Truth Over Arrogance: How Rick Jordan Built a Public Cyber Security Empire
September 15, 2026
Why do so many entrepreneurs play small when winning is the only real reason to be in the game?
In this episode of Big Hitters with Larry Weidel, host Larry Weidel sits down with Rick Jordan, founder and CEO of ReachOut Technology, CEO of Frequency Holdings, top-ranked podcaster, and former professional musician, to explore what it truly takes to operate at the top of multiple arenas. From learning why stating facts about your achievements isn't arrogance to engineering your own proximity to elite mentors, Rick breaks down the core principles of high-level momentum. Whether you're navigating cyber security vulnerabilities in your business, scaling through acquisitions, or striving to instill a winning culture in your family and organization, this conversation delivers actionable strategies for high achievers who refuse to settle.
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Why do so many entrepreneurs play small when winning is the only real reason to be in the game?
Why do so many entrepreneurs play small when winning is the only real reason to be in the game?
In this episode of Big Hitters with Larry Weidel, host Larry Weidel sits down with Rick Jordan, founder and CEO of ReachOut Technology, CEO of Frequency Holdings, top-ranked podcaster, and former professional musician, to explore what it truly takes to operate at the top of multiple arenas. From learning why stating facts about your achievements isn't arrogance to engineering your own proximity to elite mentors, Rick breaks down the core principles of high-level momentum. Whether you're navigating cyber security vulnerabilities in your business, scaling through acquisitions, or striving to instill a winning culture in your family and organization, this conversation delivers actionable strategies for high achievers who refuse to settle.
What You’ll Learn:
- Why stating cold facts about your capabilities is self-promotion, not ego
- Why SMBs are prime targets for social engineering and why recovery speed matters more than prevention
- How asking simple questions opens doors to elite mentors like Shark Tank’s Kevin Harrington
- Insights from Tim Grover and Kobe Bryant on why playing to win is non-negotiable
- How Rick's father used reflective questioning to build self-awareness and accountability
- How to expose the next generation to high-level environments early to eliminate fear
Rick Jordan is the founder and CEO of ReachOut Technology, CEO of Frequency Holdings (a publicly traded micro-cap company), host of the top-100 podcast Frequency with Rick Jordan, and a serial entrepreneur. With a multi-faceted background spanning professional music, law enforcement cadet training, private investigation alongside former CIA operators, and advanced storm spotting, Jordan brings a distinct focus on protection, risk management, and performance. He built ReachOut into a premier cybersecurity and IT management firm, pioneering MSP roll-ups to protect small-to-medium businesses from catastrophic cyber threats. A frequent national media commentator and speaker, Rick is dedicated to helping entrepreneurs build scalable enterprises, master proximity, and execute with an uncompromising winning mindset.
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