The Power of Simple Questions: A Guide to Deeper Client Conversations
Yesterday, I walked into a prospect meeting with just one question: "How are your employees handling their healthcare costs right now?"
The business owner paused, looked down at his desk, and shared how his best manager had been quietly dealing with chronic health issues but couldn't afford proper care.
One authentic conversation later, we had our next enrollment scheduled.
Here's what I've learned about asking powerful questions:
  1. Hit the Heart First Instead of "Would you like to save on taxes?" try:
  • "What's your biggest challenge in supporting your team's wellbeing?"
  • "How do healthcare costs impact your employees' lives?"
  • "What would it mean if every employee had guaranteed access to care?"
  1. Listen for the Signals When clients mention:
  • Rising healthcare costs
  • Employee turnover
  • Difficulty competing for talent
  • Staff struggling with medical bills These are golden opportunities to showcase our solution.
  1. The Follow-Up Magic After their initial response, go deeper:
  • "Tell me more about that..."
  • "How long has this been a concern?"
  • "What solutions have you tried?"
  • "How is this affecting your business?"
Remember: People don't buy programs. They buy solutions to their problems. Our job is to understand those problems deeply.
Pro Tip: Keep a small notebook of powerful questions that have worked for you. Review and refine them. Great questions are like good wine - they get better with time.
💭 Share below: What's the one question that consistently opens meaningful conversations for you?
Let's build our collective wisdom and help more businesses understand the power of our program.
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Zee Shan
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The Power of Simple Questions: A Guide to Deeper Client Conversations
Total Wellness Academy
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