For many educators, the job is more than a profession—it’s a calling. It’s a deep-seated desire to help others find their way. But what happens when you feel called to find a new way for yourself? This was the crossroads where Ivey Harrison, a former college counselor, found herself. Her journey from the world of school administration to a thriving …
A 3-Part Framework for Mastering Your First EdTech Sales Meeting
The first discovery meeting is the most critical stage in the EdTech sales process, yet it’s often the most fumbled. In a climate of tight budgets, competing priorities, and general skepticism, educators and administrators don’t have time for another product pitch. They are looking for partners who can help them solve urgent, complex challenges. If you’re still leading with features …
A School Leader’s Guide to a Fulfilling EdTech Career
For many dedicated educators, the career path leads to school leadership. But what happens when the view from the principal’s office isn’t what you expected? What if the daily demands of managing a building pull you further and further away from the instructional coaching that first inspired you? This is a common crossroad for many administrators, and it’s one that …
From Classroom Metrics to Corporate Resumes: A Teacher’s Guide to a Strategic EdTech Transition
Every teacher considering a career change asks the big questions: “What’s next?” and “Am I ready?” But the most critical question is often the most practical: “How do I actually do it?” Moving from the classroom to the corporate world requires more than a desire for change; it requires a strategic playbook. In a recent episode of the Always A …
Why EdTech Needs Educators: A View from the Top
For educators considering a career change, a common question looms: Will my experience in the classroom and school administration truly be valued in a corporate setting? Or will I be starting from scratch? The answer, from those who have successfully made the leap, is a resounding affirmation of the unique and powerful perspective that educators bring to the business world. …
“I Still Teach Every Day”: A New Perspective on EdTech Sales
For many educators, the word “sales” can be a significant barrier to considering a career in EdTech. It conjures images that feel worlds away from the collaborative, mission-driven environment of a school. But what if that’s the wrong way to look at it? What if a role in EdTech is actually an extension of teaching? In a recent episode of …
How a Principal’s Deliberate Strategy Led to EdTech Success
The leap from school administration to the world of EdTech sales can feel daunting. The skills that make a great principal—managing staff, supporting students, and putting out daily fires—don’t always seem to translate directly to a sales quota. But what if that perspective is the key to success? In a recent episode of the Always A Teacher podcast, I spoke …
Your Outreach is Being Ignored Because You’re Selling a Product, Not a Meeting
If your outreach emails are met with silence, it’s time to stop pitching your product and start selling the value of a conversation. This article shares a proven method for getting more “yeses” by demonstrating a deep understanding of your prospect’s challenges.
The No-Pitch Playbook: How to Win at EdTech Tradeshows
Most EdTech companies leave tradeshows with a long list of unqualified names instead of what they really need: a pipeline of scheduled meetings. This playbook shares a simple framework for turning brief booth conversations into confirmed appointments by ditching the pitch and focusing on qualification.
Stop Giving It Away: How to Turn Free EdTech Pilots into Paid Partnerships
If your free EdTech pilots consistently go dark, it’s likely because you’re giving away a product instead of building a partnership. Learn how to use the “Three E’s” framework to set clear expectations, create powerful buy-in, and turn those free trials into committed, paid customers.
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