diff --git a/tockloader/openocd.py b/tockloader/openocd.py
index 0da3251..1ed50b3 100644
--- a/tockloader/openocd.py
+++ b/tockloader/openocd.py
@@ -16,7 +16,11 @@
 from .board_interface import BoardInterface
 from .exceptions import TockLoaderException
 
+# global static variable for collecting temp files for Windows
+collect_temp_files = []
+
 class OpenOCD(BoardInterface):
+
 	def _run_openocd_commands (self, commands, binary, write=True):
 		'''
 		- `commands`: String of openocd commands. Use {binary} for where the name
@@ -25,7 +29,9 @@ def _run_openocd_commands (self, commands, binary, write=True):
 		- `write`: Set to true if the command writes binaries to the board. Set
 		  to false if the command will read bits from the board.
 		'''
-		delete = True
+
+		# in Windows, you can't mark delete bc they delete too fast
+		delete = platform.system() != 'Windows'
 		if self.args.debug:
 			delete = False
 
@@ -38,7 +44,10 @@ def _run_openocd_commands (self, commands, binary, write=True):
 
 			if platform.system() == 'Windows':
 				# For Windows, forward slashes need to be escaped
-				temp_bin = temp_bin.name.replace('\\', '\\\\')
+				temp_bin.name = temp_bin.name.replace('\\', '\\\\\\')
+				# For Windows, files need to be manually deleted
+				global collect_temp_files
+				collect_temp_files += [temp_bin.name]
 
 			# Update the command with the name of the binary file
 			commands = commands.format(binary=temp_bin.name)
diff --git a/tockloader/tockloader.py b/tockloader/tockloader.py
index 4aa74af..4840d9f 100644
--- a/tockloader/tockloader.py
+++ b/tockloader/tockloader.py
@@ -8,6 +8,8 @@
 import binascii
 import contextlib
 import copy
+import os
+import platform
 import string
 import textwrap
 import time
@@ -18,7 +20,7 @@
 from .exceptions import TockLoaderException
 from .tbfh import TBFHeader
 from .jlinkexe import JLinkExe
-from .openocd import OpenOCD
+from .openocd import OpenOCD, collect_temp_files
 
 class TockLoader:
 	'''
@@ -469,6 +471,11 @@ def _start_communication_with_board (self):
 
 			yield
 
+			if platform.system() == 'Windows':
+				for file in collect_temp_files:
+					os.remove(file)
+
+
 			now = time.time()
 			print('Finished in {:0.3f} seconds'.format(now-then))
 		except Exception as e: