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#018 Jonathan Strout: Enterprise Account Executive

#018 Jonathan Strout: Enterprise Account Executive

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What does it really take to go from the principal's office to a top-tier role in an EdTech company?

Matt Gambino sits down with Jonathan Strout, a former high school principal who successfully transitioned into an Enterprise Account Executive role at Renaissance Learning. Jonathan shares an unfiltered look at his journey, from the personal "inflection point" that led him to leave a 24-year career to the nitty-gritty of succeeding in the corporate world.

In this episode, you'll learn:

  • The single biggest mindset shift required when moving from a reactive school environment to a proactive sales role.
  • Why leading with your "former educator" status can be a cringe-worthy mistake.
  • How to leverage your deep knowledge of schools to become a trusted advisor, not just another salesperson.

This is a must-listen for any teacher or administrator looking for honest, actionable advice on breaking into the EdTech industry.

Thinking about transitioning? Explore your path with our EdTech Transition Checklist to get started!

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