Added SMTP2Go (with Attachment) Support (#389)

README.md

@@ -76,6 +76,7 @@ The table below identifies the services this tool supports and some example serv
 | [SendGrid](https://github.com/caronc/apprise/wiki/Notify_sendgrid) | sendgrid://  | (TCP) 443   | sendgrid://APIToken:FromEmail/<br />sendgrid://APIToken:FromEmail/ToEmail<br />sendgrid://APIToken:FromEmail/ToEmail1/ToEmail2/ToEmailN/
 | [SimplePush](https://github.com/caronc/apprise/wiki/Notify_simplepush) | spush://   | (TCP) 443    | spush://apikey<br />spush://salt:password@apikey<br />spush://apikey?event=Apprise
 | [Slack](https://github.com/caronc/apprise/wiki/Notify_slack) | slack://  | (TCP) 443   | slack://TokenA/TokenB/TokenC/<br />slack://TokenA/TokenB/TokenC/Channel<br />slack://botname@TokenA/TokenB/TokenC/Channel<br />slack://user@TokenA/TokenB/TokenC/Channel1/Channel2/ChannelN
+| [SMTP2Go](https://github.com/caronc/apprise/wiki/Notify_smtp2go) | smtp2go:// | (TCP) 443 | smtp2go://user@hostname/apikey<br />smtp2go://user@hostname/apikey/email<br />smtp2go://user@hostname/apikey/email1/email2/emailN<br />smtp2go://user@hostname/apikey/?name="From%20User"
 | [SparkPost](https://github.com/caronc/apprise/wiki/Notify_sparkpost) | sparkpost:// | (TCP) 443 | sparkpost://user@hostname/apikey<br />sparkpost://user@hostname/apikey/email<br />sparkpost://user@hostname/apikey/email1/email2/emailN<br />sparkpost://user@hostname/apikey/?name="From%20User"
 | [Spontit](https://github.com/caronc/apprise/wiki/Notify_spontit) | spontit://  | (TCP) 443   | spontit://UserID@APIKey/<br />spontit://UserID@APIKey/Channel<br />spontit://UserID@APIKey/Channel1/Channel2/ChannelN
 | [Syslog](https://github.com/caronc/apprise/wiki/Notify_syslog) | syslog://  | n/a  | syslog://<br />syslog://Facility

apprise/plugins/NotifySMTP2Go.py

@@ -0,0 +1,584 @@
+# -*- coding: utf-8 -*-
+#
+# Copyright (C) 2021 Chris Caron <lead2gold@gmail.com>
+# All rights reserved.
+#
+# This code is licensed under the MIT License.
+#
+# Permission is hereby granted, free of charge, to any person obtaining a copy
+# of this software and associated documentation files(the "Software"), to deal
+# in the Software without restriction, including without limitation the rights
+# to use, copy, modify, merge, publish, distribute, sublicense, and / or sell
+# copies of the Software, and to permit persons to whom the Software is
+# furnished to do so, subject to the following conditions :
+#
+# The above copyright notice and this permission notice shall be included in
+# all copies or substantial portions of the Software.
+#
+# THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR
+# IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY,
+# FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT.IN NO EVENT SHALL THE
+# AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER
+# LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM,
+# OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN
+# THE SOFTWARE.
+
+# Signup @ https://smtp2go.com (free accounts available)
+#
+# From your dashboard, you can generate an API Key if you haven't already
+# at https://app.smtp2go.com/settings/apikeys/
+
+# The API Key from here which will look something like:
+#    api-60F0DD0AB5BA11ABA421F23C91C88EF4
+#
+# Knowing this, you can buid your smtp2go url as follows:
+#  smtp2go://{user}@{domain}/{apikey}
+#  smtp2go://{user}@{domain}/{apikey}/{email}
+#
+# You can email as many addresses as you want as:
+#  smtp2go://{user}@{domain}/{apikey}/{email1}/{email2}/{emailN}
+#
+#  The {user}@{domain} effectively assembles the 'from' email address
+#  the email will be transmitted from.  If no email address is specified
+#  then it will also become the 'to' address as well.
+#
+import base64
+import requests
+from json import dumps
+from email.utils import formataddr
+from .NotifyBase import NotifyBase
+from ..common import NotifyType
+from ..common import NotifyFormat
+from ..utils import parse_emails
+from ..utils import parse_bool
+from ..utils import is_email
+from ..utils import validate_regex
+from ..AppriseLocale import gettext_lazy as _
+
+SMTP2GO_HTTP_ERROR_MAP = {
+    429: 'To many requests.',
+}
+
+
+class NotifySMTP2Go(NotifyBase):
+    """
+    A wrapper for SMTP2Go Notifications
+    """
+
+    # The default descriptive name associated with the Notification
+    service_name = 'SMTP2Go'
+
+    # The services URL
+    service_url = 'https://www.smtp2go.com/'
+
+    # All notification requests are secure
+    secure_protocol = 'smtp2go'
+
+    # SMTP2Go advertises they allow 300 requests per minute.
+    # 60/300 = 0.2
+    request_rate_per_sec = 0.20
+
+    # A URL that takes you to the setup/help of the specific protocol
+    setup_url = 'https://github.com/caronc/apprise/wiki/Notify_smtp2go'
+
+    # Notify URL
+    notify_url = 'https://api.smtp2go.com/v3/email/send'
+
+    # Default Notify Format
+    notify_format = NotifyFormat.HTML
+
+    # The maximum amount of emails that can reside within a single
+    # batch transfer
+    default_batch_size = 100
+
+    # Define object templates
+    templates = (
+        '{schema}://{user}@{host}:{apikey}/',
+        '{schema}://{user}@{host}:{apikey}/{targets}',
+    )
+
+    # Define our template tokens
+    template_tokens = dict(NotifyBase.template_tokens, **{
+        'user': {
+            'name': _('User Name'),
+            'type': 'string',
+            'required': True,
+        },
+        'host': {
+            'name': _('Domain'),
+            'type': 'string',
+            'required': True,
+        },
+        'apikey': {
+            'name': _('API Key'),
+            'type': 'string',
+            'private': True,
+            'required': True,
+        },
+        'targets': {
+            'name': _('Target Emails'),
+            'type': 'list:string',
+        },
+    })
+
+    # Define our template arguments
+    template_args = dict(NotifyBase.template_args, **{
+        'name': {
+            'name': _('From Name'),
+            'type': 'string',
+            'map_to': 'from_name',
+        },
+        'to': {
+            'alias_of': 'targets',
+        },
+        'cc': {
+            'name': _('Carbon Copy'),
+            'type': 'list:string',
+        },
+        'bcc': {
+            'name': _('Blind Carbon Copy'),
+            'type': 'list:string',
+        },
+        'batch': {
+            'name': _('Batch Mode'),
+            'type': 'bool',
+            'default': False,
+        },
+    })
+
+    # Define any kwargs we're using
+    template_kwargs = {
+        'headers': {
+            'name': _('Email Header'),
+            'prefix': '+',
+        },
+    }
+
+    def __init__(self, apikey, targets, cc=None, bcc=None, from_name=None,
+                 headers=None, batch=False, **kwargs):
+        """
+        Initialize SMTP2Go Object
+        """
+        super(NotifySMTP2Go, self).__init__(**kwargs)
+
+        # API Key (associated with project)
+        self.apikey = validate_regex(apikey)
+        if not self.apikey:
+            msg = 'An invalid SMTP2Go API Key ' \
+                  '({}) was specified.'.format(apikey)
+            self.logger.warning(msg)
+            raise TypeError(msg)
+
+        # Validate our username
+        if not self.user:
+            msg = 'No SMTP2Go username was specified.'
+            self.logger.warning(msg)
+            raise TypeError(msg)
+
+        # Acquire Email 'To'
+        self.targets = list()
+
+        # Acquire Carbon Copies
+        self.cc = set()
+
+        # Acquire Blind Carbon Copies
+        self.bcc = set()
+
+        # For tracking our email -> name lookups
+        self.names = {}
+
+        self.headers = {}
+        if headers:
+            # Store our extra headers
+            self.headers.update(headers)
+
+        # Prepare Batch Mode Flag
+        self.batch = batch
+
+        # Get our From username (if specified)
+        self.from_name = from_name
+
+        # Get our from email address
+        self.from_addr = '{user}@{host}'.format(user=self.user, host=self.host)
+
+        if not is_email(self.from_addr):
+            # Parse Source domain based on from_addr
+            msg = 'Invalid ~From~ email format: {}'.format(self.from_addr)
+            self.logger.warning(msg)
+            raise TypeError(msg)
+
+        if targets:
+            # Validate recipients (to:) and drop bad ones:
+            for recipient in parse_emails(targets):
+                result = is_email(recipient)
+                if result:
+                    self.targets.append(
+                        (result['name'] if result['name'] else False,
+                            result['full_email']))
+                    continue
+
+                self.logger.warning(
+                    'Dropped invalid To email '
+                    '({}) specified.'.format(recipient),
+                )
+
+        else:
+            # If our target email list is empty we want to add ourselves to it
+            self.targets.append(
+                (self.from_name if self.from_name else False, self.from_addr))
+
+        # Validate recipients (cc:) and drop bad ones:
+        for recipient in parse_emails(cc):
+            email = is_email(recipient)
+            if email:
+                self.cc.add(email['full_email'])
+
+                # Index our name (if one exists)
+                self.names[email['full_email']] = \
+                    email['name'] if email['name'] else False
+                continue
+
+            self.logger.warning(
+                'Dropped invalid Carbon Copy email '
+                '({}) specified.'.format(recipient),
+            )
+
+        # Validate recipients (bcc:) and drop bad ones:
+        for recipient in parse_emails(bcc):
+            email = is_email(recipient)
+            if email:
+                self.bcc.add(email['full_email'])
+
+                # Index our name (if one exists)
+                self.names[email['full_email']] = \
+                    email['name'] if email['name'] else False
+                continue
+
+            self.logger.warning(
+                'Dropped invalid Blind Carbon Copy email '
+                '({}) specified.'.format(recipient),
+            )
+
+    def send(self, body, title='', notify_type=NotifyType.INFO, attach=None,
+             **kwargs):
+        """
+        Perform SMTP2Go Notification
+        """
+
+        if not self.targets:
+            # There is no one to email; we're done
+            self.logger.warning(
+                'There are no Email recipients to notify')
+            return False
+
+        # error tracking (used for function return)
+        has_error = False
+
+        # Send in batches if identified to do so
+        batch_size = 1 if not self.batch else self.default_batch_size
+
+        # Prepare our headers
+        headers = {
+            'User-Agent': self.app_id,
+            'Accept': 'application/json',
+            'Content-Type': 'application/json',
+        }
+
+        # Track our potential attachments
+        attachments = []
+
+        if attach:
+            for idx, attachment in enumerate(attach):
+                # Perform some simple error checking
+                if not attachment:
+                    # We could not access the attachment
+                    self.logger.error(
+                        'Could not access attachment {}.'.format(
+                            attachment.url(privacy=True)))
+                    return False
+
+                try:
+                    with open(attachment.path, 'rb') as f:
+                        # Output must be in a DataURL format (that's what
+                        # PushSafer calls it):
+                        attachments.append({
+                            'filename': attachment.name,
+                            'fileblob': base64.b64encode(f.read())
+                            .decode('utf-8'),
+                            'mimetype': attachment.mimetype,
+                        })
+
+                except (OSError, IOError) as e:
+                    self.logger.warning(
+                        'An I/O error occurred while reading {}.'.format(
+                            attachment.name if attachment else 'attachment'))
+                    self.logger.debug('I/O Exception: %s' % str(e))
+                    return False
+
+        try:
+            sender = formataddr(
+                (self.from_name if self.from_name else False,
+                 self.from_addr), charset='utf-8')
+
+        except TypeError:
+            # Python v2.x Support (no charset keyword)
+            # Format our cc addresses to support the Name field
+            sender = formataddr(
+                (self.from_name if self.from_name else False,
+                 self.from_addr))
+
+        # Prepare our payload
+        payload = {
+            # API Key
+            'api_key': self.apikey,
+
+            # Base payload options
+            'sender': sender,
+            'subject': title,
+
+            # our To array
+            'to': [],
+        }
+
+        if attachments:
+            payload['attachments'] = attachments
+
+        if self.notify_format == NotifyFormat.HTML:
+            payload['html_body'] = body
+
+        else:
+            payload['text_body'] = body
+
+        # Create a copy of the targets list
+        emails = list(self.targets)
+
+        for index in range(0, len(emails), batch_size):
+            # Initialize our cc list
+            cc = (self.cc - self.bcc)
+
+            # Initialize our bcc list
+            bcc = set(self.bcc)
+
+            # Initialize our to list
+            to = list()
+
+            for to_addr in self.targets[index:index + batch_size]:
+                # Strip target out of cc list if in To
+                cc = (cc - set([to_addr[1]]))
+
+                # Strip target out of bcc list if in To
+                bcc = (bcc - set([to_addr[1]]))
+
+                try:
+                    # Prepare our to
+                    to.append(formataddr(to_addr, charset='utf-8'))
+
+                except TypeError:
+                    # Python v2.x Support (no charset keyword)
+                    # Format our cc addresses to support the Name field
+
+                    # Prepare our to
+                    to.append(formataddr(to_addr))
+
+            # Prepare our To
+            payload['to'] = to
+
+            if cc:
+                try:
+                    # Format our cc addresses to support the Name field
+                    payload['cc'] = [formataddr(
+                        (self.names.get(addr, False), addr), charset='utf-8')
+                        for addr in cc]
+
+                except TypeError:
+                    # Python v2.x Support (no charset keyword)
+                    # Format our cc addresses to support the Name field
+                    payload['cc'] = [formataddr(  # pragma: no branch
+                        (self.names.get(addr, False), addr))
+                        for addr in cc]
+
+            # Format our bcc addresses to support the Name field
+            if bcc:
+                # set our bcc variable (convert to list first so it's
+                # JSON serializable)
+                payload['bcc'] = list(bcc)
+
+            # Store our header entries if defined into the payload
+            # in their payload
+            if self.headers:
+                payload['custom_headers'] = \
+                    [{'header': k, 'value': v}
+                     for k, v in self.headers.items()]
+
+            # Some Debug Logging
+            self.logger.debug('SMTP2Go POST URL: {} (cert_verify={})'.format(
+                self.notify_url, self.verify_certificate))
+            self.logger.debug('SMTP2Go Payload: {}' .format(payload))
+
+            # For logging output of success and errors; we get a head count
+            # of our outbound details:
+            verbose_dest = ', '.join(
+                [x[1] for x in self.targets[index:index + batch_size]]) \
+                if len(self.targets[index:index + batch_size]) <= 3 \
+                else '{} recipients'.format(
+                    len(self.targets[index:index + batch_size]))
+
+            # Always call throttle before any remote server i/o is made
+            self.throttle()
+            try:
+                r = requests.post(
+                    self.notify_url,
+                    data=dumps(payload),
+                    headers=headers,
+                    verify=self.verify_certificate,
+                    timeout=self.request_timeout,
+                )
+
+                if r.status_code != requests.codes.ok:
+                    # We had a problem
+                    status_str = \
+                        NotifyBase.http_response_code_lookup(
+                            r.status_code, SMTP2GO_HTTP_ERROR_MAP)
+
+                    self.logger.warning(
+                        'Failed to send SMTP2Go notification to {}: '
+                        '{}{}error={}.'.format(
+                            verbose_dest,
+                            status_str,
+                            ', ' if status_str else '',
+                            r.status_code))
+
+                    self.logger.debug(
+                        'Response Details:\r\n{}'.format(r.content))
+
+                    # Mark our failure
+                    has_error = True
+                    continue
+
+                else:
+                    self.logger.info(
+                        'Sent SMTP2Go notification to {}.'.format(
+                            verbose_dest))
+
+            except requests.RequestException as e:
+                self.logger.warning(
+                    'A Connection error occurred sending SMTP2Go:%s ' % (
+                        verbose_dest) + 'notification.'
+                )
+                self.logger.debug('Socket Exception: %s' % str(e))
+
+                # Mark our failure
+                has_error = True
+                continue
+
+            except (OSError, IOError) as e:
+                self.logger.warning(
+                    'An I/O error occurred while reading attachments')
+                self.logger.debug('I/O Exception: %s' % str(e))
+
+                # Mark our failure
+                has_error = True
+                continue
+
+        return not has_error
+
+    def url(self, privacy=False, *args, **kwargs):
+        """
+        Returns the URL built dynamically based on specified arguments.
+        """
+
+        # Define any URL parameters
+        params = {
+            'batch': 'yes' if self.batch else 'no',
+        }
+
+        # Append our headers into our parameters
+        params.update({'+{}'.format(k): v for k, v in self.headers.items()})
+
+        # Extend our parameters
+        params.update(self.url_parameters(privacy=privacy, *args, **kwargs))
+
+        if self.from_name is not None:
+            # from_name specified; pass it back on the url
+            params['name'] = self.from_name
+
+        if self.cc:
+            # Handle our Carbon Copy Addresses
+            params['cc'] = ','.join(
+                ['{}{}'.format(
+                    '' if not e not in self.names
+                    else '{}:'.format(self.names[e]), e) for e in self.cc])
+
+        if self.bcc:
+            # Handle our Blind Carbon Copy Addresses
+            params['bcc'] = ','.join(self.bcc)
+
+        # a simple boolean check as to whether we display our target emails
+        # or not
+        has_targets = \
+            not (len(self.targets) == 1
+                 and self.targets[0][1] == self.from_addr)
+
+        return '{schema}://{user}@{host}/{apikey}/{targets}?{params}'.format(
+            schema=self.secure_protocol,
+            host=self.host,
+            user=NotifySMTP2Go.quote(self.user, safe=''),
+            apikey=self.pprint(self.apikey, privacy, safe=''),
+            targets='' if not has_targets else '/'.join(
+                [NotifySMTP2Go.quote('{}{}'.format(
+                    '' if not e[0] else '{}:'.format(e[0]), e[1]),
+                    safe='') for e in self.targets]),
+            params=NotifySMTP2Go.urlencode(params))
+
+    @staticmethod
+    def parse_url(url):
+        """
+        Parses the URL and returns enough arguments that can allow
+        us to re-instantiate this object.
+
+        """
+        results = NotifyBase.parse_url(url, verify_host=False)
+        if not results:
+            # We're done early as we couldn't load the results
+            return results
+
+        # Get our entries; split_path() looks after unquoting content for us
+        # by default
+        results['targets'] = NotifySMTP2Go.split_path(results['fullpath'])
+
+        # Our very first entry is reserved for our api key
+        try:
+            results['apikey'] = results['targets'].pop(0)
+
+        except IndexError:
+            # We're done - no API Key found
+            results['apikey'] = None
+
+        if 'name' in results['qsd'] and len(results['qsd']['name']):
+            # Extract from name to associate with from address
+            results['from_name'] = \
+                NotifySMTP2Go.unquote(results['qsd']['name'])
+
+        # Handle 'to' email address
+        if 'to' in results['qsd'] and len(results['qsd']['to']):
+            results['targets'].append(results['qsd']['to'])
+
+        # Handle Carbon Copy Addresses
+        if 'cc' in results['qsd'] and len(results['qsd']['cc']):
+            results['cc'] = results['qsd']['cc']
+
+        # Handle Blind Carbon Copy Addresses
+        if 'bcc' in results['qsd'] and len(results['qsd']['bcc']):
+            results['bcc'] = results['qsd']['bcc']
+
+        # Add our Meta Headers that the user can provide with their outbound
+        # emails
+        results['headers'] = {NotifyBase.unquote(x): NotifyBase.unquote(y)
+                              for x, y in results['qsd+'].items()}
+
+        # Get Batch Mode Flag
+        results['batch'] = \
+            parse_bool(results['qsd'].get(
+                'batch', NotifySMTP2Go.template_args['batch']['default']))
+
+        return results

packaging/redhat/python-apprise.spec

@@ -53,8 +53,9 @@ LaMetric, MacOSX, Mailgun, Mattermost, Matrix, Microsoft Windows, Microsoft
 Teams, MessageBird, MSG91, MyAndroid, Nexmo, Nextcloud, Notica, Notifico,
 Office365, OneSignal, Opsgenie, ParsePlatform, PopcornNotify, Prowl, Pushalot,
 PushBullet, Pushjet, Pushover, PushSafer, Reddit, Rocket.Chat, SendGrid,
-SimplePush, Sinch, Slack, Spontit, SparkPost, Super Toasty, Stride, Syslog,
-Techulus Push, Telegram, Twilio, Twitter, Twist, XBMC, XMPP, Webex Teams}
+SimplePush, Sinch, Slack, SMTP2Go, Spontit, SparkPost, Super Toasty, Stride,
+Syslog, Techulus Push, Telegram, Twilio, Twitter, Twist, XBMC, XMPP,
+Webex Teams}
 
 Name:           python-%{pypi_name}
 Version:        0.9.2

setup.py

@@ -75,9 +75,9 @@ setup(
         'MacOS Mailgun Matrix Mattermost MessageBird MSG91 Nexmo Nextcloud '
         'Notica Notifico Office365 OneSignal Opsgenie ParsePlatform '
         'PopcornNotify Prowl PushBullet Pushjet Pushed Pushover PushSafer '
-        'Reddit Rocket.Chat Ryver SendGrid SimplePush Sinch Slack SparkPost '
-        'Spontit Stride Syslog Techulus Telegram Twilio Twist Twitter XBMC '
-        'MSTeams Microsoft Windows Webex CLI API',
+        'Reddit Rocket.Chat Ryver SendGrid SimplePush Sinch Slack SMTP2Go '
+        'SparkPost Spontit Stride Syslog Techulus Telegram Twilio Twist '
+        'Twitter XBMC MSTeams Microsoft Windows Webex CLI API',
     author='Chris Caron',
     author_email='lead2gold@gmail.com',
     packages=find_packages(),

test/test_rest_plugins.py

@@ -4628,6 +4628,109 @@ TEST_URLS = (
         'requests_response_text': 'ok',
     }),
 
+    ##################################
+    # NotifySMTP2Go
+    ##################################
+    ('smtp2go://', {
+        'instance': TypeError,
+    }),
+    ('smtp2go://:@/', {
+        'instance': TypeError,
+    }),
+    # No Token specified
+    ('smtp2go://user@localhost.localdomain', {
+        'instance': TypeError,
+    }),
+    # Token is valid, but no user name specified
+    ('smtp2go://localhost.localdomain/{}-{}-{}'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': TypeError,
+    }),
+    # Invalid from email address
+    ('smtp2go://!@localhost.localdomain/{}-{}-{}'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': TypeError,
+    }),
+    # No To email address, but everything else is valid
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': plugins.NotifySMTP2Go,
+    }),
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}?format=markdown'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': plugins.NotifySMTP2Go,
+    }),
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}?format=html'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': plugins.NotifySMTP2Go,
+    }),
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}?format=text'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': plugins.NotifySMTP2Go,
+    }),
+    # headers
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}'
+        '?+X-Customer-Campaign-ID=Apprise'.format(
+            'a' * 32, 'b' * 8, 'c' * 8), {
+                'instance': plugins.NotifySMTP2Go,
+        }),
+    # bcc and cc
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}'
+        '?bcc=user@example.com&cc=user2@example.com'.format(
+            'a' * 32, 'b' * 8, 'c' * 8), {
+                'instance': plugins.NotifySMTP2Go,
+        }),
+    # One To Email address
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}/test@example.com'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+            'instance': plugins.NotifySMTP2Go,
+    }),
+    ('smtp2go://user@localhost.localdomain/'
+        '{}-{}-{}?to=test@example.com'.format(
+            'a' * 32, 'b' * 8, 'c' * 8), {
+                'instance': plugins.NotifySMTP2Go}),
+    # One To Email address, a from name specified too
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}/'
+        'test@example.com?name="Frodo"'.format(
+            'a' * 32, 'b' * 8, 'c' * 8), {
+                'instance': plugins.NotifySMTP2Go}),
+    # Invalid 'To' Email address
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}/invalid'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+            'instance': plugins.NotifySMTP2Go,
+            # Expected notify() response
+            'notify_response': False,
+    }),
+    # Multiple 'To', 'Cc', and 'Bcc' addresses (with invalid ones)
+    ('smtp2go://user@example.com/{}-{}-{}/{}?bcc={}&cc={}'.format(
+        'a' * 32, 'b' * 8, 'c' * 8,
+        '/'.join(('user1@example.com', 'invalid', 'User2:user2@example.com')),
+        ','.join(('user3@example.com', 'i@v', 'User1:user1@example.com')),
+        ','.join(('user4@example.com', 'g@r@b', 'Da:user5@example.com'))), {
+            'instance': plugins.NotifySMTP2Go,
+    }),
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': plugins.NotifySMTP2Go,
+        # force a failure
+        'response': False,
+        'requests_response_code': requests.codes.internal_server_error,
+    }),
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': plugins.NotifySMTP2Go,
+        # throw a bizzare code forcing us to fail to look it up
+        'response': False,
+        'requests_response_code': 999,
+    }),
+    ('smtp2go://user@localhost.localdomain/{}-{}-{}'.format(
+        'a' * 32, 'b' * 8, 'c' * 8), {
+        'instance': plugins.NotifySMTP2Go,
+        # Throws a series of connection and transfer exceptions when this flag
+        # is set and tests that we gracfully handle them
+        'test_requests_exceptions': True,
+    }),
+
     ##################################
     # NotifySNS (AWS)
     ##################################

test/test_smtp2go.py

@@ -0,0 +1,134 @@
+# -*- coding: utf-8 -*-
+#
+# Copyright (C) 2021 Chris Caron <lead2gold@gmail.com>
+# All rights reserved.
+#
+# This code is licensed under the MIT License.
+#
+# Permission is hereby granted, free of charge, to any person obtaining a copy
+# of this software and associated documentation files(the "Software"), to deal
+# in the Software without restriction, including without limitation the rights
+# to use, copy, modify, merge, publish, distribute, sublicense, and / or sell
+# copies of the Software, and to permit persons to whom the Software is
+# furnished to do so, subject to the following conditions :
+#
+# The above copyright notice and this permission notice shall be included in
+# all copies or substantial portions of the Software.
+#
+# THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR
+# IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY,
+# FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT.IN NO EVENT SHALL THE
+# AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER
+# LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM,
+# OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN
+# THE SOFTWARE.
+
+import os
+import sys
+import mock
+import requests
+from apprise import plugins
+from apprise import Apprise
+from apprise import AppriseAttachment
+from apprise import NotifyType
+
+# Disable logging for a cleaner testing output
+import logging
+logging.disable(logging.CRITICAL)
+
+# Attachment Directory
+TEST_VAR_DIR = os.path.join(os.path.dirname(__file__), 'var')
+
+
+@mock.patch('requests.post')
+def test_notify_smtp2go_plugin_attachments(mock_post):
+    """
+    API: NotifySMTP2Go() Attachments
+
+    """
+    # Disable Throttling to speed testing
+    plugins.NotifyBase.request_rate_per_sec = 0
+
+    okay_response = requests.Request()
+    okay_response.status_code = requests.codes.ok
+    okay_response.content = ""
+
+    # Assign our mock object our return value
+    mock_post.return_value = okay_response
+
+    # API Key
+    apikey = 'abc123'
+
+    obj = Apprise.instantiate(
+        'smtp2go://user@localhost.localdomain/{}'.format(apikey))
+    assert isinstance(obj, plugins.NotifySMTP2Go)
+
+    # Test Valid Attachment
+    path = os.path.join(TEST_VAR_DIR, 'apprise-test.gif')
+    attach = AppriseAttachment(path)
+    assert obj.notify(
+        body='body', title='title', notify_type=NotifyType.INFO,
+        attach=attach) is True
+
+    # Test invalid attachment
+    path = os.path.join(TEST_VAR_DIR, '/invalid/path/to/an/invalid/file.jpg')
+    assert obj.notify(
+        body='body', title='title', notify_type=NotifyType.INFO,
+        attach=path) is False
+
+    mock_post.return_value = None
+    mock_post.side_effect = OSError()
+    # We can't send the message if we can't read the attachment
+    assert obj.notify(
+        body='body', title='title', notify_type=NotifyType.INFO,
+        attach=attach) is False
+
+    # Get a appropriate "builtin" module name for pythons 2/3.
+    if sys.version_info.major >= 3:
+        builtin_open_function = 'builtins.open'
+
+    else:
+        builtin_open_function = '__builtin__.open'
+
+    # Test Valid Attachment (load 3)
+    path = (
+        os.path.join(TEST_VAR_DIR, 'apprise-test.gif'),
+        os.path.join(TEST_VAR_DIR, 'apprise-test.gif'),
+        os.path.join(TEST_VAR_DIR, 'apprise-test.gif'),
+    )
+    attach = AppriseAttachment(path)
+
+    # Return our good configuration
+    mock_post.side_effect = None
+    mock_post.return_value = okay_response
+    with mock.patch(builtin_open_function, side_effect=OSError()):
+        # We can't send the message we can't open the attachment for reading
+        assert obj.notify(
+            body='body', title='title', notify_type=NotifyType.INFO,
+            attach=attach) is False
+
+    # test the handling of our batch modes
+    obj = Apprise.instantiate(
+        'smtp2go://no-reply@example.com/{}/'
+        'user1@example.com/user2@example.com?batch=yes'.format(apikey))
+    assert isinstance(obj, plugins.NotifySMTP2Go)
+
+    # Force our batch to break into separate messages
+    obj.default_batch_size = 1
+    # We'll send 2 messages
+    mock_post.reset_mock()
+
+    assert obj.notify(
+        body='body', title='title', notify_type=NotifyType.INFO,
+        attach=attach) is True
+    assert mock_post.call_count == 2
+
+    # single batch
+    mock_post.reset_mock()
+    # We'll send 1 message
+    obj.default_batch_size = 2
+
+    assert obj.notify(
+        body='body', title='title', notify_type=NotifyType.INFO,
+        attach=attach) is True
+    assert mock_post.call_count == 1