EdSales Edge Show
EdSales Edge is the strategy podcast for education founders, consultants, operators, and leaders selling into education.
For years, this show was known as Breaking the Grade, a space to challenge the status quo in education and think differently about how change actually happens. That mission hasn’t changed.
But the work has.
Over time, one thing became clear:
Education founders don’t just need inspiration.
They need clarity.
They need real strategies for selling into schools.
They need predictable ways to generate leads.
And they need to understand how trust is built in a system that doesn’t move fast, and doesn’t give many second chances.
EdSales Edge was rebuilt to match that reality.
Hosted by Josh Chernikoff, a two-time education founder who’s built and exited companies in this space, the show breaks down how selling into education actually works—across B2C, B2B, B2B2C, and B2E—always through the lens of how education institutions really make decisions.
This is not a show about hacks, shortcuts, or quick wins.
Education doesn’t work that way.
On EdSales Edge, you’ll hear:
- Real strategy for selling into education systems
- Conversations with education decision-makers who explain how buying actually happens from the inside
- Stories from founders, CEOs, and operators who’ve built real traction selling into schools—what worked, what didn’t, and what actually moved deals forward
- Teachings from the EdSales Elevation Experience, the system used to help education founders move from unclear and invisible to trusted and in demand
You’ll learn how to:
- Define your Perfect Client
- Pull the right credibility lever
- Move from being hidden… to trusted… to building a real lead engine
Josh is joined by his good friend and mentor, John Gamba—Director of Innovative Programs and Entrepreneur-in-Residence at Penn GSE, and a former education founder who’s led companies through real growth and successful exits. John brings the institutional lens, shaped by years inside districts, universities, and education systems, seeing how decisions get made when the doors are closed and what earns trust over time.
Together, they sit on both sides of the table, the builder side and the system side, so the show stays grounded in reality, not sales theory.
If you sell into education and you’re tired of guessing,
guessing who to talk to,
guessing how decisions get made,
guessing why interest doesn’t convert—
this show is built for you.
EdSales Edge
Clarity. Credibility. Real traction.
If you sell into education, this is where you earn your edge.
EdSales Edge Show
Breaking the Silence: Inequity in Education with Alexa Escobedo
Our students deserve to know they belong. But equality isn’t always placed as the priority it deserves to be.
Alexa Escobedo discovered this as she was teaching elementary, and immediately switched gears to create an impact.
- She knew she could affect far more than her group of 35.
- She moved out of the classroom and into larger education organizations.
- She put her effort toward expanding student equality every single day.
Join us now to hear what Alexa has to say about the current teaching climate, equality in schools, and how we can make a difference alongside her hard work.
ABOUT THE GUEST
Alexa Escobedo spent 10 years working in elementary education before following a larger-scale dream to support all students through difference-making national organizations.
She found herself working in areas that didn’t prioritize equality in schools. She’d cover topics in current events that she knew were being ignored at home. After all, there’s nothing wrong with teaching kids to have an open mind — especially when you know it may be the only place they’re hearing that every one of them belongs.
Still, Alexa knew her work with equality had the potential to reach far beyond her class of 35. She moved into a marketing role with the Institute for Education Innovation to spread the word across the country.
Today, Alexa is taking on a new role with the Center for Transformative Teacher Training where she will continue to make a widespread impact on equality in our schools.