Internet Expert Witness

Information Technology Consultant / Contractor

“I am a serial entrepreneur who has been the founder of several different startup companies across a variety of information technology industries yielding me diverse Business, Technical & Internet expertise.  I occasionally consult as an Internet Litigation Consultant working for law firms as an Internet Expert Witness”


My name is Patrick Michael O'Leary. I live in Hauppauge, New York, and I am an information technology serial entrepreneur. Over my time as an entrepreneur, I have found many companies throughout many different industries providing me with a robust and diversified set of skills and knowledge. I am currently an Internet Expert Witness in which I consult for law firms as an Internet Litigation Consultant. 

My experience consists of over 30+ years of post-college experience, in which most relate directly to information technology and the internet. I completed my Bachelor's degree in Electrical Engineering and Computer Science in 1987. From there, I moved on to complete my MBA from Hofstra University in 2020. In addition, I have worked for 21+ years as an Expert Witness. From this work, I have been admitted to 3 Federal Courts. 

Furthermore, I hold seven certifications:

  1. CISSP: Certified Information Systems Security Professional
  2. CHFI: Certified Hacking Forensic Investigator
  3. CEH: Certified Ethical Hacker
  4. LPT: Line Penetration Tester
  5. ECSA: Counsel Certified Security Analysts 
  6. Security +
  7. Network +

The experience and qualifications I have aggregated have taken me all over the world. I have had the valuable opportunities to work alongside large, well-established companies such as Santa Fe Rail Roads, Ansett Airlines, and American Airlines. In addition, I have acquired experience from different industries, such as Social Networking, Media, Dating, and Education. My multi-faceted approach to the field has led me to be exposed to many other disciplines such as sales, finance, marketing, and internet development and maintenance. All of the connections and exposure to different industries have proved invaluable in terms of the amount of knowledge one can acquire. What I have learned will be able to be applied in my future endeavors to ensure quality products. 

Following my undergraduate graduation at the Polytechnic Institute of Brooklyn, New York, in 1987, I transformed a hobby into a career. Early business entry, which was a way to pass the time, soon paved my career path. I became the CEO and sole proprietor of in 1995. My site generated an adequate amount of revenue, thus being self-funded and be free of any venture capital. By 1999, my company expanded to employ over 30 people and generate more than $7 million every year. When we sold to Lycos in July 2000 for 45 million dollars, the 30 employees expanded to more than 120 people, signifying an exponential growth in such a short period. With lots of success and a growth rate of 8% (or greater) per month, was designated as the "2nd stickiest website on the internet" by Jupiter Media and was also known to be the largest online dating platform, with over 4 million registered users and more than 230 million clicks per month. This invaluable opportunity allowed me to develop my skillset in a competitive online environment. The current owners credited my work on the company as the origin of today's wide usage and availability of online dating social networking platforms. As an online business, we were competing with top websites such as Yahoo Personals and This newly acquired knowledge would be valuable and necessary for my future work and would allow me to refine my expertise and methodology to achieve success. 

I used this background to start my next career choice: to be an Expert Witness. I expanded my litigation experience by working in cases involving Oil and Gas, Aerospace, Real Estate, Trademarks, etc. - many of which I may not have been exposed to during my time as CEO and founder of This work was something I appreciated as it is always valuable to learn from an open-minded approach with varying perspectives. I have engaged as both a plaintiff and a defense expert for huge companies such as Twitter, Cisco, CompUSA, eHarmony, Yahoo, Fujitsu, MCI, and Google over the past 21 years. Additionally, I work alongside attorneys on litigation matters across various industries. 

I learned concepts and aspects of information technology through my years of experience that provided me with a solid foundation to carry out my work for my clients with success. I have been exposed to and learned many different concepts such as strategic partnerships, human resources, membership conversion, productizing, finances and budgeting, alternative revenue sources, venture capital, investment banking, and all of the technical aspects that come with the field. As an Internet Expert Witness, I have worked on cases consisting of Real Estate, Security Issues, Intellectual Property, Social Networks, Business Disputes, Aerospace, etc. Currently, I own a website called, in which I used my knowledge from my previous online enterprise to effectively construct this new business, allowing me to become successfully integrated into this realm of work. 

As an Internet Expert Witness, it is my job to effectively communicate with my clients ensuring we are all in sync to proceed as a unit. On top of my operative communication strategies, I have patience and understanding with all clients and the capability to help others learn more about any aspect of information technology in my arsenal of knowledge and expertise. I quickly think of strategies and techniques that inform our solutions and allow my clients to act swiftly to be one step ahead of their competitors. I come up with practical and one-of-a-kind engineering solutions to get around any obstacle that they may face at any given time as business owners/workers.

As your next Internet Expert witness, I vow to supply you with the service you deserve. Working in nearly every subfield of internet technology conceivable, I promise to pull this knowledge and apply it when working with you so that we make informed decisions that align with your vision. I look forward to working with you.