Secure networking environments such as those found in most organizations that have IT departments present several challenges to you as a security engineer. The company probably has a specific list of approved applications. Antivirus applications are usually managed from a central location. Security tools are miscategorized as evil hacking tools or malware packages. Many companies have defensive rules against having any operating system that isn't Microsoft Windows installed on company computing hardware.
To add to the challenge, they prohibit non-corporate assets on the corporate network. The main problem you will find is that there are very few economical penetration testing tools written for Windows, and the few, such as Metasploit, that do have a Windows version, tend to fight with the lower-level operating system functions...