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In this episode, Bill Caskey sits down with marketing expert and recovering musician Jason Leister to explore a topic that sits beneath the surface of most business conversations: the power of being yourself.
Jason shares his journey from being a "straight-A sheep" who followed all the rules to discovering that the only person he hadn't tried being in business was actually himself. The conversation digs into why we're taught to focus on what we want to do rather than who we want to be, and how that misdirection costs us years of detours, therapy, and unfulfilled projects.
If you've ever felt like you're operating at a fraction of your potential, or you're tired of being everyone except yourself, this conversation offers a refreshing perspective on building a business—and a life—that actually fits who you are.
Subscribe to Jason's daily newsletter at JasonLeister.co for continued insights on becoming more fully yourself in business.
Have a question for Bill or a topic you'd like him to discuss in a future episode? Email him at [email protected].
Schedule a Call: If you'd like to learn more about how Bill can help you or your team reach your potential, schedule a call at http://scheduleacallwithcaskey.com.
Join me December 5th for my Personal Business Planning Workshop where we'll build your complete 2026 blueprint in just two hours. Reserve your spot at billcaskey.com/businessplanning.
By Bill Caskey4.9
2525 ratings
In this episode, Bill Caskey sits down with marketing expert and recovering musician Jason Leister to explore a topic that sits beneath the surface of most business conversations: the power of being yourself.
Jason shares his journey from being a "straight-A sheep" who followed all the rules to discovering that the only person he hadn't tried being in business was actually himself. The conversation digs into why we're taught to focus on what we want to do rather than who we want to be, and how that misdirection costs us years of detours, therapy, and unfulfilled projects.
If you've ever felt like you're operating at a fraction of your potential, or you're tired of being everyone except yourself, this conversation offers a refreshing perspective on building a business—and a life—that actually fits who you are.
Subscribe to Jason's daily newsletter at JasonLeister.co for continued insights on becoming more fully yourself in business.
Have a question for Bill or a topic you'd like him to discuss in a future episode? Email him at [email protected].
Schedule a Call: If you'd like to learn more about how Bill can help you or your team reach your potential, schedule a call at http://scheduleacallwithcaskey.com.
Join me December 5th for my Personal Business Planning Workshop where we'll build your complete 2026 blueprint in just two hours. Reserve your spot at billcaskey.com/businessplanning.

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