Repository: Tw1sm/spraycharles (language: python)

Issue:
Converted spraycharles to a CLI utility
# Description

This pull request converts spraycharles to a command line utility that can be accessed from anywhere on a users workstation. This is accomplished using the python poetry framework. Once installed the tool can be called using the spraycharles or sc commands while specifying the spray module. With poetry, support for pytest based testing scripts has also been added. A simple example test script has been included in this pull. 

All utility scripts (analyze, make_list, ntlm_challanger) are now callable as submodules of spraycharles. Note that these utilities are now no longer useable as standalone scripts and must be called from spraycharles directly. The JSON file list_elements.json has been moved the extras directory in the root of project. 

Output from the tool will be stored in a directory named `~/.spraycharles` created on first run. CSV file names are dynamically created in the format listed in the README.md. 

There may be other changes I am forgetting! This is going to be a big one. 

## Type of change

- [x] New feature (adds functionality)
- [x] Breaking change (fix or feature that would cause existing functionality to not work as expected)

# How Has This Been Tested?

To test the changes before committing to master, execute the following:

```
pipx install git+https://github.com/puzzlepeaches/spraycharles.git@refactor
```

We may need to pull this into a separate spraycharles branch in the main project for further testing. 

Broadly, the following tests were performed by me:

- [x] Tested all existing modules to the best of my ability following the changes.  
- [x] Tested submodules added to the framework

# Notes:

- Tried to add comments and docstrings for all new functionality.
- We will probably want to publish spraycharles to PyPi after everything has been tested. Going to leave this one to you as the owner of the project.
- Tried to update the CHANGELOG and versioning to reflect my changes in accordance with updates already merged to master since my last pull. 
- We may want to add another directory to ~/.spraycharles named files to allow users to easily store username/password lists and config files. The storage location for csv/log files was influenced by the behavior of manspider/crackmapexec.
- End users must use `spraycharles spray` to call the main functionality of the tool. 

# Coming soon
- Support for proxies 
- Module with the functionality of [Spray365](https://github.com/MarkoH17/Spray365) (This is going to be awesome!)
- Better handling for HTTP timeouts and other arbitrary connection errors. Been running into instances where the tool just raises an exception and closes without my knowledge. Going to try to integrate requests [retry](https://findwork.dev/blog/advanced-usage-python-requests-timeouts-retries-hooks/#retry-on-failure) functionality in addition to web hook notifications on fringe exceptions.
- Notifications when spray finishes completely. 
- Ability to call spraying modules like this: `spraycharles spray owa -u users.txt etc.`

Please let me know if I can be of any assistance during testing/integrating the merge. Have a great holiday! 



Discussion / hints:

Fix patch:
diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index 335fe26..73b6f77 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -6,7 +6,7 @@ repos:
     -   id: trailing-whitespace
 
 -   repo: https://github.com/psf/black
-    rev: 22.1.0
+    rev: 22.3.0
     hooks:
     -   id: black
 - repo: https://github.com/pycqa/isort
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 8b741de..886562f 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,20 +1,42 @@
 # Changelog
-## [v1.05] - 4/13/2022
+
+## [v1.0.7] - 4/21/2022
+### Added
+- Output for `gen` submodule
+
+### Changed
+- Versioning to X.X.X
+
+## [v1.0.6] - 4/17/2022
+### Added
+- Made spraycharles a package usable as a CLI utility. (spraycharles, sc)
+- Started supported test harnesses (pytest) to project for later use
+- Started prepping spraycharles for publishing to the PyPi package repository
+
+### Changed
+- Converted all included scripts as submodules to spraycharles
+- All included scripts can no longer be called as standalone tools
+- Started storing logfiles and csv output in user home directory
+- Moved Dockerfile and list_elements.json to extras directory
+- Updated Dockerfile
+- Updated README.md to reflect changes
+
+## [v1.0.5] - 4/13/2022
 ### Changed
 - Improved handling of NTSTATUS values returned by SMB logins
 - Analysis of SMB logins
 
-## [v1.04] - 4/8/2022
+## [v1.0.4] - 4/8/2022
 ### Changed
 - Fixed bug related to spray modules inheriting methods from BaseHttpTarget parent that refereced vars not set in formdata
 
-## [v1.03] - 3/29/2022
+## [v1.0.3] - 3/29/2022
 ### Added
 - Okta target module (needs testing)
 ### Changed
 - In Office365 module: spelling fixes, removed "WindowsPowerShell" for user-agent string and minor edits
 
-## [v1.02] - 3/27/2022
+## [v1.0.2] - 3/27/2022
 ### Added
 - Added a base class for HTTP targets so that most target modules can inherit classes to print output, headers, etc
 ### Changed
@@ -23,7 +45,7 @@
 - Fixed http_analyze function to also send notifications
 - Made the ADFS, Ciscosslvpn, Citrix, Ntlm, Owa and Sonicwall targets subclasses of BaseHttpTarget to minimize code reuse
 
-## [v1.01] - 3/26/2022
+## [v1.0.1] - 3/26/2022
 ### Added
 - Utilize the rich library for terminal output
 - Progress bar during spray attempt
@@ -34,7 +56,7 @@
 ### Removed
 - OpenVPN module
 
-## [v1.0] - 3/9/2022
+## [v1.0.0] - 3/9/2022
 ### Added
 - Support for Slack, Teams and Discord notitications via webhooks when a successful spray hit is identified
 - `--notify` and `--webhook` arguments to support notifications
diff --git a/Dockerfile b/Dockerfile
deleted file mode 100644
index fb2fa2b..0000000
--- a/Dockerfile
+++ /dev/null
@@ -1,10 +0,0 @@
-FROM python:3
-
-WORKDIR /
-
-RUN git clone https://github.com/Tw1sm/spraycharles
-WORKDIR spraycharles
-RUN pip3 install -r requirements.txt
-RUN chmod +x /spraycharles/spraycharles.py
-
-ENTRYPOINT ["./spraycharles.py"]
diff --git a/README.md b/README.md
index d519687..46eb45d 100644
--- a/README.md
+++ b/README.md
@@ -7,9 +7,8 @@ Associated [blog post](https://www.sprocketsecurity.com/blog/how-to-bypass-mfa-a
 
 ## Content ##
 - [Install](#install)
-  - [Using pipenv](#using-pipenv)
+  - [Using pipx](#using-pipx)
   - [Using Docker](#using-docker)
-  - [From GitHub](#from-github)
 - [Usage](#usage)
   - [Config File](#config-file)
   - [Notifications](#notifications)
@@ -19,50 +18,61 @@ Associated [blog post](https://www.sprocketsecurity.com/blog/how-to-bypass-mfa-a
   - [Extracting Domain from NTLM over HTTP and SMB](#extracting-domain-from-ntlm-over-http-and-smb)
   - [Analyzing the results CSV file](#analyzing-the-results-csv-file)
 - [Disclaimer](#disclaimer)
+- [Development](#development)
 - [Credits](#credits)
 
 ## Install ##
 
-#### Using pipenv ####
-```bash
-git clone https://github.com/Tw1sm/spraycharles.git && cd spraycharles
-pipenv --python 3 shell
-pip3 install -r requirements.txt
-./spraycharles.py -h
+### Using pipx ###
+
+You can use pipx to to install the spraycharles package into an isolated environment. First install pipx:
+
+```
+pip3 install pipx
+pipx ensurepath
 ```
 
+Following this, install the package directly from GitHub using the following command:
 
-#### Using Docker ####
-Build the container using the included Dockerfile.
+```
+pipx install spraycharles
+```
 
-```bash
-git clone https://github.com/Tw1sm/spraycharles.git && cd spraycharles
-docker build . -t spraycharles
+The spraycharles package will then be in your path and useable from anywhere.
+
+Note that log and output CSV files are stored in a directory created in your users home folder with the name `.spraycharles`. These log and CSV files are dynamically created on runtime. These files are in the format:
+
+```
+target-host.timestamp.csv
 ```
 
-You will most likely want to save and use a list of usernames and passwords during spraying. The easiest way to do this is by mapping a directory on your host with the container. Use the following command in Bash to map your present working directory to the spraycharles install directory inside the running container.
+See [usage](#usage) for instructions on how to specify an alternative location for your CSV file.
+
+### Using Docker ###
+Execute the following commands to build the spraycharles Docker container:
 
-```bash
-docker run -it -v $(pwd):/spraycharles/ spraycharles -h
+```
+git clone https://github.com/Tw1sm/spraycharles
+cd spraycharles/extras
+docker build . -t spraycharles
 ```
 
-Following your first run of the command above, a sparycharles directory will be created on your system where you can add username and password lists as well as access spraying logs.
+Execute the following command to use the spraycharles Docker container:
 
-#### From GitHub
-```bash
-$ git clone https://github.com/Tw1sm/spraycharles.git
-$ cd spraycharles
-$ pip3 install -r requirements.txt
-$ ./spraycharles.py -h
 ```
+docker run -it -v ~/.spraycharles:/root/.spraycharles spraycharles -h
+```
+
+You may need to specify additional volumes based on where username a password lists are being stored.
+
 
 <br/>
 
 ## Usage ##
 ```
-Usage: spraycharles.py [OPTIONS]
+Usage: spraycharles spray [OPTIONS]
 
-  Low and slow password spraying tool...
+  Low and slow password spraying tool.
 
 Options:
   -p, --passwords TEXT            Filepath of the passwords list or a single
@@ -104,6 +114,24 @@ Options:
   -h, --help                      Show this message and exit.
 ```
 
+Spraycharles also includes other submodules:
+
+```
+Usage: spraycharles [OPTIONS] COMMAND [ARGS]...
+
+Options:
+  --help  Show this message and exit.
+
+Commands:
+  analyze  Analyze existing csv files.
+  gen      Generate custom password lists from JSON file.
+  list     List all the available spraying modules
+  parse    Parse NTLM over HTTP and SMB endpoints to collect domain...
+  spray    Low and slow password spraying tool.
+```
+
+See below for further information about these modules.
+
 #### Config File
 It is possible to pre-populate command line arguments form a configuration file using the `--config` argument.
 
@@ -134,30 +162,30 @@ notify = 'slack'
 webhook = 'https://hooks.slack.com/services/T00000000/B00000000/XXXXXXXXXXXXXXXXXXXXXXXX'
 ```
 
-Notifications sent to any of the providers will include the targeted hostname associated with the spraying job. This is expecially useful when spraying multiple targets at once using spraycharles. Note that unless you specify the --pause flag on execution, a notification will be issued following every spray iteration.
+Notifications sent to any of the providers will include the targeted hostname associated with the spraying job. This is expecially useful when spraying multiple targets at once using spraycharles.
 
 <br/>
 
 ### Examples ###
 Basic usage (Office365)
 ```
-./spraycharles.py -u users.txt -p passwords.txt -m Office365
+spraycharles spray -u users.txt -p passwords.txt -m Office365
 ```
 Basic usage (non-Office365) with a single password, supplied via command line
 ```
-./spraycharles.py -u users.txt -H webmail.company.com -p Password123 -m owa
+spraycharles spray -u users.txt -H webmail.company.com -p Password123 -m owa
 ```
 Attempt 5 logins per user every 20 minutes
 ```
-./spraycharles.py -n users.txt -H webmail.company.com -p passwords.txt -i 20 -a 5 -m owa
+spraycharles spray -u users.txt -H webmail.company.com -p passwords.txt -i 20 -a 5 -m owa
 ```
 Usage with fireprox (Office365)
 ```
-./spraycharles.py -u users.txt -p passwords.txt -m office365 -f abcdefg.execute-api.us-east-1.amazonawms.com
+spraycharles spray -u users.txt -p passwords.txt -m office365 -f abcdefg.execute-api.us-east-1.amazonawms.com
 ```
 Spray host over SMB with 2 attempts per user every hour
 ```
-./spraycharles.py -u users.txt -p passwords.txt -m Smb -H 10.10.1.5 -a 2 -i 60
+spraycharles spray -u users.txt -p passwords.txt -m Smb -H 10.10.1.5 -a 2 -i 60
 ```
 
 <br/>
@@ -167,43 +195,50 @@ Spraycharles is packaged with some additional utilities to assist with spraying
 <br/>
 
 #### Generating Custom Spray Lists
-make_list.py will generate a password list based off the specifications provided in list_elements.json
+The spraycharles "gen" subcommand will generate a password list based off the specifications provided in extras/list_elements.json
+
 ```
-./utils/make_list.py
+spraycharles gen extras/list_elements.json custom_passwords.txt
 ```
 
 <br/>
 
 #### Extracting Domain from NTLM over HTTP and SMB
-ntlm_challenger.py will extract the internal domain from both NTLM over HTTP and SMB services using a command similar to the one listed below.
+The spraycharles parse subcommand will extract the internal domain from both NTLM over HTTP and SMB services using a command similar to the one listed below.
 
 
 ```
-./utils/ntlm_challenger.py https://mail.acme.com/ews
+spraycharles parse https://example.com/ews
 ```
 
 <br/>
 
 ### Analyzing the results CSV file ###
-`analyze.py` can read your output CSV and determine response lengths that are statistically relevant. With enough data, it should be able to pull successful logins out of your CSV file. This is not the only way to determine successful logins, depending on your target site, and I would still recommend checking the data yourself to be sure nothing is missed. For SMB, it will simply find NTSTATUS entries that indicate success
+The `analyze` submodule can read your output CSV and determine response lengths that are statistically relevant. With enough data, it should be able to pull successful logins out of your CSV file. This is not the only way to determine successful logins, depending on your target site, and I would still recommend checking the data yourself to be sure nothing is missed. For SMB, it will simply find entries with NTSTATUS codes that indicate success.
+
 ```
-./analyze.py myresults.csv
+spraycharles analyze myresults.csv
 ```
 
 <br/>
 
 ## Disclaimer ##
 This tool is designed for use during penetration testing; usage of this tool for attacking targets without prior mutual consent is illegal. It is the end user's responsibility to obey all applicable local, state and federal laws. Developers assume no liability and are not responsible for any misuse of this program.
+<br/>
 
 ## Development ##
 Git pre-commit is used to maintain code quality and ensure uniform formatting. To begin developing with spraycharles:
 
 ```
-pip3 install pre-commit
-pip3 install -r requirements-dev.txt
-pre-commit install
+pip3 install poetry
+git clone https://github.com/Tw1sm/spraycharles
+cd spraycharles
+poetry shell && poetry install
 ```
 
+Tests for the spraycharles project are written and stored in the tests directory. A more extensive testing harness is coming soon!
+<br/>
+
 ## Credits ##
 - [@sprocket_ed](https://twitter.com/sprocket_ed) for contributing: several spray modules, many of features that make spraycharles great, and the associated blog post
 - [@b17zr](https://twitter.com/b17zr) for the `ntlm_challenger.py` script, which is included in the `utils` folder
diff --git a/extras/Dockerfile b/extras/Dockerfile
new file mode 100644
index 0000000..0c33fc1
--- /dev/null
+++ b/extras/Dockerfile
@@ -0,0 +1,10 @@
+FROM python:slim
+
+WORKDIR /
+
+RUN apt-get update && apt-get install git -y
+RUN pip3 install pipx
+RUN pipx ensurepath
+RUN pipx install git+https://github.com/Tw1sm/spraycharles.git
+
+ENTRYPOINT ["/root/.local/bin/spraycharles"]
diff --git a/utils/list_elements.json b/extras/list_elements.json
similarity index 89%
rename from utils/list_elements.json
rename to extras/list_elements.json
index 6fd3e84..0971622 100644
--- a/utils/list_elements.json
+++ b/extras/list_elements.json
@@ -2,6 +2,7 @@
     "base_words" : [
         "Winter",
         "Wintertime",
+        "Summertime",
         "Summer",
         "January",
         "February",
@@ -21,7 +22,8 @@
     ],
 
     "special_characters" : [
-        "!"
+        "!",
+        "@"
     ],
 
     "minimum_length": 8
diff --git a/poetry.lock b/poetry.lock
new file mode 100644
index 0000000..7e93f71
--- /dev/null
+++ b/poetry.lock
@@ -0,0 +1,1277 @@
+[[package]]
+name = "atomicwrites"
+version = "1.4.0"
+description = "Atomic file writes."
+category = "dev"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
+
+[[package]]
+name = "attrs"
+version = "21.4.0"
+description = "Classes Without Boilerplate"
+category = "main"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+
+[package.extras]
+dev = ["coverage[toml] (>=5.0.2)", "hypothesis", "pympler", "pytest (>=4.3.0)", "six", "mypy", "pytest-mypy-plugins", "zope.interface", "furo", "sphinx", "sphinx-notfound-page", "pre-commit", "cloudpickle"]
+docs = ["furo", "sphinx", "zope.interface", "sphinx-notfound-page"]
+tests = ["coverage[toml] (>=5.0.2)", "hypothesis", "pympler", "pytest (>=4.3.0)", "six", "mypy", "pytest-mypy-plugins", "zope.interface", "cloudpickle"]
+tests_no_zope = ["coverage[toml] (>=5.0.2)", "hypothesis", "pympler", "pytest (>=4.3.0)", "six", "mypy", "pytest-mypy-plugins", "cloudpickle"]
+
+[[package]]
+name = "black"
+version = "22.3.0"
+description = "The uncompromising code formatter."
+category = "dev"
+optional = false
+python-versions = ">=3.6.2"
+
+[package.dependencies]
+click = ">=8.0.0"
+mypy-extensions = ">=0.4.3"
+pathspec = ">=0.9.0"
+platformdirs = ">=2"
+tomli = {version = ">=1.1.0", markers = "python_version < \"3.11\""}
+typing-extensions = {version = ">=3.10.0.0", markers = "python_version < \"3.10\""}
+
+[package.extras]
+colorama = ["colorama (>=0.4.3)"]
+d = ["aiohttp (>=3.7.4)"]
+jupyter = ["ipython (>=7.8.0)", "tokenize-rt (>=3.2.0)"]
+uvloop = ["uvloop (>=0.15.2)"]
+
+[[package]]
+name = "certifi"
+version = "2021.10.8"
+description = "Python package for providing Mozilla's CA Bundle."
+category = "main"
+optional = false
+python-versions = "*"
+
+[[package]]
+name = "cffi"
+version = "1.15.0"
+description = "Foreign Function Interface for Python calling C code."
+category = "main"
+optional = false
+python-versions = "*"
+
+[package.dependencies]
+pycparser = "*"
+
+[[package]]
+name = "cfgv"
+version = "3.3.1"
+description = "Validate configuration and produce human readable error messages."
+category = "dev"
+optional = false
+python-versions = ">=3.6.1"
+
+[[package]]
+name = "chardet"
+version = "4.0.0"
+description = "Universal encoding detector for Python 2 and 3"
+category = "main"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+
+[[package]]
+name = "charset-normalizer"
+version = "2.0.12"
+description = "The Real First Universal Charset Detector. Open, modern and actively maintained alternative to Chardet."
+category = "main"
+optional = false
+python-versions = ">=3.5.0"
+
+[package.extras]
+unicode_backport = ["unicodedata2"]
+
+[[package]]
+name = "click"
+version = "8.1.2"
+description = "Composable command line interface toolkit"
+category = "main"
+optional = false
+python-versions = ">=3.7"
+
+[package.dependencies]
+colorama = {version = "*", markers = "platform_system == \"Windows\""}
+
+[[package]]
+name = "click-config-file"
+version = "0.6.0"
+description = "Configuration file support for click applications."
+category = "main"
+optional = false
+python-versions = "*"
+
+[package.dependencies]
+click = ">=6.7"
+configobj = ">=5.0.6"
+
+[[package]]
+name = "colorama"
+version = "0.4.4"
+description = "Cross-platform colored terminal text."
+category = "main"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+
+[[package]]
+name = "commonmark"
+version = "0.9.1"
+description = "Python parser for the CommonMark Markdown spec"
+category = "main"
+optional = false
+python-versions = "*"
+
+[package.extras]
+test = ["flake8 (==3.7.8)", "hypothesis (==3.55.3)"]
+
+[[package]]
+name = "configobj"
+version = "5.0.6"
+description = "Config file reading, writing and validation."
+category = "main"
+optional = false
+python-versions = "*"
+
+[package.dependencies]
+six = "*"
+
+[[package]]
+name = "cryptography"
+version = "36.0.2"
+description = "cryptography is a package which provides cryptographic recipes and primitives to Python developers."
+category = "main"
+optional = false
+python-versions = ">=3.6"
+
+[package.dependencies]
+cffi = ">=1.12"
+
+[package.extras]
+docs = ["sphinx (>=1.6.5,!=1.8.0,!=3.1.0,!=3.1.1)", "sphinx-rtd-theme"]
+docstest = ["pyenchant (>=1.6.11)", "twine (>=1.12.0)", "sphinxcontrib-spelling (>=4.0.1)"]
+pep8test = ["black", "flake8", "flake8-import-order", "pep8-naming"]
+sdist = ["setuptools_rust (>=0.11.4)"]
+ssh = ["bcrypt (>=3.1.5)"]
+test = ["pytest (>=6.2.0)", "pytest-cov", "pytest-subtests", "pytest-xdist", "pretend", "iso8601", "pytz", "hypothesis (>=1.11.4,!=3.79.2)"]
+
+[[package]]
+name = "discord-webhook"
+version = "0.15.0"
+description = "execute discord webhooks"
+category = "main"
+optional = false
+python-versions = "*"
+
+[package.dependencies]
+requests = ">=2.19.1"
+
+[[package]]
+name = "distlib"
+version = "0.3.4"
+description = "Distribution utilities"
+category = "dev"
+optional = false
+python-versions = "*"
+
+[[package]]
+name = "dnspython"
+version = "2.2.1"
+description = "DNS toolkit"
+category = "main"
+optional = false
+python-versions = ">=3.6,<4.0"
+
+[package.extras]
+dnssec = ["cryptography (>=2.6,<37.0)"]
+curio = ["curio (>=1.2,<2.0)", "sniffio (>=1.1,<2.0)"]
+doh = ["h2 (>=4.1.0)", "httpx (>=0.21.1)", "requests (>=2.23.0,<3.0.0)", "requests-toolbelt (>=0.9.1,<0.10.0)"]
+idna = ["idna (>=2.1,<4.0)"]
+trio = ["trio (>=0.14,<0.20)"]
+wmi = ["wmi (>=1.5.1,<2.0.0)"]
+
+[[package]]
+name = "filelock"
+version = "3.6.0"
+description = "A platform independent file lock."
+category = "dev"
+optional = false
+python-versions = ">=3.7"
+
+[package.extras]
+docs = ["furo (>=2021.8.17b43)", "sphinx (>=4.1)", "sphinx-autodoc-typehints (>=1.12)"]
+testing = ["covdefaults (>=1.2.0)", "coverage (>=4)", "pytest (>=4)", "pytest-cov", "pytest-timeout (>=1.4.2)"]
+
+[[package]]
+name = "flask"
+version = "2.1.1"
+description = "A simple framework for building complex web applications."
+category = "main"
+optional = false
+python-versions = ">=3.7"
+
+[package.dependencies]
+click = ">=8.0"
+importlib-metadata = {version = ">=3.6.0", markers = "python_version < \"3.10\""}
+itsdangerous = ">=2.0"
+Jinja2 = ">=3.0"
+Werkzeug = ">=2.0"
+
+[package.extras]
+async = ["asgiref (>=3.2)"]
+dotenv = ["python-dotenv"]
+
+[[package]]
+name = "future"
+version = "0.18.2"
+description = "Clean single-source support for Python 3 and 2"
+category = "main"
+optional = false
+python-versions = ">=2.6, !=3.0.*, !=3.1.*, !=3.2.*"
+
+[[package]]
+name = "identify"
+version = "2.4.12"
+description = "File identification library for Python"
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+]
+requests = [
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+    {file = "requests-2.27.1.tar.gz", hash = "sha256:68d7c56fd5a8999887728ef304a6d12edc7be74f1cfa47714fc8b414525c9a61"},
+]
+requests-ntlm = [
+    {file = "requests_ntlm-1.1.0-py2.py3-none-any.whl", hash = "sha256:1eb43d1026b64d431a8e0f1e8a8c8119ac698e72e9b95102018214411a8463ea"},
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+    {file = "texttable-1.6.4.tar.gz", hash = "sha256:42ee7b9e15f7b225747c3fa08f43c5d6c83bc899f80ff9bae9319334824076e9"},
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+    {file = "typing_extensions-4.1.1.tar.gz", hash = "sha256:1a9462dcc3347a79b1f1c0271fbe79e844580bb598bafa1ed208b94da3cdcd42"},
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+    {file = "urllib3-1.26.9.tar.gz", hash = "sha256:aabaf16477806a5e1dd19aa41f8c2b7950dd3c746362d7e3223dbe6de6ac448e"},
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+    {file = "virtualenv-20.14.0.tar.gz", hash = "sha256:8e5b402037287126e81ccde9432b95a8be5b19d36584f64957060a3488c11ca8"},
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+werkzeug = [
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+    {file = "Werkzeug-2.1.1.tar.gz", hash = "sha256:f8e89a20aeabbe8a893c24a461d3ee5dad2123b05cc6abd73ceed01d39c3ae74"},
+]
+zipp = [
+    {file = "zipp-3.7.0-py3-none-any.whl", hash = "sha256:b47250dd24f92b7dd6a0a8fc5244da14608f3ca90a5efcd37a3b1642fac9a375"},
+    {file = "zipp-3.7.0.tar.gz", hash = "sha256:9f50f446828eb9d45b267433fd3e9da8d801f614129124863f9c51ebceafb87d"},
+]
diff --git a/pyproject.toml b/pyproject.toml
new file mode 100644
index 0000000..d09e00d
--- /dev/null
+++ b/pyproject.toml
@@ -0,0 +1,53 @@
+[tool.poetry]
+name = "spraycharles"
+version = "1.0.7"
+description = "Low and slow password spraying tool, designed to spray on an interval over a long period of time."
+authors = [
+    "Matt Creel",
+    "Nicholas A",
+]
+readme = "README.md"
+license = "BSD 3-Clause"
+homepage = "https://github.com/Tw1sm/spraycharles"
+repository = "https://github.com/Tw1sm/spraycharles"
+include = ["LICENSE", "CHANGELOG.md"]
+
+[tool.poetry.dependencies]
+python = "^3.8"
+numpy = "^1.22.3"
+impacket = "^0.9.24"
+requests = "^2.27.1"
+texttable = "^1.6.4"
+requests_ntlm = "^1.1.0"
+click = "^8.1.2"
+click-config-file = "^0.6.0"
+notifiers = "^1.3.3"
+pymsteams = "^0.2.1"
+discord-webhook = "^0.15.0"
+rich = "^12.0.1"
+
+[tool.poetry.dev-dependencies]
+numpy = "^1.22.3"
+impacket = "^0.9.24"
+requests = "^2.27.1"
+texttable = "^1.6.4"
+requests_ntlm = "^1.1.0"
+click = "^8.1.2"
+click-config-file = "^0.6.0"
+notifiers = "^1.3.3"
+pymsteams = "^0.2.1"
+discord-webhook = "^0.15.0"
+rich = "^12.0.1"
+pre-commit = "^2.18.1"
+isort = "^5.10.1"
+black = "^22.3.0"
+pytest = "^7.1.1"
+pytest-click = "^1.1.0"
+
+[build-system]
+requires = ["poetry-core>=1.0.0"]
+build-backend = "poetry.core.masonry.api"
+
+[tool.poetry.scripts]
+spraycharles = "spraycharles.spraycharles:cli"
+sc = "spraycharles.spraycharles:cli"
diff --git a/requirements-dev.txt b/requirements-dev.txt
deleted file mode 100644
index 4713792..0000000
--- a/requirements-dev.txt
+++ /dev/null
@@ -1,14 +0,0 @@
-numpy
-impacket
-requests
-texttable
-requests_ntlm
-click
-click_config_file
-notifiers
-pymsteams
-discord_webhook
-rich
-pre-commit
-isort
-black
diff --git a/requirements.txt b/requirements.txt
deleted file mode 100644
index 0b13393..0000000
--- a/requirements.txt
+++ /dev/null
@@ -1,11 +0,0 @@
-numpy
-impacket
-requests
-texttable
-requests_ntlm
-click
-click_config_file
-notifiers
-pymsteams
-discord_webhook
-rich
diff --git a/spraycharles/__init__.py b/spraycharles/__init__.py
new file mode 100644
index 0000000..e69de29
diff --git a/analyze.py b/spraycharles/analyze.py
similarity index 91%
rename from analyze.py
rename to spraycharles/analyze.py
index e982080..6769a5b 100755
--- a/analyze.py
+++ b/spraycharles/analyze.py
@@ -8,7 +8,7 @@
 from rich.table import Table
 from rich.theme import Theme
 
-from utils.notify import discord, slack, teams
+from .utils.notify import discord, slack, teams
 
 # Defining theme
 custom_theme = Theme(
@@ -221,34 +221,6 @@ def send_notification(self, hit_total):
                 teams(self.webhook, self.host)
 
 
-CONTEXT_SETTINGS = dict(help_option_names=["-h", "--help"])
-
-
-@click.command(no_args_is_help=True, context_settings=CONTEXT_SETTINGS)
-@click.argument("file", type=str, required=True)
-@click.option(
-    "-n",
-    "--notify",
-    required=False,
-    type=click.Choice(["teams", "slack", "discord"]),
-    help="Enable notifications for Slack, MS Teams or Discord.",
-)
-@click.option(
-    "-w",
-    "--webhook",
-    required=False,
-    type=str,
-    default=False,
-    help="Webhook used for specified   notification module",
-)
-@click.option(
-    "-H",
-    "--host",
-    required=False,
-    type=str,
-    default=False,
-    help="Target host associated with CSV file",
-)
 def main(file, notify, webhook, host):
 
     analyzer = Analyzer(file, notify, webhook, host)
diff --git a/spraycharles.py b/spraycharles/spraycharles.py
similarity index 80%
rename from spraycharles.py
rename to spraycharles/spraycharles.py
index db98824..60324a9 100755
--- a/spraycharles.py
+++ b/spraycharles/spraycharles.py
@@ -5,10 +5,12 @@
 import json
 import logging
 import os
+import pathlib
 import random
 import sys
 import time
 import warnings
+from pathlib import Path
 from time import sleep
 
 import click
@@ -16,15 +18,19 @@
 import requests
 from rich import print
 from rich.console import Console
+from rich.padding import Padding
 from rich.progress import Progress
 from rich.prompt import Confirm
 from rich.table import Table
 from rich.theme import Theme
 
-from analyze import Analyzer
-from targets import *
+from .analyze import Analyzer
+from .analyze import main as analyzer
+from .targets import *
+from .utils.make_list import main as make_list
+from .utils.ntlm_challenger import main as ntlm_challenger
 
-VERSION = 1.05
+VERSION = "1.0.7"
 
 # Defining theme
 custom_theme = Theme(
@@ -160,6 +166,19 @@ def __init__(
             )
             exit()
 
+        # Create spraycharles directories if they don't exist
+        user_home = str(Path.home())
+        if not os.path.exists(f"{user_home}/.spraycharles"):
+            os.mkdir(f"{user_home}/.spraycharles")
+            os.mkdir(f"{user_home}/.spraycharles/logs")
+            os.mkdir(f"{user_home}/.spraycharles/out")
+
+        # Building output files
+        current = datetime.datetime.now()
+        timestamp = current.strftime("%Y%m%d-%H%M%S")
+        if output == "output.csv":
+            output = f"{user_home}/.spraycharles/out/{host}.{timestamp}.csv"
+
         self.passwords = password_list
         self.password_file = passwords
         self.usernames = user_list
@@ -214,10 +233,12 @@ def initialize_module(self):
             )
             exit()
 
-        # create the log file
-        if not os.path.isdir("logs"):
-            os.mkdir("logs")
-        self.log_name = "logs/%s.log" % self.host
+        # Create the logfile
+        user_home = str(Path.home())
+        current = datetime.datetime.now()
+        timestamp = int(round(current.timestamp()))
+
+        self.log_name = f"{user_home}/.spraycharles/logs/{self.host}.{timestamp}.log"
         logging.basicConfig(
             filename=self.log_name,
             level=logging.INFO,
@@ -252,8 +273,10 @@ def pre_spray_info(self):
         if self.notify:
             spray_info.add_row("Notify", f"True ({self.notify})")
 
-        spray_info.add_row("Logfile", f"{self.log_name}")
-        spray_info.add_row("Results", f"{self.output}")
+        log_name = pathlib.PurePath(self.log_name)
+        out_name = pathlib.PurePath(self.output)
+        spray_info.add_row("Logfile", f"{log_name.name}")
+        spray_info.add_row("Results", f"{out_name.name}")
 
         console.print(spray_info)
 
@@ -332,6 +355,10 @@ def _check_sleep(self):
             self.total_hits = new_hit_total
 
     def _check_file_contents(self, file_path, current_list):
+        """
+        Check if password or username list changed during execution
+        """
+
         new_list = []
         try:
             with open(file_path, "r") as f:
@@ -344,6 +371,10 @@ def _check_file_contents(self, file_path, current_list):
         return additions
 
     def _print_attempt(self, username, password, response):
+        """
+        Prints the results of a single login attempt
+        """
+
         if response == "timeout":
             code = "TIMEOUT"
             length = "TIMEOUT"
@@ -356,6 +387,10 @@ def _print_attempt(self, username, password, response):
         output.close()
 
     def _login(self, username, password):
+        """
+        Perform login attempt
+        """
+
         try:
             response = self.target.login(username, password)
             self.target.print_response(response, self.output)
@@ -462,10 +497,49 @@ def ascii(self):
         )
 
 
+# Defining context settings for click CLI
 CONTEXT_SETTINGS = dict(help_option_names=["-h", "--help", "help"])
 
 
-@click.command(no_args_is_help=True, context_settings=CONTEXT_SETTINGS)
+# Defining the cli group for all submocomands
+# The cli() function allows users to use the spray module by default
+@click.group()
+@click.pass_context
+def cli(ctx):
+    if ctx.invoked_subcommand is None:
+        spray()
+
+
+@cli.command(no_args_is_help=False, context_settings=CONTEXT_SETTINGS)
+def list():
+    """
+    List all the available spraying modules
+    """
+
+    module_table = Table(
+        show_header=True,
+        show_footer=False,
+        min_width=61,
+        title="Spraying Modules",
+        title_justify="left",
+        title_style="bold reverse",
+    )
+    module_table.add_column("Module", style="bold")
+    module_table.add_column("Description")
+    dir_path = os.path.dirname(os.path.realpath(__file__))
+    mod_list = os.listdir(dir_path + "/targets/")
+    for module in mod_list:
+        if module.endswith(".py") and module != "__init__.py":
+            module = module.replace(".py", "")
+            mod_name = getattr(sys.modules[__name__], module)
+            class_name = getattr(mod_name, module)
+            doc = class_name.__doc__
+            module_table.add_row(f"[blue]{module}[/blue]", f"[yellow]{doc}[/yellow]")
+
+    console.print(Padding(module_table, (1, 1)))
+
+
+@cli.command(no_args_is_help=True, context_settings=CONTEXT_SETTINGS)
 @click.option(
     "-p",
     "--passwords",
@@ -601,7 +675,7 @@ def ascii(self):
 )
 # Allows user to specify configuration file with --config
 @click_config_file.configuration_option()
-def main(
+def spray(
     passwords,
     usernames,
     host,
@@ -622,7 +696,7 @@ def main(
     webhook,
     pause,
 ):
-    """Low and slow password spraying tool..."""
+    """Low and slow password spraying tool."""
 
     # Dealing with SSL Warnings
     try:
@@ -660,6 +734,60 @@ def main(
     spraycharles.spray()
 
 
+# Defining the parse submodule. References ntlm_challanger.py script in utils
+@cli.command(no_args_is_help=True, context_settings=CONTEXT_SETTINGS)
+@click.argument("url", required=True)
+@click.option("--smbv1", is_flag=True, default=False, help="Use SMBv1 protocol")
+def parse(url, smbv1):
+    """
+    Parse NTLM over HTTP and SMB endpoints to collect domain information.
+    """
+    ntlm_challenger(url, smbv1)
+
+
+# Defining the gen submodule. References make_list.py script in utils
+@cli.command(no_args_is_help=True, context_settings=CONTEXT_SETTINGS)
+@click.argument("infile", required=True, type=click.Path(exists=True))
+@click.argument("outfile", required=True)
+def gen(infile, outfile):
+    """
+    Generate custom password lists from JSON file.
+    """
+    make_list(infile, outfile)
+
+
+# Defining the analyzer submodule. References analyze.py script.
+@cli.command(no_args_is_help=True, context_settings=CONTEXT_SETTINGS)
+@click.argument("infile", required=True, type=click.Path(exists=True))
+@click.option(
+    "-n",
+    "--notify",
+    required=False,
+    default=None,
+    type=click.Choice(["teams", "slack", "discord"]),
+    help="Enable notifications for Slack, MS Teams or Discord.",
+)
+@click.option(
+    "-w",
+    "--webhook",
+    required=False,
+    type=str,
+    default=False,
+    help="Webhook used for specified notification module.",
+)
+@click.option(
+    "-H",
+    "--host",
+    required=False,
+    type=str,
+    default=False,
+    help="Target host associated with CSV file.",
+)
+def analyze(infile, notify, webhook, host):
+    """Analyze existing csv files."""
+    analyzer(infile, notify, webhook, host)
+
+
 # stock boilerplate
 if __name__ == "__main__":
-    main()
+    cli()
diff --git a/targets/Adfs.py b/spraycharles/targets/Adfs.py
similarity index 97%
rename from targets/Adfs.py
rename to spraycharles/targets/Adfs.py
index 506877b..be1de58 100644
--- a/targets/Adfs.py
+++ b/spraycharles/targets/Adfs.py
@@ -4,6 +4,8 @@
 
 
 class Adfs(BaseHttpTarget):
+    """Password spray Microsoft Active Directory Federation Services (ADFS)"""
+
     def __init__(self, host, port, timeout, fireprox):
         self.timeout = timeout
         self.url = f"https://{host}:{port}"
diff --git a/targets/Ciscosslvpn.py b/spraycharles/targets/Ciscosslvpn.py
similarity index 97%
rename from targets/Ciscosslvpn.py
rename to spraycharles/targets/Ciscosslvpn.py
index ae3c2ad..5fbeb67 100644
--- a/targets/Ciscosslvpn.py
+++ b/spraycharles/targets/Ciscosslvpn.py
@@ -4,6 +4,8 @@
 
 
 class Ciscosslvpn(BaseHttpTarget):
+    """Password spray Cisco SSL VPN (Cisco ASA)"""
+
     def __init__(self, host, port, timeout, fireprox):
         self.group = input("Enter VPN group: ")
         self.timeout = timeout
diff --git a/targets/Citrix.py b/spraycharles/targets/Citrix.py
similarity index 97%
rename from targets/Citrix.py
rename to spraycharles/targets/Citrix.py
index b5cba89..d6b0661 100644
--- a/targets/Citrix.py
+++ b/spraycharles/targets/Citrix.py
@@ -8,6 +8,8 @@
 
 
 class Citrix(BaseHttpTarget):
+    """Password spray Citrix NetScaler"""
+
     def __init__(self, host, port, timeout, fireprox):
         self.timeout = timeout
         self.host = host
diff --git a/targets/Ntlm.py b/spraycharles/targets/Ntlm.py
similarity index 96%
rename from targets/Ntlm.py
rename to spraycharles/targets/Ntlm.py
index d5fce96..c1e1298 100644
--- a/targets/Ntlm.py
+++ b/spraycharles/targets/Ntlm.py
@@ -5,6 +5,8 @@
 
 
 class Ntlm(BaseHttpTarget):
+    """Password spray NTLM over HTTP endpoints"""
+
     def __init__(self, host, port, timeout, path, fireprox):
         self.timeout = timeout
         self.url = f"https://{host}:{port}/{path}"
diff --git a/targets/Office365.py b/spraycharles/targets/Office365.py
similarity index 99%
rename from targets/Office365.py
rename to spraycharles/targets/Office365.py
index fc0e2b5..da4a31c 100644
--- a/targets/Office365.py
+++ b/spraycharles/targets/Office365.py
@@ -5,7 +5,10 @@
 
 
 class Office365:
+    """Password spray Microsoft Office 365"""
+
     def __init__(self, host, port, timeout, fireprox):
+
         self.timeout = timeout
         self.url = "https://login.microsoft.com/common/oauth2/token"
 
diff --git a/targets/Okta.py b/spraycharles/targets/Okta.py
similarity index 93%
rename from targets/Okta.py
rename to spraycharles/targets/Okta.py
index 7d963ef..79a41f1 100644
--- a/targets/Okta.py
+++ b/spraycharles/targets/Okta.py
@@ -5,6 +5,8 @@
 
 
 class Okta:
+    """Password spray Okta API"""
+
     def __init__(self, host, port, timeout, fireprox):
         self.timeout = timeout
         self.url = f"https://{host}:{port}/api/v1/authn"
@@ -15,7 +17,9 @@ def __init__(self, host, port, timeout, fireprox):
 
         if fireprox:
             self.url = f"https://{fireprox}/fireprox/api/v1/authn"
-            self.url2 = f"https://{fireprox}/fireprox/api/v1/authn/factors/password/verify"
+            self.url2 = (
+                f"https://{fireprox}/fireprox/api/v1/authn/factors/password/verify"
+            )
 
         self.headers = {
             "Accept": "application/json",
@@ -33,14 +37,11 @@ def __init__(self, host, port, timeout, fireprox):
             "options": {
                 "warnBeforePasswordExpired": "true",
                 "multiOptionalFactorEnroll": "true",
-            }
+            },
         }
 
         # password submission json
-        self.data2 = {
-            "password": "",
-            "stateToken": ""
-        }
+        self.data2 = {"password": "", "stateToken": ""}
 
     def set_username(self, username):
         self.data["username"] = username
@@ -58,11 +59,11 @@ def login(self, username, password):
         response = requests.post(
             self.url, headers=self.headers, json=self.data, timeout=self.timeout
         )  # , verify=False, proxies=self.proxyDict)
-        
+
         # get the stateToken for password submission
         data = response.json()
         token = ""
-        if 'stateToken' in data.keys():
+        if "stateToken" in data.keys():
             token = data["stateToken"]
         else:
             # temp debug
@@ -70,14 +71,13 @@ def login(self, username, password):
             # raise ValueError(f"Okta response missing stateToken")
             return response
 
-
         self.set_password(password)
         self.set_token(token)
         # post the request
         response = requests.post(
             self.url2, headers=self.headers, json=self.data2, timeout=self.timeout
         )  # , verify=False, proxies=self.proxyDict)
-        
+
         return response
 
     # handle CSV out output headers. Can be customized per module
@@ -125,7 +125,7 @@ def print_response(self, response, csvfile, timeout=False):
 
         if "errorSummary" in data.keys():
             if data["errorSummary"] == "Authentication failed":
-                # Login returned early - stateToken missing               
+                # Login returned early - stateToken missing
                 result = "Error"
                 message = "Okta resp missing stateToken"
             else:
@@ -135,7 +135,7 @@ def print_response(self, response, csvfile, timeout=False):
 
         # statuses taken from https://developer.okta.com/docs/reference/api/authn/#response-example-for-primary-authentication-with-public-application-success
         elif response.status_code == 200 and "status" in data.keys():
-            #print(f"[DEBUG]: {data}")
+            # print(f"[DEBUG]: {data}")
             # Account lockout
             if data["status"] == "LOCKED_OUT":
                 result = "Fail"
diff --git a/targets/Owa.py b/spraycharles/targets/Owa.py
similarity index 97%
rename from targets/Owa.py
rename to spraycharles/targets/Owa.py
index 7b49e0e..7e798b9 100644
--- a/targets/Owa.py
+++ b/spraycharles/targets/Owa.py
@@ -4,6 +4,8 @@
 
 
 class Owa(BaseHttpTarget):
+    """Password spray Microsoft Outlook Web Applications"""
+
     def __init__(self, host, port, timeout, fireprox):
         self.timeout = timeout
         self.url = f"https://{host}:{port}/owa/auth.owa"
diff --git a/targets/Smb.py b/spraycharles/targets/Smb.py
similarity index 98%
rename from targets/Smb.py
rename to spraycharles/targets/Smb.py
index c7a8eba..77c8831 100644
--- a/targets/Smb.py
+++ b/spraycharles/targets/Smb.py
@@ -5,6 +5,8 @@
 
 
 class Smb:
+    """Password spray SMB services"""
+
     smbv1 = True
 
     # port, timeout and fireprox are dead args here. exist only to keep
diff --git a/targets/Sonicwall.py b/spraycharles/targets/Sonicwall.py
similarity index 97%
rename from targets/Sonicwall.py
rename to spraycharles/targets/Sonicwall.py
index 9090e46..fe98cb1 100644
--- a/targets/Sonicwall.py
+++ b/spraycharles/targets/Sonicwall.py
@@ -4,6 +4,8 @@
 
 
 class Sonicwall(BaseHttpTarget):
+    """Password spray Sonicwall VPN appliances"""
+
     def __init__(self, host, port, timeout, fireprox):
         self.domain = input("Enter domain: ")
         self.timeout = timeout
diff --git a/targets/__init__.py b/spraycharles/targets/__init__.py
similarity index 100%
rename from targets/__init__.py
rename to spraycharles/targets/__init__.py
diff --git a/targets/classes/BaseHttpTarget.py b/spraycharles/targets/classes/BaseHttpTarget.py
similarity index 100%
rename from targets/classes/BaseHttpTarget.py
rename to spraycharles/targets/classes/BaseHttpTarget.py
diff --git a/spraycharles/utils/__init__.py b/spraycharles/utils/__init__.py
new file mode 100644
index 0000000..e69de29
diff --git a/utils/make_list.py b/spraycharles/utils/make_list.py
similarity index 80%
rename from utils/make_list.py
rename to spraycharles/utils/make_list.py
index 215482f..872a6f2 100755
--- a/utils/make_list.py
+++ b/spraycharles/utils/make_list.py
@@ -4,14 +4,6 @@
 from collections import OrderedDict
 
 
-def arg():
-    parser = argparse.ArgumentParser(
-        description="Creates a spray list based on the configs in list_elements.json",
-        formatter_class=argparse.RawDescriptionHelpFormatter,
-    )
-    return parser.parse_args()
-
-
 # append word to list given it meets length req
 def append(wordlist, word, min_length):
     if len(word) >= min_length:
@@ -19,12 +11,15 @@ def append(wordlist, word, min_length):
     return wordlist
 
 
-def main():
-    args = arg()
-
-    # load configs from json file
-    with open("list_elements.json") as f:
-        data = json.load(f)
+def main(element_file, outfile):
+    print(f"[*] Reading {element_file} ...")
+    try:
+        with open(element_file) as f:
+            data = json.load(f)
+    except Exception as e:
+        print("[!] Error loading JSON:")
+        print(f"{e}")
+        exit(1)
 
     words = data["base_words"]
     num_ranges = data["number_ranges"]
@@ -66,8 +61,10 @@ def main():
     # remove duplicates and preserve order
     spray_list = list(OrderedDict.fromkeys(spray_list))
 
-    with open("custom_passwords.txt", "w") as f:
+    # with open("custom_passwords.txt", "w") as f:
+    with open(outfile, "w") as f:
         f.write("\n".join(spray_list))
+    print(f"[*] Password list written to {outfile}")
 
 
 if __name__ == "__main__":
diff --git a/utils/notify.py b/spraycharles/utils/notify.py
similarity index 100%
rename from utils/notify.py
rename to spraycharles/utils/notify.py
diff --git a/utils/ntlm_challenger.py b/spraycharles/utils/ntlm_challenger.py
similarity index 95%
rename from utils/ntlm_challenger.py
rename to spraycharles/utils/ntlm_challenger.py
index 0deba71..5ab1544 100644
--- a/utils/ntlm_challenger.py
+++ b/spraycharles/utils/ntlm_challenger.py
@@ -10,6 +10,7 @@
 import sys
 from collections import OrderedDict
 
+import click
 import requests
 from impacket import ntlm, smb, smb3
 from impacket.smbconnection import SMBConnection
@@ -393,22 +394,13 @@ def request_SMBv1(host, port=445):
         return None
 
 
-def main():
-
-    # setup arguments
-    parser = argparse.ArgumentParser(
-        description="Fetch and parse NTLM challenge "
-        + "messages from HTTP and SMB services"
-    )
-    parser.add_argument("url", help="HTTP or SMB URL to fetch NTLM challenge from")
-    parser.add_argument("--smbv1", action="store_true", help="Use SMBv1")
-    args = parser.parse_args()
+def main(url, smbv1):
 
     # request challenge
-    if args.url.startswith("smb"):
+    if url.startswith("smb"):
 
         # get host/port from SMB
-        host_port = args.url.split("://")[1].split("/")[0].split(":")
+        host_port = url.split("://")[1].split("/")[0].split(":")
 
         if len(host_port) == 2:
             host, port = host_port
@@ -416,13 +408,13 @@ def main():
             host = host_port[0]
             port = 445
 
-        if args.smbv1:
+        if smbv1:
             challenge = request_SMBv1(host, port)
         else:
             challenge = request_SMBv23(host, port)
 
-    elif args.url.startswith("http"):
-        challenge = request_http(args.url)
+    elif url.startswith("http"):
+        challenge = request_http(url)
 
     else:
         print("[!] Invalid URL, expecting http://... or smb://...")


Test patch:
diff --git a/tests/test_cli.py b/tests/test_cli.py
new file mode 100644
index 0000000..8eab48a
--- /dev/null
+++ b/tests/test_cli.py
@@ -0,0 +1,13 @@
+import pytest
+from click.testing import CliRunner
+
+from spraycharles import spraycharles as sc
+
+
+def test_cli():
+
+    runner = CliRunner()
+
+    # No such option
+    result = runner.invoke(sc.main, ["-x", "test"])
+    assert "No such option" in result.output