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Mile High Success Podcast

Mile High Success Podcast

David Olsky: Finding Success on Your Own Terms Through Law, Business, and Life

Mile High Success Podcast · Nov 12, 2026 · 35:15

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What does success really look like? Is it making more money, building a business, or having the freedom to live life your way?

In this episode of the Mile High Success Podcast, host Joey Schneider sits down with David Olsky, founder of Olsky Law, to talk about building a career you love, taking chances, and finding success on your own terms.

David has spent more than 20 years working on major business lawsuits. He started his career at the Department of Justice and later worked at large law firms in Washington, D.C., and New York.

But David wanted something different.

He wanted to spend more time in court, help clients who might not be able to afford large law firms, and build a better life for his family.

That dream led him to Boulder, Colorado, where he later started his own law firm.

During their conversation, Joey and David talk about the choices that helped David change his career and his life.

David shares why it's important to ask yourself what you really want. He explains how taking risks, learning from mistakes, and building strong relationships can open new doors.

They also talk about working smarter instead of harder, investing outside your business, and why David believes silence can be one of the best tools for good communication.

And there's a fun twist!

David also performs improv comedy. He shares how the skills he learns on stage can help lawyers think quickly, listen better, and connect with people.

Whether you own a business, want to start one, or are thinking about making a big life change, David's story offers lessons you can use.

 

Episodes: Mile High Success Podcast

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