Trent Dressel

Tech Sales Instructor

If you're interested in starting a career in tech sales, I'm the instructor at CourseCareers where I put together the most in depth course teaching people how to break into tech sales without a degree or previous experience required. You can use this link to start the free introduction course if you want to learn more: https://coursecareers.com/trentdressel

I bring a unique perspective to K-12 education technology, shaped by years as a school leader and now as an enterprise sales executive. As a former principal and director of school counseling, I know firsthand the challenges districts face balancing student needs, staff capacity, and data-driven decision making. In edtech, I’ve helped large urban districts implement MTSS, universal screening, and assessment solutions that deliver measurable results for students and scalable impact for leadership teams.

My strength lies in bridging two worlds: I speak the language of education leaders because I’ve lived it. Whether guiding discovery conversations, building trust with executive teams, or designing districtwide rollouts, I focus on practical solutions that drive outcomes. Colleagues value me as a collaborative partner, problem solver, and strategic advisor who simplifies complex initiatives.

I’m passionate about helping educators see every student, and I bring energy, authenticity, and a bit of humor into every interaction. My leadership style has always been relationship-first. I believe the work we do in education isn’t just about systems and software. It’s about building communities, fostering growth, and making a difference that lasts far beyond the classroom.

Jonathan Strout

In 2007, the best phones all had keyboards.

Powerful but limited by their design.

Then Steve Jobs asked the question that changed everything.

“What if the whole front was the screen?”

He didn’t just improve the old model.

He transformed it.

Math intervention is in that same moment.

Today’s support systems require more time, more staff, and more effort than ever before to make an impact.

What if support showed up the moment math confusion starts for kids?

That’s the shift happening now with Goblins.

We’re moving from scheduled intervention.

To embedded intelligence.

Wanna see it?

Former Principal & School Counseling Director EdTech Executive | Partnering with District Leaders to Support Teaching and Learning

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The Battle

Trent Dressel

Jonathan Strout

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taplio

The Battle

Trent Dressel

Jonathan Strout

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Jonathan Strout's LinkedIn Performance

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Performance ScoreJonathan Strout's LinkedIn Performance