In the past, Major IT Programs at DHS suffered due to lack of transparency, long time frames to deliver, unclear requirements, and inefficient processes and guidelines for scheduling and budgeting. In 2016, the Agile Acquisition Working Group (AAWG) identified five major IT programs to pilot the adoption of leading-edge best practices from Lean and Agile industry to transform the acquisition and delivery of IT capabilities. DHS continues to maintain an Agile atmosphere, updating policy and governance, facilitating learning opportunities, and encouraging Programs and Components to strive for higher levels of IT Maturity, seen most prominently in its current SecDevOps Campaign. DHS Strategic Technology Management Director Bill Pratt will describe the department’s journey, including pitfalls the team experienced along the way and share tips and tricks that helped them succeed.