Looking to start a local "citysec" meetup, or just trying to figure out what's keeping yours from being successful? Join key hosts from Chicagoland's (now global) BurbSec Information Security Meetup Network for a panel discussing 15 years of lessons learned from hosting the world's most successful meetups. Don't start yet another expensive, annoying con when what you really need is a cheap and easy meetup!

When performing Red Team or penetration testing, we occasionally need to put some hardware on the internal network. While it sounds simple, building out a basic "dropbox" that provides testers a secure, stable, and stealthy(?) pivot into a network can quickly turn into a painful adventure in balancing technology, project requirements and, restrictions. In this session we discuss the decisions, options, and compromises we face in building out a dropbox. Understanding the choices to be made helps us build the reliable tools that support productive testing engagements.