Stop Teaching, Start Observing: The Content Strategy That Actually Works
Wed Feb 04 2026
Most sales professionals struggle with the same question: "What should I create content about?" The answer isn't another teaching video or step-by-step guide. It's something far simpler and more authentic.
In this episode, Bill introduces the concept of "observational content"—a powerful approach that leverages what you're already seeing every day in your marketplace. Instead of positioning yourself as a teacher, you become a trusted observer who shares insights from real conversations, trends, and patterns.
The key insight? You're already an observational machine. This episode shows you how to put those observations to work.
Next week: Special guest Tom Batchelder joins for a conversation you won't want to miss.
12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook.
Have a question for Bill or a topic you'd like him to discuss in a future episode? Email him at listener@caskeytraining.com.
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.
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Most sales professionals struggle with the same question: "What should I create content about?" The answer isn't another teaching video or step-by-step guide. It's something far simpler and more authentic. In this episode, Bill introduces the concept of "observational content"—a powerful approach that leverages what you're already seeing every day in your marketplace. Instead of positioning yourself as a teacher, you become a trusted observer who shares insights from real conversations, trends, and patterns. The key insight? You're already an observational machine. This episode shows you how to put those observations to work. Next week: Special guest Tom Batchelder joins for a conversation you won't want to miss. 12 Bold Moves - Audiobook: Want to break free and soar to new heights? "12 Bold Moves" the Audiobook, is your gateway to a fearless reinvention of self and unlocking unprecedented sales success. Get your FREE copy now at http://12boldmoves.com/audiobook. Have a question for Bill or a topic you'd like him to discuss in a future episode? Email him at listener@caskeytraining.com. 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.