212: Embracing Smart Risks, Casey Cheshire - The Entrepreneur Gene Series

" The flip of one-to-one communication to a one-to-few communication is going to become priceless. It's all about connection." - Casey Cheshire What kinds of risks are the ones worth taking when it comes to entrepreneurship? Casey Cheshire, CEO of Ringmaster Conversational Marketing, believes smart risks are the key to success. Host Laurie Barkman talks with Casey about the importance of risk tolerance, learning from failures, and the need for smart risk-taking in business. They also explore the future of marketing with the advent of AI and the significance of maintaining human connections in an increasingly automated world. Casey's military background, personal entrepreneurial journey, and passion for authentic marketing strategies provide a rich and engaging discussion on what it truly means to be an entrepreneur. Takeaways: Focus on creating meaningful relationships through various mediums to foster long-term success. View entrepreneurship as a muscle that can be developed with practice and effort. Engage in activities that build skills necessary for entrepreneurship, such as problem-solving and risk management. Take calculated, smart risks rather than reckless ones. Although challenging, niching down can lead to better targeting and business efficiency. Test narrow focuses to see if they drive better results without betting the farm. This Show Is Sponsored by The Business Transition Sherpa® 100 percent of owners will leave their business one day. But few are prepared. Are you? Get your copy of the Amazon best-selling book by nationally recognized expert, Laurie Barkman that reveals how to build business value and plan for succession, transition, or selling the business on your terms....what every entrepreneur needs to know. ✨📖 Get your FREE digital copy of The Business Transition Handbook: btsherpa.com/book 📣 Write a Podcast Review: _________________________________________________________________ Connect with Laurie Barkman: Email: laurie@btsherpa.com LinkedIn: in/lauriebarkman Book: Free Download YouTube: @TheBusinessTransitionSherpa Connect with Casey Cheshire: LinkedIn: in/caseycheshire Website: ringmaster.com

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212: Embracing Smart Risks, Casey Cheshire - The Entrepreneur Gene Series is an episode from Succession Stories by Laurie Barkman.

This episode is 44:42 long.

This episode was published on Aug 26, 2025.

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