Sending notifications programmatically: let me count the ways

You may want to get notified about certain events happening during your scraping/botting operations. Examples might be an outages of external systems that your setup depends on, fatal error conditions, scraping jobs being finished, and so on. If you are implementing automations for bug bounty hunting, you certaintly want to get notified about new vulnerabilities being found in target systems being scanned. You may also want to get periodic status updates on long running tasks. This requires integrating one or more messaging channels into your code.

Sending emails

Let’s start with the least urgent kind of notification - a simple email message. SMTP (Simple Mail Transfer Protocol) is a standard way to send email messages and is implemented in many programming languages. For example, vanilla Python installation includes module called smtplib that can be used to send email messages. This requires an email account with functional SMTP interface. It is supported by most email providers, altough you may need to adjust your account settings. Alternatively, you can use email sending SaaS vendor such as SendGrid or AWS SES.

A very basic example of using Python SMTP API is provided by the official documentation:

import smtplib

def prompt(prompt):
    return input(prompt).strip()

fromaddr = prompt("From: ")
toaddrs  = prompt("To: ").split()
print("Enter message, end with ^D (Unix) or ^Z (Windows):")

# Add the From: and To: headers at the start!
msg = ("From: %s\r\nTo: %s\r\n\r\n"
       % (fromaddr, ", ".join(toaddrs)))
while True:
        line = input()
    except EOFError:
    if not line:
    msg = msg + line

print("Message length is", len(msg))

server = smtplib.SMTP('localhost')
server.sendmail(fromaddr, toaddrs, msg)

This sample code assumes that you have a local SMTP server running and that you are not using TLS for your SMTP connections. That will not always be the case. Let us try sending a simple email message via Sendgrid. Now we are connecting to non-standard SMTP port, wrapping SMTP communications in the TLS connection for security purposes and using SMTP authentication with username apikey and password being the API key we are getting from SendGrid dashboard. Even so, sending an email from Python REPL is rather simple:

>>> import smtplib
>>> smtp = smtplib.SMTP("", port=2525)
>>> smtp.starttls()
(220, b'Begin TLS negotiation now')
>>> smtp.login("apikey", "[REDACTED]")
(235, b'Authentication successful')
>>> from email.message import EmailMessage
>>> msg = EmailMessage()
>>> msg.set_content("Hello via SendGrid")
>>> msg['Subject'] = "Test"
>>> msg['From'] = "[email protected]"
>>> msg['To'] = "[email protected]"
>>> msg.as_string()
'Content-Type: text/plain; charset="utf-8"\nContent-Transfer-Encoding: 7bit\nMIME-Version: 1.0\nSubject: Test\nFrom: [email protected]\nTo: [email protected]\n\nHello via SendGrid\n'
>>> smtp.send_message(msg)
>>> smtp.close()

Here we used email module to construct the exact textual structure of message we are sending, which is generally more desirable over having your own code generate it, like it was done in smtplib sample code.

Note however that you would need to go through a procedure of verifying your sender email address with SendGrid or AWS SES.

However it might be that you prefer using REST APIs for everything. SendGrid also supports sending email via REST API and even has some client libraries in multiple languages, including Python.

SendGrid Python module enables us to send emails via API that largely abstracts away network protocol details:

>>> import sendgrid
>>> from sendgrid.helpers.mail import *
>>> client = sendgrid.SendGridAPIClient("[REDACTED]") # <-- API key
>>> from_email = "[email protected]"
>>> to_email = "[email protected]"
>>> subject = "Test #2"
>>> content = Content(mime_type="text/plain", content="Hello via SendGrid API")
>>> mail = Mail(from_email, to_email, subject, content)
>>> resp = client.send(mail)
>>> resp
<python_http_client.client.Response object at 0x106a35eb0>
>>> resp.status_code

However this would introduce a vendor-specific library in our code base, which is not always desirable, as switching to another vendor for sending emails would be harder than simply changing SMTP server settings.

It should be noted that GMail also has REST API with some client libraries that allow sending emails programmatically, but requires implementing OAuth flow, which makes it somewhat harder to integrate into scraping/automation scripts.

Sending Telegram notifications

Perhaps you don’t use email that much nowadays and reserve it for important communications, such as clueless recruiter or HR person asking you if you have five years of experience in a technology that emerged one year ago. Or perhaps you need to be notified in a way that enables more urgent response. This is where messenger notifications come into picture. Modern IM platforms typically have mobile apps, which enables you to receive push notifications when you receive direct (private?) messages that your code will be sending. One of these platforms is Telegram.

To register for API access with Telegram, you will need to contact @BotFather via direct message and answer some questions regarding your bot. Once the registration procedure is finished, you will get an API key for Telegram HTTP API. You may have heard about Telethon - a Python module for building Telegram bots that largely relies on asynchronuous programming techniques. Telethon is not needed for simply sending notifications, as REST API will be enough.

To start receiving notifications, you would need to DM your bot with message /start. This will register you as having initiated a conversation with the bot. Bots are not allowed to initiate chats with regular users.

To send a message, we have to get a list of chat IDs first:

import requests

def find_chat_ids(token):
    chat_ids = set()

    url = "{}/getUpdates".format(token)

    resp = requests.get(url)

    json_dict = resp.json()

    results = json_dict.get("result", [])

    for rd in results:
        chat_id = rd.get("message", dict()).get("chat", dict()).get("id")

    return list(chat_ids)

Once you have a list of chat IDs you can message all subscribers by posting chat ID and message contents to the API:

    for chat_id in find_chat_ids(token):
        data = {"chat_id": chat_id, "text": message}

        url = "{}/sendMessage".format(token)

        resp =, data=data)

Sending Discord notifications

Similarly to Telegram, Discord also provides an API for bot development that requires you to register your bot at developer portal to get credentials for API access. discord-py is a prominent Python module for implementing Discord chat bots, To send a DM programmatically you don’t need a registration step from the user, but the user has to be present in the same “server”/guild as the bot. Alternatively, your bot could send chat messages to a regular channel on Discord.

A gray hat approach would be what’s called “self-botting” - automating against private Discord API and pretending to be a regular user when sending messages. However Discord is deploying countermeasures against things like that.

Sending SMS message via Twilio

Perhaps you don’t want to rely on some IM platform to notify you and don’t mind spending a bit of money to set up notifications in a way that makes them reach you even if you don’t have TCP/IP connectivity on your smartphone. This is where goold old Short Message Service (SMS) comes in. To start sending SMS messages programmatically, we first need to sign up at Twilio - a prominent SaaS vendor that exposes telecommunications features via REST API for easy integration. Then we would purchase a phone number and get an API credentials (account SID and auth token).

Now we have 3 ways to send an SMS message:

  • Calling REST API directly:
$ curl -X POST$TWILIO_ACCOUNT_SID/Messages.json \
--data-urlencode "Body=Hello there!" \
--data-urlencode "From=[REDACTED]" \
--data-urlencode "To=[REDACTED]" \
  • Using twilio Python module (or any of the other client libraries that Twilio provides):
from import Client

account_sid = "[REDACTED]"
auth_token = "[REDACTED]"
client = Client(account_sid, auth_token)

message = client.messages.create(body="Hello there!", from_='[REDACTED]', to='[REDACTED]')
$ twilio api:core:messages:create --from "[REDACTED]" --to "[REDACTED]" --body "Hello there!"

All phone numbers have to in E.164 format, e.g. “+14155552671”.

Making a phone call via Twilio

Sometimes things are getting complicated and may require waking you or a support engineer in the middle of the night to immediately address issues that have emerged. Thus we need to make a phone call, that we can also do via Twilio in all 3 ways that applies for sending SMS. However there is one key difference - when making a phone call via Twilio API we have to pass a TwiML payload that will define interaction with the user that picks up the phone. This can be a rather complex flow, but for the sake of simplicity let us make Twilio use text-to-speech synthesis to pass a message for us:

<?xml version="1.0" encoding="UTF-8"?>
  <Say>Data center is on fire!</Say>

Let us make a phone call from Python REPL:

>>> from import Client
>>> client = Client("[REDACTED]", "[REDACTED]")
>>> call = client.calls.create(twiml='<Response><Say>Data center is on fire!</Say></Response>', to="[REDACTED]", from_="[REDACTED]")

There’s more ways to get notified…

You may also want to consider:

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By rl1987, 2022-03-09