JASON KESSLER _

Entrepreneur > Risk Mitigator > Investor > Cyber Hygiene Educator

Jason Kessler Headshot

> ABOUT_

Jason Kessler is a multifaceted entrepreneur, cybersecurity expert, and lifelong learner whose journey embodies the intersection of technology, business acumen, and personal growth. Beginning with his first entrepreneurial venture as a young magician, his path has been marked by continuous evolution and diverse achievements.

With over two decades in information technology, including 11 years at the Federal Reserve Bank and extensive consulting work with various branches. He regularly advises executives on comprehensive business security strategies that extend beyond technical solutions to include economic resilience.

Beyond his technology expertise...
Jason is a successful real estate investor, accounting firm owner, and personal development advocate. His hands-on background as a farmer's son instilled a strong work ethic and practical skills ranging from construction to welding, shaping his holistic approach to problem-solving.

An avid traveler...
Jason has explored most of the United States and various international destinations including New Zealand, Bali, and the UK, Jason brings a global perspective to his work. He's equally comfortable speaking to corporate executives about cybersecurity as he is deadlifting 410 pounds in the gym or experimenting with new recipes in the kitchen.

A husband, father, and mentor...
Jason combines his technical expertise with real-world wisdom to help others navigate both professional challenges and personal growth. His life philosophy of continuous improvement and calculated risk-taking is summed up in his motto: "Stop playing for easy wins - Play a game worth losing."

“Stop playing for easy wins, play a game worth losing.”

- Jason Kessler

> EXPERIENCE_

Jason Kessler is a dynamic entrepreneur, cybersecurity expert, and investor whose career bridges the worlds of technology, business, and personal development. With a foundation built on hard work, curiosity, and calculated risk-taking, Jason helps organizations and individuals secure their futures and achieve lasting success. His journey—from early entrepreneurial ventures to high-level security consulting and global exploration—reflects a commitment to continuous learning and making an impact wherever he goes.

INFORMATION TECHNOLOGY

Over two decades in information technology, including 11 years at the Federal Reserve Bank and extensive consulting work with various military branches,

CYBERSECURITY

Has held Top Secret clearance and earned his CISSP certification. Regularly advises executives on comprehensive business security strategies that extend beyond technical solutions to include economic resilience.

Entrepreneur

Successful real estate investor, accounting firm owner, and personal development advocate.

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FEDERAL RESERVE TENURE

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Cybersecurity Expert & Risk Mitigator

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PROFESSIONAL CERTIFICATIONS

> JASON'S_

In today’s hyperconnected world, cybersecurity is no longer just a technical problem—it’s a global challenge that affects every individual, business, and institution. And yet, despite advancements in technology, data breaches continue to rise, costing companies billions and compromising the trust of millions. That’s why we’re not just fighting cybercrime—we’re playing a much bigger game.

This is a game where the stakes are nothing less than our digital future. And if you don’t already have a game worth losing—one that pushes you beyond your limits, demands resilience, and drives meaningful change—then I invite you to join mine. My mission is to end data breaches by empowering organizations with proactive defense strategies, elite training, and a mindset shift from reactive to relentless.

I believe in a world where security isn't an afterthought, but a core value. Where leaders treat cybersecurity as a strategic advantage, not just an IT expense. Where every breach stopped isn’t just a win for one company—it’s a victory for everyone. That’s the world I'm working to build, one secure system, one informed team, and one inspired leader at a time.

I’m not here to play it safe—I’m here to end data breaches. As a cybersecurity strategist and thought leader, I believe that defense isn’t just technical—it’s personal. Every breach stopped means protecting someone’s identity, someone’s livelihood, or an entire business’s future. And that’s a game worth playing.

For over 20 years, I’ve helped organizations shift from reactive security postures to proactive, resilient systems. I work with executives, IT teams, and boards to create cyber defense strategies that are not only technically sound but culturally embedded.

My mission is simple: to create a world where trust in digital systems is the norm, not the exception. I do this through consulting, keynote speaking, executive training, and thought leadership that goes beyond the status quo. If you're ready to take cybersecurity seriously—not out of fear, but out of purpose—then let’s talk.

> JASON_

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NIST cybersecurity framework:
Your guide to protecting and securing your data

You know the old adage—you don’t know what you don’t know?

Organizations often build cybersecurity strategies with their own knowledge and experience as a guide. But like the adage suggests, this can leave critical gaps and leave your data vulnerable to cyberattacks.

The National Institute of Standards and Technology (NIST) framework helps fill those gaps by offering a structured, proven approach to protect what matters most: your data. And with six clear principles in the framework—Identify, Protect, Detect, Respond, Recover, and Govern—you can methodically assess your existing strategy to find those gaps and address them. Whether you're just starting out or refining your cybersecurity strategy, the framework serves as a solid foundation for a comprehensive security plan...

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Data Drivers:
The Road to Secure Data-Driven Operations

Whether it's sending an email or downloading a PowerPoint file, for federal agencies today, data is being generated at every turn. Moreover, as agencies adopt greater levels of technology, like Internet-of-Things devices, computers and mobile endpoints, data is proliferating at breakneck speed.

This data stands to be incredibly valuable for agencies, offering government the ability to tap into new tools like artificial intelligence and analysis that can provide government leaders insights with the information they need to make more informed decisions. But to effectively capture and use this data, agencies will need a medley of secure storage solutions.

“Data is spread across multiple locations, in different formats and different software and different databases,” says Jason Kessler, a security solutions architect at NetApp...

“To stop threat actors from exfiltrating data, public sector organizations need to have a comprehensive understanding of where their data is so that they can protect it appropriately.”

— Jason Kessler, Security Solutions Architect at NetApp

> FACTS ABOUT_

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> QUESTIONS_

  • As someone who transitioned from performing magic shows to cybersecurity, how did your early entrepreneurial experiences shape your career path?

  • What inspired you to pursue martial arts alongside your technology career, and how has it influenced your approach to business challenges?

  • Having consulted with various military branches, what's the most valuable lesson you've learned about leadership and security?

  • How has your farming background influenced your approach to real estate investment and property management?

  • What motivated you to start learning magic in elementary school, and do you still incorporate any magical principles in your business presentations?

  • As someone who describes themselves as an ambivert, how do you balance the social demands of business leadership with your need for solitude?

  • Having traveled extensively across the United States and internationally, which destination has taught you the most about business or life in general?

  • How has your experience of losing a significant investment ($125,000) shaped your approach to risk management and advisory services?

  • What inspired you to pursue such diverse skills - from welding to cybersecurity to deadlifting - and how do they complement each other?

  • As someone who became a father at 45, how has this life experience influenced your perspective on long-term planning and risk mitigation?

> CONTACT_

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