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diff --git a/utils/mailtransporttest.py b/utils/mailtransporttest.py
new file mode 100755
index 00000000..1d401172
--- /dev/null
+++ b/utils/mailtransporttest.py
@@ -0,0 +1,132 @@
+#!/bin/env python3
+"""
+ Send an email via SMTP and then look for it via IMAP.
+
+ ./mailtransporttest.py --sender-username test1@kolab.org --sender-password foobar --sender-host smtp.kolabnow.com --recipient-username test2@kolab.org --recipient-password foobar --recipient-host imap.kolabnow.com
+"""
+from datetime import datetime
+import argparse
+import sys
+import imaplib
+import smtplib
+import uuid
+import time
+
+
+mailtemplate = '''
+MIME-Version: 1.0
+Content-Type: multipart/mixed;
+ boundary="=_291b8e96564265636432c6d494e02322"
+Date: {date}
+From: {sender}
+To: {to}
+Subject: {subject}
+Message-ID: {messageid}
+
+--=_291b8e96564265636432c6d494e02322
+Content-Type: multipart/alternative;
+ boundary="=_ceff0fd19756f45ed1295ee2069ff8e0"
+
+--=_ceff0fd19756f45ed1295ee2069ff8e0
+Content-Transfer-Encoding: 7bit
+Content-Type: text/plain; charset=US-ASCII
+
+sdlkjsdjf
+--=_ceff0fd19756f45ed1295ee2069ff8e0
+Content-Transfer-Encoding: quoted-printable
+Content-Type: text/html; charset=UTF-8
+
+<html><head><meta http-equiv=3D"Content-Type" content=3D"text/html; charset=
+=3DUTF-8" /></head><body style=3D'font-size: 10pt; font-family: Verdana,Gen=
+eva,sans-serif'>
+<p>sdlkjsdjf</p>
+
+</body></html>
+
+--=_ceff0fd19756f45ed1295ee2069ff8e0--
+
+--=_291b8e96564265636432c6d494e02322
+Content-Transfer-Encoding: base64
+Content-Type: text/plain;
+ name=xorg.conf
+Content-Disposition: attachment;
+ filename=xorg.conf;
+ size=211
+
+U2VjdGlvbiAiRGV2aWNlIgogICAgSWRlbnRpZmllciAgICAgIkRldmljZTAiCiAgICBEcml2ZXIg
+{attachment}ICAgIEJvYXJkTmFtZSAgICAgICJOVlMgNDIwME0iCiAgICBPcHRpb24gIk5vTG9nbyIgInRydWUi
+CiAgICBPcHRpb24gIlVzZUVESUQiICJ0cnVlIgpFbmRTZWN0aW9uCg==
+--=_291b8e96564265636432c6d494e02322--
+'''.strip()
+
+
+
+class SendTest:
+ def __init__(self, options):
+ self.recipient_host = options.recipient_host
+ self.recipient_username = options.recipient_username
+ self.recipient_password = options.recipient_password
+
+ self.sender_host = options.sender_host
+ self.sender_username = options.sender_username
+ self.sender_password = options.sender_password
+
+ self.uuid = str(uuid.uuid4())
+ self.subject = f"Delivery Check {self.uuid}"
+
+ def check_for_mail(self):
+ print(f"Checking for uuid {self.uuid}")
+ imap = imaplib.IMAP4_SSL(host=self.recipient_host, port=993)
+ imap.login(self.recipient_username, self.recipient_password)
+ imap.select("INBOX")
+ typ, data = imap.search(None, 'SUBJECT', '"' + self.subject + '"')
+ for num in data[0].split():
+ print(f"Found the mail with uid {num}")
+ imap.store(num, '+FLAGS', '\\Deleted')
+ imap.expunge()
+ return True
+ return False
+
+ def send_mail(self):
+ dtstamp = datetime.utcnow()
+ msg = mailtemplate.format(
+ messageid="<{}@deliverycheck.org>".format(uuid),
+ subject=self.subject,
+ sender=self.sender_username,
+ to=self.recipient_username,
+ date=dtstamp.strftime("%a, %d %b %Y %H:%M:%S %z"),
+ attachment='ICAgIEJvYXJkTmFtZSAgICAgICJOVlMgNDIwME0iCiAgICBPcHRpb24gIk5vTG9nbyIgInRydWUi\n'
+ )
+ with smtplib.SMTP_SSL(host=self.sender_host, port=465) as smtp:
+ smtp.login(self.sender_username, self.sender_password)
+ smtp.noop()
+ smtp.sendmail(self.sender_username, self.recipient_username, msg)
+ print(f"Email with uuid {self.uuid} sent")
+
+
+parser = argparse.ArgumentParser(description='Mail transport tests.')
+parser.add_argument('--sender-username', help='The SMTP sender username')
+parser.add_argument('--sender-password', help='The SMTP sender password')
+parser.add_argument('--sender-host', help='The SMTP sender host')
+parser.add_argument('--recipient-username', help='The IMAP recipient username')
+parser.add_argument('--recipient-password', help='The IMAP recipient password')
+parser.add_argument('--recipient-host', help='The IMAP recipient host')
+parser.add_argument('--timeout', help='Timeout in minutes', type=int, default=10)
+
+args = parser.parse_args()
+
+obj = SendTest(args)
+obj.send_mail()
+
+timeout = 10
+
+for i in range(1, round(args.timeout * 60 / timeout) + 1):
+ if obj.check_for_mail():
+ print("Success!")
+ sys.exit(0)
+ print(f"waiting for {timeout}")
+ time.sleep(timeout)
+
+
+print("Failed to find the mail")
+sys.exit(1)

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