diff --git a/transfer.py b/transfer.py
index 7074140dac95db9525c2271886e5e7874f7a4393..8a2adfcb46a0cd3a907066d01c1979e984089ecd 100644
--- a/transfer.py
+++ b/transfer.py
@@ -1,43 +1,78 @@
+import ports
 import psutil
 import urllib.request
 import os
 import shutil
 import platform
+import time
 
 import subprocess
 
 
-def get_windows_drive_name(letter):
-    return subprocess.check_output(["cmd", "/c vol " + letter]).decode().split("\r\n")[0].split(" ").pop()
+def get_drive():
 
+    def get_windows_drive_name(letter):
+        return subprocess.check_output(["cmd", "/c vol " + letter]).decode().split("\r\n")[0].split(" ").pop()
 
-if platform.system().lower() == 'windows':
-    disks = [(x.mountpoint, get_windows_drive_name(x.mountpoint.strip('\\')))
-             for x in psutil.disk_partitions()]
-    disks = [(x, name)
-             for x, name in disks if 'TRINKEY' in name or 'CIRCUIT' in name]
-else:
-    disks = [(x.mountpoint, x.mountpoint) for x in psutil.disk_partitions(
-    ) if 'TRINKEY' in x.mountpoint.upper() or 'CIRCUIT' in x.mountpoint.upper()]
+    if platform.system().lower() == 'windows':
+        disks = [(x.mountpoint, get_windows_drive_name(x.mountpoint.strip('\\')))
+                 for x in psutil.disk_partitions()]
+        disks = [(x, name)
+                 for x, name in disks if 'TRINKEY' in name or 'CIRCUIT' in name]
+    else:
+        disks = [(x.mountpoint, x.mountpoint) for x in psutil.disk_partitions(
+        ) if 'TRINKEY' in x.mountpoint.upper() or 'CIRCUIT' in x.mountpoint.upper()]
 
-if len(disks) != 1:
-    print("Could not find the trinkey.  Did you click the reset button twice and connect it?")
-    exit(1)
+    if len(disks) != 1:
+        print("Could not find the Trinkey.  Did you click the reset button twice and connect it?")
+        exit(1)
 
-disk, name = disks[0]
+    disk, name = disks[0]
+    return disk, name
 
-if 'TRINKEY' in name:
+
+def reset_drive():
     urllib.request.urlretrieve(
         "https://downloads.circuitpython.org/bin/adafruit_proxlight_trinkey_m0/en_US/adafruit-circuitpython-adafruit_proxlight_trinkey_m0-en_US-9.1.4.uf2", os.path.join(
             disk, 'trinkey.uf2'))
-    print("The drive will now eject. You can quit any keyboard popups that appear. Run the transfer.py file again for it to be bootable.")
-else:
-    shutil.rmtree(os.path.join(disk, 'lib'), True)
-    shutil.rmtree(os.path.join(disk, 'src'), True)
-    shutil.rmtree(os.path.join(disk, 'boot_out.txt'), True)
-    shutil.rmtree(os.path.join('src', '__pycache__'), True)
-    shutil.rmtree(os.path.join('support', '__pycache__'), True)
-    shutil.copytree('src', os.path.join(disk, 'src'), dirs_exist_ok=True)
-    shutil.copytree('support', os.path.join(disk, 'support'), dirs_exist_ok=True)
-    shutil.copy('code.py', os.path.join(disk, 'code.py'))
-    print("Done! Switch back to the Serial Monitor!")
+    print("The drive will now eject and then re-attach.  Please wait 10 seconds.")
+    time.sleep(10)
+
+
+disk, name = get_drive()
+if 'TRINKEY' in name:
+    reset_drive()
+
+disk, name = get_drive()
+trinkey = ports.get_trinkey_port()
+if not trinkey:
+    print("Could not find the Trinkey to connect to...try removing it from the USB drive and plugging it back in.")
+    exit(1)
+
+# Kill any running program
+trinkey.write(bytes(chr(0x03), 'utf-8'))
+trinkey.flush()
+
+print("Connected to Trinkey! Transfering files...")
+
+shutil.rmtree(os.path.join(disk, 'src'), True)
+shutil.rmtree(os.path.join(disk, '__pycache__'), True)
+for x in os.listdir(disk):
+    try:
+        os.unlink(os.path.join(disk, x))
+    except (PermissionError, FileNotFoundError, OSError):
+        pass
+
+shutil.copytree('src', os.path.join(disk, 'src'), dirs_exist_ok=True)
+shutil.copytree('support', os.path.join(disk, 'support'), dirs_exist_ok=True)
+shutil.copy('code.py', os.path.join(disk, 'code.py'))
+
+print("Files transfered...connecting to Trinkey...")
+time.sleep(1)
+
+print("Restarting Trinkey!")
+# Kill any running program
+trinkey.write(bytes(chr(0x04), 'utf-8'))
+trinkey.flush()
+time.sleep(1)
+miniterm = ports.connect_to_serial(trinkey)