Dead Man's Snitch Icon

This is an icon I designed for a web app that I work on called Dead Man's Snitch. It is a cron task monitoring app. The name existed before I started to work on this project and it was my idea to take advantage of the film noir reference that was begging to be used. So here he is, the private detective that will watch over your cron tasks. We call them snitches.

Attached are the sketches I worked on in Paper to come up with the icon.