ABOUT
REACHOUT TECHNOLOGY

Trusted Cybersecurity and Managed IT Support for SMBs

We are a cybersecurity-first managed service provider headquartered in Chicago and serving clients across the United States. From law firms to healthcare providers, we deliver structured IT systems that protect your operations, pass audits, and earn trust.

Rick Jordan

Founder | CEO | Thought Leader

Rick Jordan is more than a founder. He is the architect behind ReachOut’s entire operating standard. His career began in tech trenches and rose through public stages. He managed complex system failures. He led high-performance teams. He advised on national security policy. He testified before Congress.

He took a cybersecurity-first MSP public. His voice is recognized at Nasdaq. He has spoken at West Point and Harvard Club. Every ReachOut system reflects what he learned from cleaning up failed vendors, broken promises, and audit collapses.

Rick created ReachOut to prove that licensed and structured IT can work at scale. His presence builds trust. His systems hold. His leadership is the reason clients stay.

He also hosts the ALL IN With Rick Jordan Podcast, where he dives deep into entrepreneurship, leadership, and growth. The show features candid conversations with business leaders and innovators, offering insight into what it really takes to scale with integrity. Each episode reflects his commitment to transparency, personal responsibility, and performance that lasts.

Our Mission

To end reactive IT by designing protection-first infrastructure that holds under pressure and led by people who take responsibility.

Chicago IT Services—Built on Relationships

ReachOut isn’t just another IT company in Chicago. We’re a team of people who stay in the room when it gets hard. We solve real business risk with structured IT support, cybersecurity protection, and helpdesk services that don’t disappear.

Leadership

Ryan Luering

Director of Operations

Ryan Luering has been working for ReachOut Technology for 10 years. Ryan met Rick through BestBuy’s Geek Squad team in the mid 2000s, a few years after he started in 1997.
Ryan started as a technician at ReachOut IT, and has ascended to be our Director of Operations

Ashley Kedra Johnson

Executive Director

Ashley brings wide-ranging expertise to ReachOut Technology in managing the communications and internal operations, her areas of responsibility span from media relations, M&A, management, and connects, strengthens, and builds trust between ReachOut and the Channel Community.

Lisa Lively

Community Engagement Manager

Lisa is the woman behind the scenes. She engages prospects and guests for industry events and small town talk opportunities, as well as schedules, coordinates, and onboards each guest for the ALL IN with Rick Jordan Podcast. Additionally, Lisa is our point of contact for all Industry Event Correspondence and brings a strong sense of focus for building deep relationships and executing tasks within the team.

ReachOut & Rick Jordan star in the
documentary film, Cyber Crime

Cyber Crime is a documentary film about a growing plague in our expanding digital world. Billions of dollars a year are stolen or lost as a result. It destroys businesses and even lives. Are you the next victim? Join us on a journey, visiting with 10 of our nation's leading experts in Cybersecurity as they explore the world of cyber crime and how you can avoid becoming a victim.