Breaking the Grade

The Better Demo Method To Sell More Education Services & Products

Josh Chernikoff

Summary:

Selling to schools and districts is more than just having a good product—it’s about really understanding the specific challenges and needs of the education market. In this episode, Special Guest: John Gamba (Entrepreneur in Residence at the University of Pennsylvania Graduate School of Education)  and I talk about how to deliver better sales demos, especially when technical issues or multiple decision-makers are involved. From using Loom videos to keep the conversation going between meetings to handling tough questions from tech experts, we’ll show you how to turn a demo that’s going off track into a win. If you’ve ever struggled with technical problems or pushback during a demo, this episode will give you practical tips to recover and close the deal with confidence.


Key Takeaways:

  • The surprising reason why your demos may fall flat—and how a strategic video sent at the right time could change everything.
  • A simple technique to handle tough technical questions without derailing your sales momentum.
  • Why demos go wrong more often than you think, and the key shifts that can turn a bad pitch into a win.
  • The art of sending personalized demo follow-ups that show prospects you're truly listening—learn how to nail this crucial step.
  • How to manage those "bad apples" in the room who seem determined to poke holes in your pitch—and flip the situation in your favor.
  • This episode is a must-listen for any entrepreneur in the EdTech space looking to sharpen their sales approach and turn potential pitfalls into powerful selling points!


Chapters:

  • Introduction to the Episode (00:00:00)
  • Guest Introduction (00:01:00)
  • The Importance of Demos (00:01:17)
  • Guided Conversations in Demos (00:03:29)
  • Consultative Selling Approach (00:04:41)
  • Benefits Over Features (00:06:01)
  • Contextual Selling (00:07:01)
  • Using Strategic Plans Effectively (00:07:56)
  • Engaging with Prospects (00:10:08)
  • Learning from Successful Demos (00:12:29)
  • Demo Timing Considerations (00:16:39)
  • Using Video for Demos (00:18:56)
  • Listening to Client Needs (00:20:08)
  • Personal Experiences with Demos (00:22:25)
  • Lessons from Demo Failures (00:23:16)
  • Understanding Security Concerns (00:24:19)
  • Technical Preparedness in Demos (00:25:34)
  • Utilizing Feedback Effectively (00:26:44)
  • Handling Technical Questions (00:27:42)
  • Staying Calm During Challenges (00:28:34)
  • Post-Demo Follow-Up (00:29:36)
  • Learning from Challenges (00:30:27)
  • Importance of Practice (00:31:01)
  • Closing Remarks and Community Engagement (00:31:26)



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