I need help with Penetration Testing Homework
Due Friday May 15th @11:59pm
Version 2.1 â April 13th 2020
You have been hired to conduct
a penetration test and security assessment for a fictitious company,
Pictures, Inc. The goal of this penetration test and security assessment is to
show the executive of ENPM685 Pictures, Inc. that their security posture needs
to be improved.
Pictures, Inc. is a
small movie production studio that specializes in low budget âmockbustersâ that
are spoofs of larger budget films produced by larger studios. They have been
successful by extreme cost cutting wherever possible, which shows in their IT
infrastructure and hiring practices. For example, to not have to deal with
employee benefits the company only has 1 employee, the CEO Bob Dobbs. Everyone
else is hired as a contractor. Due to a recent issue with a rogue contractor
stealing several ideas for upcoming films and an aggressive growth plan the CEO
is moving towards hiring actual employees and developing the infrastructure (IT
and otherwise) that supports Picture, Incâs production efforts.
As part of this expansion I as
a consultant to the CEO has recommended bringing in a IT security firm to
assess the current state of Picture, Incâs IT security through a
penetration test and recommendations for improvement of the current
environment. You are that IT security firm hired to perform this assessment.
The Virtual Machines
Picture, Incâs IT
operations are small, only 2 computers, the CEOâs
desktop and a server that hosts
the firmâs website as well as other resources. Both virtual machines are available
from the class Google Drive share in the âFinal Projectâ folder.
Do not change any of the
network settings in VMWare for the VMs, they are set up with the primary
network interface using NAT. There is a secondary network interface for both of
these VMs but you can ignore those. Import these VMs, if you get a popup saying
there were issues select âRetryâ and the VMs should import.
The Assignment and
â¢ Conduct a
penetration test of Picture, Incâs network and report your findings.
â¢ There are 6
âflagsâ spread out across the computers in Pictures, Incâs network. By
finding these you can demonstrate to the CEO the need to make security
improvements. A top grade can only be attained by finding all 6 flags.
o What is a flag? It will be a short phrase or other
interesting information you discover during your penetration test. If the flag
is a file it will be the contents of the file, not just the file name/location.
They are clearly marked, you will know them when you see them.
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