diff --git a/Tools/HIL/monitor_firmware_upload.py b/Tools/HIL/monitor_firmware_upload.py
index b5df4691b6..b58f25bcdc 100755
--- a/Tools/HIL/monitor_firmware_upload.py
+++ b/Tools/HIL/monitor_firmware_upload.py
@@ -40,8 +40,8 @@ def monitor_firmware_upload(port, baudrate):
     ser = serial.Serial(port, baudrate, bytesize=serial.EIGHTBITS, parity=serial.PARITY_NONE, stopbits=serial.STOPBITS_ONE, timeout=1, xonxoff=True, rtscts=False, dsrdtr=False)
 
     timeout = 180  # 3 minutes
-    timeout_start = time.time()
-    timeout_newline = time.time()
+    timeout_start = time.monotonic()
+    timeout_newline = time.monotonic()
 
     return_code = 0
 
@@ -59,13 +59,13 @@ def monitor_firmware_upload(port, baudrate):
         elif "nsh>" in serial_line:
             sys.exit(return_code)
 
-        if time.time() > timeout_start + timeout:
+        if time.monotonic() > timeout_start + timeout:
             print("Error, timeout")
             sys.exit(-1)
 
         # newline every 10 seconds if still running
-        if time.time() - timeout_newline > 10:
-            timeout_newline = time.time()
+        if time.monotonic() - timeout_newline > 10:
+            timeout_newline = time.monotonic()
             ser.write("\n".encode("ascii"))
             ser.flush()
 
diff --git a/Tools/HIL/nsh_param_set.py b/Tools/HIL/nsh_param_set.py
index 72aea7ab5d..74539bf123 100755
--- a/Tools/HIL/nsh_param_set.py
+++ b/Tools/HIL/nsh_param_set.py
@@ -34,7 +34,7 @@ def print_line(line):
 def do_param_set_cmd(port, baudrate, param_name, param_value):
     ser = serial.Serial(port, baudrate, bytesize=serial.EIGHTBITS, parity=serial.PARITY_NONE, stopbits=serial.STOPBITS_ONE, timeout=0.1, xonxoff=True, rtscts=False, dsrdtr=False)
 
-    timeout_start = time.time()
+    timeout_start = time.monotonic()
     timeout = 30  # 30 seconds
 
     # wait for nsh prompt
@@ -50,7 +50,7 @@ def do_param_set_cmd(port, baudrate, param_name, param_value):
             if len(serial_line) > 0:
                 print_line(serial_line)
 
-        if time.time() > timeout_start + timeout:
+        if time.monotonic() > timeout_start + timeout:
             print("Error, timeout waiting for prompt")
             sys.exit(1)
 
@@ -58,12 +58,13 @@ def do_param_set_cmd(port, baudrate, param_name, param_value):
     ser.readlines()
 
     # run command
-    timeout_start = time.time()
+    timeout_start = time.monotonic()
     timeout = 10  # 10 seconds
 
     cmd = "param set " + param_name + " " + param_value
 
     # write command (param set) and wait for command echo
+    print("Running command: \'{0}\'".format(cmd))
     serial_cmd = '{0}\r\n'.format(cmd)
     ser.write(serial_cmd.encode("ascii"))
     ser.flush()
@@ -77,7 +78,7 @@ def do_param_set_cmd(port, baudrate, param_name, param_value):
             if len(serial_line) > 0:
                 print_line(serial_line)
 
-        if time.time() > timeout_start + timeout:
+        if time.monotonic() > timeout_start + timeout:
             print("Error, timeout waiting for command echo")
             break
 
@@ -89,8 +90,8 @@ def do_param_set_cmd(port, baudrate, param_name, param_value):
 
     param_show_response = param_name + " ["
 
-    timeout_start = time.time()
-    timeout = 2  # 2 seconds
+    timeout_start = time.monotonic()
+    timeout = 3  # 3 seconds
 
     while True:
         serial_line = ser.readline().decode("ascii", errors='ignore')
@@ -107,19 +108,20 @@ def do_param_set_cmd(port, baudrate, param_name, param_value):
             if len(serial_line) > 0:
                 print_line(serial_line)
 
-            if time.time() > timeout_start + timeout:
+            if time.monotonic() > timeout_start + timeout:
                 if "nsh>" in serial_line:
                     sys.exit(1) # error, command didn't complete successfully
                 elif "NuttShell (NSH)" in serial_line:
                     sys.exit(1) # error, command didn't complete successfully
 
+        if time.monotonic() > timeout_start + timeout:
+            print("Error, timeout")
+            sys.exit(-1)
+
         if len(serial_line) <= 0:
             ser.write("\r\n".encode("ascii"))
             ser.flush()
-
-        if time.time() > timeout_start + timeout:
-            print("Error, timeout")
-            sys.exit(-1)
+            time.sleep(0.2)
 
     ser.close()
 
diff --git a/Tools/HIL/reboot.py b/Tools/HIL/reboot.py
index 670854207f..fa1eed7da6 100755
--- a/Tools/HIL/reboot.py
+++ b/Tools/HIL/reboot.py
@@ -47,14 +47,14 @@ def monitor_firmware_upload(port, baudrate):
 
     timeout_reboot_cmd = 30
     timeout = 300  # 5 minutes
-    timeout_start = time.time()
-    timeout_newline = time.time()
+    timeout_start = time.monotonic()
+    timeout_newline = time.monotonic()
     time_success = 0
 
     return_code = 0
 
     while True:
-        if time.time() > timeout_start + timeout_reboot_cmd:
+        if time.monotonic() > timeout_start + timeout_reboot_cmd:
             ser.write("reboot\n".encode("ascii"))
 
         serial_line = ser.readline().decode("ascii", errors='ignore')
@@ -66,13 +66,13 @@ def monitor_firmware_upload(port, baudrate):
             print_line(serial_line)
 
         if "NuttShell (NSH)" in serial_line:
-            time_success = time.time()
+            time_success = time.monotonic()
 
         # wait at least 2 seconds after seeing prompt to catch potential errors
-        if time_success > 0 and time.time() > time_success + 2:
+        if time_success > 0 and time.monotonic() > time_success + 2:
             sys.exit(return_code)
 
-        if time.time() > timeout_start + timeout:
+        if time.monotonic() > timeout_start + timeout:
             print("Error, timeout")
             sys.exit(-1)
 
diff --git a/Tools/HIL/run_nsh_cmd.py b/Tools/HIL/run_nsh_cmd.py
index 1424f31c14..96324c9a67 100755
--- a/Tools/HIL/run_nsh_cmd.py
+++ b/Tools/HIL/run_nsh_cmd.py
@@ -40,7 +40,7 @@ def print_line(line):
 def do_nsh_cmd(port, baudrate, cmd):
     ser = serial.Serial(port, baudrate, bytesize=serial.EIGHTBITS, parity=serial.PARITY_NONE, stopbits=serial.STOPBITS_ONE, timeout=0.2, xonxoff=True, rtscts=False, dsrdtr=False)
 
-    timeout_start = time.time()
+    timeout_start = time.monotonic()
     timeout = 30  # 30 seconds
 
     # wait for nsh prompt
@@ -56,7 +56,7 @@ def do_nsh_cmd(port, baudrate, cmd):
             if len(serial_line) > 0:
                 print_line(serial_line)
 
-        if time.time() > timeout_start + timeout:
+        if time.monotonic() > timeout_start + timeout:
             print("Error, timeout waiting for prompt")
             sys.exit(1)
 
@@ -64,12 +64,13 @@ def do_nsh_cmd(port, baudrate, cmd):
     ser.readlines()
 
     # run command
-    timeout_start = time.time()
+    timeout_start = time.monotonic()
     timeout = 1  # 1 second
 
     success_cmd = "cmd succeeded!"
 
     # wait for command echo
+    print("Running command: \'{0}\'".format(cmd))
     serial_cmd = '{0}; echo "{1}"; echo "{2}";\r\n'.format(cmd, success_cmd, success_cmd)
     ser.write(serial_cmd.encode("ascii"))
     ser.flush()
@@ -86,12 +87,12 @@ def do_nsh_cmd(port, baudrate, cmd):
             if len(serial_line) > 0:
                 print_line(serial_line)
 
-        if time.time() > timeout_start + timeout:
+        if (len(serial_line) <= 0) and (time.monotonic() > timeout_start + timeout):
             print("Error, timeout waiting for command echo")
             break
 
 
-    timeout_start = time.time()
+    timeout_start = time.monotonic()
     timeout = 240 # 4 minutes
 
     return_code = 0
@@ -114,13 +115,14 @@ def do_nsh_cmd(port, baudrate, cmd):
             elif "NuttShell (NSH)" in serial_line:
                 sys.exit(1) # error, command didn't complete successfully
 
+        if (len(serial_line) <= 0) and (time.monotonic() > timeout_start + timeout):
+            print("Error, timeout")
+            sys.exit(-1)
+
         if len(serial_line) <= 0:
             ser.write("\r\n".encode("ascii"))
             ser.flush()
-
-        if time.time() > timeout_start + timeout:
-            print("Error, timeout")
-            sys.exit(-1)
+            time.sleep(0.2)
 
     ser.close()
 
diff --git a/Tools/HIL/run_tests.py b/Tools/HIL/run_tests.py
index eab20c4084..1c6e2de160 100755
--- a/Tools/HIL/run_tests.py
+++ b/Tools/HIL/run_tests.py
@@ -41,7 +41,7 @@ def print_line(line):
 def do_test(port, baudrate, test_name):
     ser = serial.Serial(port, baudrate, bytesize=serial.EIGHTBITS, parity=serial.PARITY_NONE, stopbits=serial.STOPBITS_ONE, timeout=0.2, xonxoff=True, rtscts=False, dsrdtr=False)
 
-    timeout_start = time.time()
+    timeout_start = time.monotonic()
     timeout = 30  # 30 seconds
 
     # wait for nsh prompt
@@ -57,7 +57,7 @@ def do_test(port, baudrate, test_name):
             if len(serial_line) > 0:
                 print(serial_line, end='')
 
-        if time.time() > timeout_start + timeout:
+        if time.monotonic() > timeout_start + timeout:
             print("Error, timeout waiting for prompt")
             return False
 
@@ -72,10 +72,11 @@ def do_test(port, baudrate, test_name):
     print("| Running:", cmd)
     print('|======================================================================')
 
-    timeout_start = time.time()
+    timeout_start = time.monotonic()
     timeout = 2  # 2 seconds
 
     # wait for command echo
+    print("Running command: \'{0}\'".format(cmd))
     serial_cmd = '{0}\n'.format(cmd)
     ser.write(serial_cmd.encode("ascii"))
     ser.flush()
@@ -88,14 +89,14 @@ def do_test(port, baudrate, test_name):
             if len(serial_line) > 0:
                 print_line(serial_line)
 
-        if time.time() > timeout_start + timeout:
+        if time.monotonic() > timeout_start + timeout:
             print("Error, timeout waiting for command echo")
             break
 
 
     # print results, wait for final result (PASSED or FAILED)
     timeout = 300  # 5 minutes
-    timeout_start = time.time()
+    timeout_start = time.monotonic()
     timeout_newline = timeout_start
 
     while True:
@@ -111,16 +112,16 @@ def do_test(port, baudrate, test_name):
             success = False
             break
 
-        if time.time() > timeout_start + timeout:
+        if time.monotonic() > timeout_start + timeout:
             print("Error, timeout")
             print(test_name + f" {COLOR_RED}FAILED{COLOR_RESET}")
             success = False
             break
 
         # newline every 10 seconds if still running
-        if time.time() - timeout_newline > 10:
+        if (len(serial_line) <= 0) and (time.monotonic() - timeout_newline > 10):
             ser.write("\n".encode("ascii"))
-            timeout_newline = time.time()
+            timeout_newline = time.monotonic()
 
     ser.close()