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About This Podcast
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.
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Recent Episodes
Stop Building Alone: Why Community Changes Everything
A lot of education founders wear independence like a badge of honor.Figure it out yourself. Push through. Keep going.Until one day you're carrying every decision, every problem, and every hard…
The Clarity That Came After the Pause: A Triple Bypass, a Forced Stop, and a Fresh Start for My Business.
Every education founder eventually hits a point where their sales system has to evolve.For Josh Chernikoff, founder of EdSales Revenue Machine, a forced pause and triple bypass surgery accelerated…
Getting on First Base: An Education Founder’s Guide to Sustainable Growth
Most education founders think growth comes from landing the biggest district.Wrong.In this live episode of EdSales Edge, Josh Chernikoff, founder of the EdSales Elevation Experience returns just 17…
What I Wish More Education Founders Knew About Their Leads
Some of your best opportunities aren’t missing.You’re just looking in the wrong places.In Moneyball, Michael Lewis told the story of how the Oakland A’s competed against richer baseball teams without…
Targeting That Scales: How the Right Audience Changes Everything
Every growth story looks like it’s about marketing on the surface.But underneath, it’s almost always about one thing: who you’re actually building for.In this episode of EdSales Edge, John Gamba,…
Stop Funding the “Maybe” Trap: You’re Losing $50K in Contracts to Wrong Leads
Ever feel like you’re doing everything right…but your pipeline still isn’t working?You’re having conversations. People respond. It looks promising.And yet… nothing moves.It’s not that you need more…
When More Kills Deals: Why Simpler Offers Win in Education Sales
More services. More customization. More flexibility.Sounds like value—but it’s often why deals stall.In this live episode of EdSales Edge, Josh Chernikoff, founder of the EdSales Elevation Experience…
From Stuck Deals to Simple Wins: How to make education buyers say yes
“If you have to sell hard, your offer sucks."Josh Chernikoff, founder of the EdSales Elevation Experience, opens this episode with a truth bomb inspired by the Alex Hormozi school of business: deals…
From Confusion to Clarity (The Offer That Makes People Say “I Need That”)
Deals stall all the time, even after strong conversations. In the education space, this happens every day with superintendents, principals, university presidents, and decision-makers who are…
Why Deals Stall (And How To Keep Them Moving)
If your deals keep stalling after great conversations… it’s not your follow-up.It’s your clarity.In this episode of EdSales Edge, Josh Chernikoff (founder of EdSales Elevation Experience) breaks down…
Stop Guessing, Start Thriving: Unlocking Clarity in Education Sales
Most education founders think sales success comes from bigger networks or constant activity. In this episode of EdSales Edge, Josh Chernikoff, founder of the EdSales Elevation Experience (3E), flips…
Listen More, Sell More: From $25K Pilots to $100K Partnerships
Many founders in education sales assume success comes from a sharper pitch, a polished deck, or a stronger demo. In this episode of The EdSales Edge, Josh Chernikoff and Paul King reveal a different…
Miss the Signals, Lose the Deal: What Happens When You Don’t Ask and Align
Most founders know listening matters in education sales. But few understand how to structure their questions to uncover real tensions and build trust before pitching. In this episode of EdSales Edge,…
Listen First. Win Later: How Listening Saves Pilots From Failing
Most founders believe winning districts comes down to a stronger pitch.Better deck. Sharper demo. Stronger proof.But in this episode of EdSales Edge, a senior education leader reveals a different…
Listening Beats Pitching in Education (Why Trust Markets Don’t Respond to Noise)
Most founders selling into education think they need more leads.More visibility.More meetings.More activity at the top of the funnel.In this episode, Josh explains why traditional lead generation…
How Education Buyers Evaluate Credibility (Why Credentials Alone Don’t Build Trust)
Credibility in education isn’t earned through credentials alone — it’s earned through alignment and believability. In this episode of EdSales Edge, Josh sits down with Dr. Tara Williams, Founder of…
Why Most LinkedIn Advice Fails Education Founders (And What Actually Works)
LinkedIn is filled with confident advice about growing audiences and turning posts into sales. But most of that advice was built for fast-moving industries, not for education.In this episode of…
Building Trust with Education Buyers: Why Silence Isn’t Rejection
Rachel Edoho-Eket, President of the Maryland Association of Elementary School Principals, understands that in education, credibility isn’t earned through noise or constant visibility — it’s earned…
Why Chasing “Likes” Keeps You Stuck (How Education Buyers Actually Decide)
Most education founders assume LinkedIn isn’t working because no one is engaging.Posts get views but no likes.Thoughtful ideas land quietly.Weeks go by with no visible signal that anything is…
Why Selling Software Keeps You Stuck, and Selling Peace Moves Deals
Most education founders would celebrate landing one pilot.Sam and Michael landed nine.In this episode of EdSales Edge, Josh sits down with Samuel Rabkin and Michael Mahoney, co-founders of Mediator…
Frequently Asked Questions
EdSales Edge Show has published 115 episodes since January 2022, covering topics in Business, Education.
EdSales Edge Show is currently highly active with new episodes weekly. Average episode length is 26m.
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