
+    of the lldb exe, and replacing the portion of the base name that
+    matches "lldb" (case insensitive) and replacing with the value of
+    debug_monitor_basename.
+
+    Args:
+        lldb_exe: the path to an lldb executable.
+
+        debug_monitor_basename: the base name portion of the debug monitor
+            that will replace 'lldb'.
+
+    Returns:
+        A path to the debug monitor exe if it is found to exist; otherwise,
+        returns None.
+
+    """
+    if not lldb_exe:
+        return None
+
+    exe_dir = os.path.dirname(lldb_exe)
+    exe_base = os.path.basename(lldb_exe)
+
+    # we'll rebuild the filename by replacing lldb with
+    # the debug monitor basename, keeping any prefix or suffix in place.
+    regex = re.compile(r"lldb", re.IGNORECASE)
+    new_base = regex.sub(debug_monitor_basename, exe_base)
+
+    debug_monitor_exe = os.path.join(exe_dir, new_base)
+    if os.path.exists(debug_monitor_exe):
+        return debug_monitor_exe
+
+    new_base = regex.sub(
+        'LLDB.framework/Versions/A/Resources/' +
+        debug_monitor_basename,
+        exe_base)
+    debug_monitor_exe = os.path.join(exe_dir, new_base)
+    if os.path.exists(debug_monitor_exe):
+        return debug_monitor_exe
+
+    return None
 
 
 def get_lldb_server_exe():
@@ -30,8 +72,11 @@
         A path to the lldb-server exe if it is found to exist; otherwise,
         returns None.
     """
+    if "LLDB_DEBUGSERVER_PATH" in os.environ:
+        return os.environ["LLDB_DEBUGSERVER_PATH"]
 
-    return _get_support_exe("lldb-server")
+    return _get_debug_monitor_from_lldb(
+        lldbtest_config.lldbExec, "lldb-server")
 
 
 def get_debugserver_exe():
@@ -41,11 +86,15 @@
         A path to the debugserver exe if it is found to exist; otherwise,
         returns None.
     """
+    if "LLDB_DEBUGSERVER_PATH" in os.environ:
+        return os.environ["LLDB_DEBUGSERVER_PATH"]
+
     if configuration.arch and configuration.arch == "x86_64" and \
        platform.machine().startswith("arm64"):
         return '/Library/Apple/usr/libexec/oah/debugserver'
 
-    return _get_support_exe("debugserver")
+    return _get_debug_monitor_from_lldb(
+        lldbtest_config.lldbExec, "debugserver")
 
 _LOG_LINE_REGEX = re.compile(r'^(lldb-server|debugserver)\s+<\s*(\d+)>' +
                              '\s+(read|send)\s+packet:\s+(.+)$')
diff --git a/test/API/CMakeLists.txt b/test/API/CMakeLists.txt
index 001712f..9d39a7c 100644
--- a/test/API/CMakeLists.txt
+++ b/test/API/CMakeLists.txt
@@ -108,8 +108,18 @@
     message(STATUS "LLDB tests use out-of-tree debugserver: ${system_debugserver_path}")
     list(APPEND LLDB_TEST_COMMON_ARGS --out-of-tree-debugserver)
     add_lldb_test_dependency(debugserver)
+  elseif(TARGET debugserver)
+    set(debugserver_path ${LLVM_RUNTIME_OUTPUT_INTDIR}/debugserver)
+    message(STATUS "LLDB Tests use just-built debugserver: ${debugserver_path}")
+    set(LLDB_TEST_SERVER ${debugserver_path})
+    add_lldb_test_dependency(debugserver)
+  elseif(TARGET lldb-server)
+    set(lldb_server_path ${LLVM_RUNTIME_OUTPUT_INTDIR}/lldb-server)
+    message(STATUS "LLDB Tests use just-built lldb-server: ${lldb_server_path}")
+    set(LLDB_TEST_SERVER ${lldb_server_path})
+    add_lldb_test_dependency(lldb-server)
   else()
-    message(STATUS "LLDB Tests use just-built debug server")
+    message(WARNING "LLDB Tests enabled, but no server available")
   endif()
 endif()
 
@@ -126,6 +136,7 @@
   string(REPLACE ${LLVM_RUNTIME_OUTPUT_INTDIR} ${config_runtime_output_dir} LLDB_TEST_EXECUTABLE "${LLDB_TEST_EXECUTABLE}")
   string(REPLACE ${LLVM_RUNTIME_OUTPUT_INTDIR} ${config_runtime_output_dir} LLDB_TEST_COMPILER "${LLDB_TEST_COMPILER}")
   string(REPLACE ${LLVM_RUNTIME_OUTPUT_INTDIR} ${config_runtime_output_dir} LLDB_TEST_DSYMUTIL "${LLDB_TEST_DSYMUTIL}")
+  string(REPLACE ${LLVM_RUNTIME_OUTPUT_INTDIR} ${config_runtime_output_dir} LLDB_TEST_SERVER "${LLDB_TEST_SERVER}")
 
   # Remaining ones must be paths to the provided LLVM build-tree.
   if(LLVM_CONFIGURATION_TYPES)
@@ -152,6 +163,7 @@
 string(REPLACE ${CMAKE_CFG_INTDIR} ${dotest_args_replacement} LLDB_TEST_EXECUTABLE "${LLDB_TEST_EXECUTABLE}")
 string(REPLACE ${CMAKE_CFG_INTDIR} ${dotest_args_replacement} LLDB_TEST_COMPILER "${LLDB_TEST_COMPILER}")
 string(REPLACE ${CMAKE_CFG_INTDIR} ${dotest_args_replacement} LLDB_TEST_DSYMUTIL "${LLDB_TEST_DSYMUTIL}")
+string(REPLACE ${CMAKE_CFG_INTDIR} ${dotest_args_replacement} LLDB_TEST_SERVER "${LLDB_TEST_SERVER}")
 
 # Configure the API test suite.
 configure_lit_site_cfg(
diff --git a/test/API/commands/platform/sdk/TestPlatformSDK.py b/test/API/commands/platform/sdk/TestPlatformSDK.py
index 8bf950a..28e7920 100644
--- a/test/API/commands/platform/sdk/TestPlatformSDK.py
+++ b/test/API/commands/platform/sdk/TestPlatformSDK.py
@@ -3,7 +3,6 @@
 from lldbsuite.test.decorators import *
 from lldbsuite.test.lldbtest import *
 from lldbsuite.test import lldbutil
-from lldbgdbserverutils import get_debugserver_exe
 
 import os
 import platform
@@ -29,7 +28,7 @@
     TIMEOUT = 2
 
     def no_debugserver(self):
-        if get_debugserver_exe() is None:
+        if os.getenv('LLDB_DEBUGSERVER_PATH') is None:
             return 'no debugserver'
         return None
 
@@ -89,7 +88,7 @@
         shutil.move(exe, exe_sdk_path)
 
         # Attach to it with debugserver.
-        debugserver = get_debugserver_exe()
+        debugserver = os.getenv('LLDB_DEBUGSERVER_PATH')
         debugserver_args = [
             'localhost:{}'.format(self.PORT), '--attach={}'.format(pid)
         ]
diff --git a/test/API/lit.site.cfg.py.in b/test/API/lit.site.cfg.py.in
index 2e36832..31a8758 100644
--- a/test/API/lit.site.cfg.py.in
+++ b/test/API/lit.site.cfg.py.in
@@ -29,6 +29,7 @@
 config.test_arch = '@LLDB_TEST_ARCH@'
 config.test_compiler = '@LLDB_TEST_COMPILER@'
 config.dsymutil = '@LLDB_TEST_DSYMUTIL@'
+config.server = '@LLDB_TEST_SERVER@'
 # The API tests use their own module caches.
 config.lldb_module_cache = os.path.join("@LLDB_TEST_MODULE_CACHE_LLDB@", "lldb-api")
 config.clang_module_cache = os.path.join("@LLDB_TEST_MODULE_CACHE_CLANG@", "lldb-api")
@@ -55,6 +56,7 @@
     config.lldb_libs_dir = config.lldb_libs_dir % lit_config.params
     config.test_compiler = config.test_compiler % lit_config.params
     config.dsymutil = config.dsymutil % lit_config.params
+    config.server = config.server % lit_config.params
     config.lldb_framework_dir = config.lldb_framework_dir % lit_config.params
     config.dotest_args_str = config.dotest_args_str % lit_config.params
 except KeyError as e:
diff --git a/utils/lldb-dotest/CMakeLists.txt b/utils/lldb-dotest/CMakeLists.txt
index 5b75228..979722e 100644
--- a/utils/lldb-dotest/CMakeLists.txt
+++ b/utils/lldb-dotest/CMakeLists.txt
@@ -19,6 +19,7 @@
   LLDB_TEST_EXECUTABLE
   LLDB_TEST_COMPILER
   LLDB_TEST_DSYMUTIL
+  LLDB_TEST_SERVER
   LLDB_LIBS_DIR
   LLVM_TOOLS_DIR
   )
diff --git a/utils/lldb-dotest/lldb-dotest.in b/utils/lldb-dotest/lldb-dotest.in
index f6b5e0d..580b97a 100755
--- a/utils/lldb-dotest/lldb-dotest.in
+++ b/utils/lldb-dotest/lldb-dotest.in
@@ -8,6 +8,7 @@
 executable = '@LLDB_TEST_EXECUTABLE_CONFIGURED@'
 compiler = '@LLDB_TEST_COMPILER_CONFIGURED@'
 dsymutil = '@LLDB_TEST_DSYMUTIL_CONFIGURED@'
+server = '@LLDB_TEST_SERVER_CONFIGURED@'
 lldb_build_dir = '@LLDB_TEST_BUILD_DIRECTORY_CONFIGURED@'
 lldb_build_intel_pt = "@LLDB_BUILD_INTEL_PT@"
 lldb_framework_dir = "@LLDB_FRAMEWORK_DIR_CONFIGURED@"
@@ -27,6 +28,8 @@
     cmd.extend(['--dsymutil', dsymutil])
     cmd.extend(['--lldb-libs-dir', lldb_libs_dir])
     cmd.extend(['--llvm-tools-dir', llvm_tools_dir])
+    if server:
+        cmd.extend(['--server', server])
     if lldb_framework_dir:
         cmd.extend(['--framework', lldb_framework_dir])
     if lldb_build_intel_pt == "1":