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Founder’s Friday featuring Alex Castrounis @ Why of AI

Alex Castrounis Headshot (1)

Please provide a brief description about your company.

Why of AI helps startups to Fortune 100s bridge company-wide gaps in AI knowledge, strategy, and innovation. Our AI strategy consulting and training services help companies understand AI and develop responsible AI roadmaps to drive business growth, customer success, and competitive advantage. 

Two hashtags that best describe you 

#motivated #persistant

What do you consider your greatest achievement?

Writing my book.

What is your idea of perfect happiness?

Working on things that have a meaningful, positive impact for people. And enjoying family, Chicago sports, playing keys, musical theater, different foods, and traveling to new places.

What is your greatest fear?

Not being able to achieve the vision and success goals that I have for my company.

What are your top tips for balancing work and life?

Make sure to find time for life outside of work, and make sure to only work on things you love.

What is something new that you learned about running a business this year?

The better question is probably what haven’t I learned about running a business this year! I’d say the following are key: developing a reasonable and effective business strategy, hyper-focusing on the things that matter most, developing strong yet simple and clear brand positioning and messing, and being creative in filling gaps when running lean. 

What is your most marked characteristic?

Lifelong learner and teacher.

What is your greatest regret?

Not starting my own business sooner.

What is your motto?

Start with Why (adopted from Simon Sinek).

What is a legal mistake you wish someone warned you about?

Figuring out which elements of an agreement are worth trying to negotiate more than once versus which ones are not.

When running your business, what do you struggle with most?

Focusing on only the things that matter most.

What advice would you give to yourself at 25 years old?

Start your own business sooner.

Tricia Meyer 301

Tricia Meyer is Founder + Managing Attorney of Meyer Law, one of the fastest growing law firms in the United States. Meyer helps entrepreneurs and technology companies from startups to large corporations with day-to-day matters and notable clients include companies that have appeared on Shark Tank to companies gracing the Inc. 500 to some of the largest companies in the world.

Tricia has been named on the Forbes Next 1000 list, is one of the Most Influential Female Lawyers in Chicago according to Crain’s Chicago Business and been recognized as a top 10 technology lawyer.

As an entrepreneur and a lawyer, Meyer has a unique perspective and has mentored thousands of startups and scaling companies at tech incubators and accelerators across the United States such as 1871, WeWork Labs and Techstars. Tricia has been featured in Inc., Crain’s, Chicago Tribune, NBC Chicago, American Express OPEN Forum, and more. Learn more at and follow Meyer Law’s story on Instagram @loveyourlawyer.