Skip to content

Security Journey Leadership Team


Leadership Team

Headshot Joe Ferrara

Joe Ferrara

Chief Executive Officer

Passionate about driving growth in technology companies, Joe has a track record for building market leading businesses in cybersecurity and telecommunications at Wombat Security, Ericsson, Marconi, and Tollgrade. He also currently serves as a Board Member of seed investor Innovation Works and most recently served as Senior Vice President and General Manager of Proofpoint’s Security Awareness Division. Proofpoint acquired Wombat Security Technologies, a security awareness training company where he served as President and CEO.

Headshot Amy Baker

Amy Baker

Chief Marketing Officer

Amy has served in several top marketing roles in B2B technology companies, including more than eight years leading security awareness training marketing and product at Wombat Security and Proofpoint post acquisition. She also held senior marketing positions at Othot, Tollgrade, Ericsson, McKesson and Marconi. She enjoys providing marketing guidance to other tech start-ups in the Pittsburgh region.
Headshot Ralph Massaro

Ralph Massaro

Chief Revenue Officer

Ralph has held numerous senior sales executive roles in the technology and cybersecurity space, including vice president of sales at Proofpoint, Wombat Security, ASA Corp, TekMethods, LogicLibrary, Solvaire Technologies and Intraware. He currently serves as an advisor for Project Olympus, a startup incubator program at Carnegie Mellon University’s Swartz Center for Entrepreneurship.
Jason Brubaker

Jason Brubaker

Senior Director of Engineering

Jason Brubaker has 20+ years of experience in the web application and SaaS
world, first as a software engineer and later as an engineering manager and
director. He has worked for successful startups in the healthcare, education,
and cyber security space, including companies like HealthPay24, CECity, and
Wombat Security Technologies. After Wombat’s acquisition by Proofpoint,
Jason continued to build and manage engineering teams for Proofpoint for several years.
Chris Romeo Headshot

Chris Romeo

Chief Strategy and Security Officer

Chris Romeo is the co-founder of Security Journey, and upon the acquisition of Security Journey by HackEDU became Chief Strategy and Security Officer. Prior to launching Security Journey, Chris was the Chief Security Advocate for a Fortune 100 company with over 60,000 employees. During his tenure, he developed and implemented the most massive security training program ever constructed within the industry. In 2015, Chris founded Security Journey and brought the lessons learned teaching developers about security to the entire industry.

Chris often speaks at conferences, special events, and webinars. To inquire about his availability, please contact us here.
Brian Mosley Headshot

Brian Mosley

Sr. Vice President of Operations

Brian has 20+ years of experience in multiple functional areas. His experience ranges from multinationals like IBM, Dimension Data, and NTT; to startups like, Piper Technologies, and Security Journey. He has served in roles ranging from implementation engineer to COO, which helps him to bring a variety of perspectives. He has a track record of achieving business objectives that optimize business systems, operations, IT, sales, and customer satisfaction.