opsec-blogposts/simplexalerts/index.md

author	date	gitea_url	xmr	tags
MulliganSecurity	2025-06-04	http://git.nowherejezfoltodf4jiyl6r56jnzintap5vyjlia7fkirfsnfizflqd.onion/nihilist/blog-contributions/issues/223	82htErcFXbSigdhK9tbfMoJngZmjGtDUacQxxUFwSvtb9MY8uPSuYSGAuN1UvsXiXJ8BR9BVUUhgFBYDPvhrSmVkGneb91j	Core Tutorial

The case for alerting

As you know, monitoring is important when running any kind of operations, especially so for clandestine ones.

Alert Types

There are basically two types of alerting mode:

• Organic mode: you keep a running screen with visualization for your important metrics within your field of view all day, learn by osmosis what "normal" looks like so you can react when something abnormal appears
  • pros
    • easy to set up
    • great for catching complex conditions, you subconscious does all the work
  • cons
    • messy and unreliable
    • only works if you are in front of the screen
• automated mode: you monitoring alerts you when some conditions are met
  • pros
    • reliable
    • customizable: you define the exact context you want, how you want to receive alerts
    • runs 24/7
  • cons
    • will only catch issues for conditions you explicitely defined
    • can't come up with alert amelioration ideas

Associated Risks

As your perimeter and infrastructure grows, as you add more servers your system complexity will shoot up exponentially. Simple organic alerting shows its limit when you have to correlate logs and behaviors across multiple systems. That's why you need alerting, if an adversary decides to stealthily probe at your infrastructure and you know what to look for you will see their attempt for what it is. Choosing to remain in the dark about it is foolish at best and irresponsible if you are part of an outfit as your laziness will put others in harm's way.

But alerting carries risk too!

Indeed. Today we will keep building on the monitoring tutorial.

Alerts can be used to deanonymize you. If an adversary suspects that you or others are tied to a clandestine infrastructure, they might decide to trigger alerts (say, bruteforcing one of your endpoints) and see if you receive notifications through channels they control.

Grafana supports a large number of possible alerts methods, most of them unfit to our purpose as those channels can be watched by the adversary.

• Telegram: opaque and centralized, tied to phone numbers
• AWS, Cisco, DingDing, Slack, Discord... same issue
• Email: you can control it but it still is traceable and tied to a domain name and clearweb infrastructure with all the accompanying metadata
• webhook: simply call an arbitrary URL with the alert message => that's the way to go with the most control for ourselves

Tools of the trade

Let's start with webhooks. Webhooks are a great swiss-army knife when you need a system to act on its environment. They only need an http endpoint and the ability to make http request. They can easily be run as onion services too!

For this tutorial, Mulligan Security open sourced the tool they use for their own infrastructure: the grafana-simplex-alerter

This will be used with the simplex-chat CLI client.

Target architecture

Simplex-chat

You can install simplex-chat from your source repository or directly from the simplex-chat release page

Download the simplex-chat ubuntu release as shown:

The release page can be accessed through your web browser or you can download the latest (at the time of writing) release with the following command:

wget https://github.com/simplex-chat/simplex-chat/releases/download/v6.2.3/simplex-chat-ubuntu-22_04-x86-64

Initializing your Simplex client

Run your client in server mode:

[user@devnode:~]$ simplex-chat -d clientDB -p 1337 -x
No user profiles found, it will be created now.
Please choose your display name.
It will be sent to your contacts when you connect.
It is only stored on your device and you can change it later.
display name: myAlertBot
Current user: myAlertBot

This command will:

• create two databases that your client uses for reconnecting to groups and interacting with the simpleX Network
• set this client display name (what you will see in your groups when receiving alerts)
• open a websocket port that the alerter will use on 127.0.0.1:1337

Grafana-Simplex-alerter

What's this code and how can I trust it?

Great question. This code runs a simple webserver using uvicorn, configures the simplex-chat client based on a yaml config file you provide it with invite links to the alert groups you want to configue.

FOSS

This code is FOSS. All of it. No secret, sauce. Furthermore it's pretty easy to analyze yourself as it's short

Dependency pinning

Everything that goes into making this code is cryptographically pinned and auditable:

• flake.lock file => python version, build-tools, and so on
• uv.lock => all libraries used by the code

Opentelemetry-enabled

Your alerting system itself should be monitored, this is can be done the following way:

• prometheus metrics: the alerter exposes a special /metrics endpoint so you can collect telemetry data about it
• continuous profiling: you have the option to connect it to a pyroscope server to get low-level per-function performance profile informations
• opentelemetry integration: connecting it to an opentelemetry collector such as alloy will give you correlated logs, traces, metrics and profiles, allowing you to easily debug and monitor it

And if you don't care about any of this: if you don't use those options no resources shall be consumed.

Building the alerter

With nix

If you have the nix package manager installed, you can simply run:

nix profile install github:MulliganSecurity/grafana-simplex-alerter

You will then be able to run simplex-alerter:

[user@devnode:~]$ simplex-alerter --help
usage: simplex-alerter [-h] [-a ADDR] [-m PROMETHEUS_CONFIG] [-o OTEL_SERVER] [-f PYROSCOPE_SERVER] [-b BIND_ADDR] [-d] [-c CONFIG] [-g] [-e ENDPOINT]

options:
  -h, --help            show this help message and exit
  -o, --opentelemetry OTEL_SERVER
                        opentelemetry server
  -f, --profiling PYROSCOPE_SERVER
                        pyroscope server address for profiling
  -b, --bind-addr BIND_ADDR
                        host:port to run the app on
  -d, --debug           enable debug mode, increases pyroscope sampling rate if configured
  -c, --config CONFIG   config file
  -g, --generate-config
                        generate config file with placeholder values
  -e, --endpoint ENDPOINT
                        simplex endpoint

With Docker

[user@devnode:~]$ git clone https://github.com/MulliganSecurity/grafana-simplex-alerter.git
cd grafana-simplex-alerter
docker build . -t simplex-alerter

For the rest of the tutorial I will show the docker commands. If you installed the alerter using nix, simply replace "docker run simplex-alerter" with simplex-alerter. Do take note of the following:

• In docker run the "--rm" parameter will be used to automatically destroy the container after it's run. If using from nix you can disregard it.

Running the alerter

Create your invite links

Now, on your phone or on your desktop create a group to receive alerts.

Create a group

In this tutorial I will create the "clandestineInfraAlerts" group and invite anyone from within my organization that needs to receive those alerts.

I will now need to create an invite link so the alert can send messages there:

Generate a basic config file

To get started we need a basic config file to fill out with our alerter information:

[user@devnode:~]$ docker run --rm simplex-alerter -g > config.yml
[user@devnode:~]$ cat config.yml 
alert_groups:
- invite_link: https://simplex.chat/contact#/?v=2-7&sm...
  name: alert_group0

Configure the alerter

Update your config file with the invite link you created earler and set the name to your group name

[user@devnode:~]$ vi config.yml

so it looks like this:

[user@devnode:~]$ cat config.yml 
alert_groups:
- invite_link: https://simplex.chat/contact#/?v=2-7&smp=smp%3A%2F%2FUkMFNAXLXeAAe0beCa4w6X_zp18PwxSaSjY17BKUGXQ%3D%40smp12.simplex.im%2FlOgzQT8ZxfF3TV_x00c0mNLMFBDkl6gj%23%2F%3Fv%3D1-4%26dh%3DMCowBQYDK2VuAyEAypkpAgfmsShNThQBGvPXxjBk8O03vKe1x0311UHhK3I%253D%26q%3Dc%26srv%3Die42b5weq7zdkghocs3mgxdjeuycheeqqmksntj57rmejagmg4eor5yd.onion&data=%7B%22groupLinkId%22%3A%22EfuyLGxGhsc0iWkqr9NYvQ%3D%3D%22%7D
  name: clandestineInfraAlerts

Start the alerter

Run the container

sudo docker run -v $(pwd):/config --network="host" --rm simplex-alerter -c /config/config.yml -e 127.0.0.1:1337

It will connect to the simplex-chat client we started earlier. You can check the metrics to make sure it's running by checking the metrics page

curl http://localhost:7898/metrics | less
# HELP python_gc_objects_collected_total Objects collected during gc
# TYPE python_gc_objects_collected_total counter
python_gc_objects_collected_total{generation="0"} 600.0
python_gc_objects_collected_total{generation="1"} 15.0
python_gc_objects_collected_total{generation="2"} 0.0
# HELP python_gc_objects_uncollectable_total Uncollectable objects found during GC
# TYPE python_gc_objects_uncollectable_total counter
python_gc_objects_uncollectable_total{generation="0"} 0.0
python_gc_objects_uncollectable_total{generation="1"} 0.0
python_gc_objects_uncollectable_total{generation="2"} 0.0
# HELP python_gc_collections_total Number of times this generation was collected
...
...
...

Configuring a grafana endpoint

Browse to the contact points page in grafana and click on "add a new contact point"

Fill out the details, don't forget the path after the URL, it must match your simpleX group name as it's how the alerter knows where to deliver the messages

And click on Test!

Result:

Configuring an actual alert

Now that our webhook is ready we can configure an actual alert!

Go to alert rules and click on "create a new alert rule"

Now you need to configure it:

• set a name
• make sure it uses the Prometheus data source
• add an alerting condition (must be True to fire)
• Use the preview button to check that the alert would indeed be firing upon creation

A more useful alert

Since the goal of this alert is to test the end to end notification pipeline it is built to be a minimal example.

A more useful one would be the following for monitoring uptime of a server based on it's metrics endpoint reachability:

absent(up{application="node",instance="myserver5496497897891561asdf.onion"})

Keeping things Tidy

Your alert must live in a folder:

Click on "New folder"

and add a folder name

Alert Evaluation

Alerts are regularly evaluated by grafana. Which means grafana will run the query at specific intervals and fire the alert if the conditions specified are filled.

Let's imagine that we want to keep a close eye on this alert, as if 0 ever not equals 0 then we will have big problems.

First configure an evaluation group and set its name. You can leave the one minute evaluation timing as it's the shortest.

You can leave all other options to their default.

Alert Contact Point

Now we are going to use the alert contact point we created earlier:

Choose from the drop-down menu the web hook we configured.

Alert Message

When the conditions are fulfilled you want an information to be conveyed: that's where you configure it

And now let's blow up some phones

Save the rule and exit, in 1 minute it will be evaluated and you will receive a a notification

And here's the alert:

Configuring those systems as systemd services

To turn the simplex-chat and the alerter into systemd services, you only need to create two files:

/etc/systemd/system/simplex-chat.service

 vim /etc/systemd/system/simplex-chat.service
 cat /etc/systemd/system/simplex-chat.service

[Unit]
Requires=tor.service

[Service]
ExecStart=simplex-chat -d /etc/alerter_clientDB -p 1337 -x
[Install]
WantedBy=multi-user.target

/etc/systemd/system/alerter.service

vim /etc/systemd/system/alerter.service
cat /etc/systemd/system/xxx

[Unit]
Requires=simplex-chat.service

[Service]
ExecStart=docker run --rm simplex-alerter -c /etc/alerter-config.yaml -e 127.0.0.1:1337

[Install]
WantedBy=simplex-chat.service

Enable the services

Now enable the services

sudo systemctl daemon-reload
sudo systemctl enable --now simplex-chat.service
sudo systemctl enable --now alerter.service

Conclusion

We now have an easy way to set multiple alerts to different groups based on our monitoring system, furthermore those alerts will be sent over tor through a privacy-preserving messaging system.