Medicare Sales Playbook

How to Sell Medicare: Top Medicare Sales Questions That Convert


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Want to sell more Medicare and build real client relationships that last? In this episode of the Medicare Sales Playbook, Dallas Keithley and Matt Smith dive into the power of asking the right questions to open conversations, build trust, and cross-sell with confidence. Discover how top producers warm up appointments, how to transition smoothly into business conversations, and the exact questions that spark buying intent across Medicare, life insurance, long-term care, and more.

You’ll learn:

  • The perfect warm-up questions to start any Medicare appointment

  • How to transition from rapport to results

  • How to use a cross-selling sheet to increase revenue per client

  • The psychology behind client trust and emotional buying triggers

  • Bonus: Matt and Dallas share their favorite “throat punch” questions

👇 Grab your FREE Cross-Selling Sheet and learn more about our BootCamp training here:

Cross-Selling Sheet: 🔗 http://medicaresalesplaybook.com/crosssellingsheet 📝 Register for our next Medicare Sales Playbook BootCamp: https://medicaresalesplaybook.com/bootcamps/

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Medicare Sales PlaybookBy Medicare Sales Playbook