time difference bettwenn logs

[Pedroski55]

I put the years in, just for fun:

# if you want to repeat, reset file seek to zero: log.seek(0)
log = StringIO(
    """<150>2022 Nov  7 07:38:33 DrayTek: Local User (MAC=B0-8C-75-C0-FF-8F): 172.16.91.7:57422 -> 17.57.172.11:443 (TCP)
<150>2023 Nov  7 07:38:43 DrayTek: Local User (MAC=B0-8C-75-C0-FF-8F): 172.16.91.7:57423 -> 17.57.172.11:443 (TCP)
<150>2023 Nov  7 08:38:33 DrayTek: Local User (MAC=B0-8C-75-C0-FF-8F): 172.16.91.7:57424 -> 17.57.13.65:443 (TCP)
<150>2024 Nov  8 07:38:33 DrayTek: Local User (MAC=B0-8C-75-C0-FF-8F): 172.16.91.7:57425 -> 17.57.13.65:443 (TCP)"""
)

Then just do what deanhystad said:

prev = None
for line in log:
    dt = datetime.strptime(line[5:25], "%Y %b %d %H:%M:%S")
    if prev is not None:
        print(dt - prev)
    prev = dt
# need this to repeat reading the log
log.seek(0)

Output:
365 days, 0:00:10
0:59:50
366 days, 23:00:00