EdSales Edge Show

EdSales Edge Show

Download on the App Store

EdSales Edge Show episodes

  • You Crushed the Demo—But Still Can’t Close: The $100K Mistake Education Founders Keep Making

    You crushed the demo.
    The buyer smiled. They nodded. They even said, “This is exactly what we need.”
    And then… nothing.

    That silence isn’t harmless. Every “We’ll be in touch” costs you weeks of follow-up, lost momentum, and deals that should already be on your books.

    In Part 1, “Your Demo Is the Problem” with John Gamba, Entrepreneur in Residence and Director of Innovative Programs at Penn GSE, Josh and John exposed a hard truth: most EdTech demos fail before they even start. Founders pitch products, not pain. They confuse polish for persuasion. Head nods happen… but deals don’t.

    Part 2 picks up exactly where that left off. Now that your demo is solid, the real question is: what happens after the head nods?

    This is the next leak in your funnel, the moment when enthusiasm quietly turns into indifference if you don’t take control.

    Because in founder-led sales, praise isn’t pipeline, confusion costs money, and every vague next step is a lost opportunity.

    This episode is your wake-up call. Josh reveals how the top 10% of education founders, leaders like Paul King, Kathryn Adabonyan, and Wayne Bovier, stopped collecting compliments and started collecting contracts. They replaced feature tours with funding-aligned conversations that moved buyers from interested to invested.

    If your demos impress but don’t convert, this is your reset before another quarter disappears.

    5 Big Takeaways for EdTech Founders

    1️⃣ Why Praise Alone Doesn’t Close Deals
    Head nods, smiles, and “This is exactly what we need” don’t guarantee contracts. Josh explains why enthusiasm stops short of intent and how silence after the demo is actually a polite no.

    2️⃣ The One Step Founders Often Miss After a Demo
    It’s not the demo that fails, it’s the next move. Josh shows why every vague next step costs weeks of follow-up, lost momentum, and deals that should already be booked.

    3️⃣ How to Turn Your Product Pitch Into a Partner Conversation
    Shift your mindset from “here’s my product” to “here’s how we solve this together.” Josh breaks down how funding-aligned conversations make buyers see the value and act on it.

    4️⃣ Clarity Is the Secret Weapon in Founder-Led Sales
    If your pitch is clear, buyers can retell your value to their team. Josh shows how tying outcomes to KPIs like attendance, test scores, and funding makes your offer tangible, urgent, and impossible to ignore.

    5️⃣ Urgency, Fit, and Proof Drive Decisions
    Josh walks through the exact elements buyers scan for: clarity, proof, fit, confidence, and urgency. Miss any one of these, and the deal stalls, even after a perfect demo.

    Your buyers aren’t ghosting because they don’t care.
    They’re ghosting because your demo stopped one step too soon.


    📩 DM me “Demo” to see the exact framework education founders use inside the EdSales Elevation Experience to turn clarity into contracts, and conversations into cash.

    📤 Know a founder stuck after “wow”? Send them this episode, it could save their next quarter.

    ✍️ Loved the show?
    Subscribe on Apple Podcasts and Spotify so more education founders can stop losing deals after “wow” and start turning demos into dollars.

    #EdTech #FounderSales #LeadGen #EdSales #BreakingTheGrade #DemoStrategy #PipelineGrowth #JohnGamba #JoshChernikoff #ClarityConverts



    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    19 min
  • From Betrayal and Courtroom Battles to Closed Deals: Robespierre Reyes on Rebuilding Credibility, Team Alignment, and Education Deals That Close

    Robespierre Reyes had funding, traction, and a winning idea.

    Then came the lawsuits, burnout, and partners who betrayed him.

    Four companies, three failures, one courtroom showdown. His confidence, credibility, and pipeline of leads were all at risk.

    Most founders would quit. Rob didn’t.

    Instead, he rebuilt everything that actually drives qualified leads and closed deals, team alignment, credibility, and trust, with radical honesty, clear boundaries, and a repeatable playbook for education founders.

    Josh met Rob at the IFE Conference in Monterrey, Mexico. After sharing a panel, they dug into the side of entrepreneurship few talk about: betrayal, exhaustion, and rebuilding in a way that generates real sales opportunities.

    Today, Rob is the Managing Director at the Berkeley Executive Institute and the Strategic Advisor for the IFE Launch-Accelerator, helping education founders and startups turn credibility into contracts that close.

    Here’s the truth for education founders:

    Misaligned teams, broken trust, and bad partnerships don’t just cost money, they kill lead flow and stall your sales pipeline.

    In this episode of Breaking the Grade, Josh and Rob unpack exactly how to rebuild your credibility, team, and systems so your leads, partnerships, and deals start converting again.


    What You’ll Learn in This Episode

    1️⃣  Why the Wrong Co-Founders Kill Lead Flow
    Rob shares how ignoring red flags in team selection tanked deals before they even hit the market, and what to do instead.

    2️⃣ The Court Battle That Rewired His Mindset
    A brutal court fight taught him that integrity and transparency are the fastest ways to rebuild trust, attract leads, and generate opportunities.

    3️⃣ The Hidden Cost of Burnout
    Overwork didn’t just affect Rob, it stalled traction. Learn how pacing and priorities can keep leads flowing consistently.

    4️⃣ Failure is a Lead-Generation Strategy
    Being open about mistakes doesn’t scare investors or partners, it draws the right opportunities and opens doors for deals.

    5️⃣ Generosity + Candor = Repeatable Lead Flow
    Leading with honesty and giving first rebuilt Rob’s network, partnerships, and next big ventures, all while boosting conversion rates and pipeline growth.

    If you’ve ever lost traction, seen your pipeline dry up, or felt partnerships blocking your growth, this episode shows how to turn broken deals, misaligned teams, and credibility gaps into a repeatable lead-generating engine.


    📩 DM me “Rebuild” and I’ll show you how education founders inside the EdSales Elevation Experience turn setbacks into clarity, credibility, and closed contracts.

    📤  Know an education founder stuck in stalled deals? Share this episode, it could save their next partnership or pipeline.

    ✍️ Love the show? Subscribe on Apple Podcasts and Spotify so more education founders can turn breakdowns into breakthroughs, and failure into fuel.

    #EdSales #EducationFounders #BreakingTheGrade #ClarityConverts #FounderMindset #StartupRecovery #RobespierreReyes #JoshChernikoff #EdTech #FounderLessons

    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    20 min
  • From Confusion to Clarity: JD Mosley-Matchett on the Message Shift That Turns Unclear Offers into Scalable, Trust-Building Growth for Education Founders

    Most education founders and EdTech leaders think their problem is marketing.

    But sometimes, the real issue is something more critical: Clarity

    If your message isn’t clear, your market stops listening, no matter how brilliant your solution is.

    That was the hard truth J.D. Mosley-Matchett, PhD had to face.

    As the Founder & CEO of InforMaven.AI, JD’s mission was bold: help underfunded, overregulated colleges and universities harness the power of AI to operate more efficiently.

    But even her biggest supporters couldn’t answer the question: “What exactly does she do?”

    After joining accelerators and business programs, she kept hearing the same feedback:

         “You’re clearly brilliant, but we don’t get it.”

    Everything changed when she joined the EdSales Elevation Experience.

    For the first time, JD wasn’t trying to figure it out alone. Surrounded by other education founders and guided by the Signature Solution framework, she slowed down, wrestled through the hard questions, and built total clarity around her offer.

    It wasn’t easy, there were moments of doubt and tough feedback, but she stuck with it. And that discipline turned confusion into confidence.

    Her message finally clicked. Her communication connected. And for the first time, clients instantly understood the transformation she was offering.

    Because clarity isn’t a marketing skill, it’s a sales weapon. 


    5 Big Takeaways for Education Founders, EdTech Leaders & Higher Ed Innovators

    1️⃣ Smart but Unclear Doesn’t Sell
    JD’s story proves even the best product fails if buyers can’t instantly understand its value.

    2️⃣ The Signature Solution Framework
    How she turned years of scattered expertise into one clear, visual process that resonates with decision-makers.

    3️⃣ Friction Creates Breakthroughs
    The hardest exercise, defining her 9-step client journey, became the clarity unlock that repositioned her entire offer.

    4️⃣ Ask Before You Sell
    The “Raise Your Hand” strategy taught JD how to lead with curiosity, not a pitch, and turn conversations into contracts.

    5️⃣ Community Is the Multiplier
    Inside the right cohort, collaboration replaces confusion. JD’s growth accelerated because she wasn’t doing it alone.

    If you’re an education founder, EdTech leader, or higher ed innovator who’s tired of hearing “I’m not sure I get it,” this episode is your turning point.

    JD’s journey proves that scaling isn’t about talent, it’s about clarity, consistency, and the right framework.

    📩 DM me “Clarity” and I’ll show you the exact Signature Solution framework JD used inside The EdSales Elevation Experience to turn her message into momentum.

    📤 Know an education leader stuck in confusion?
    Send them this episode, it might be the clarity shift that changes everything.

    ✍️ Loved the show?
    Subscribe on Apple Podcasts and Spotify so more education founders, EdTech leaders, and higher ed changemakers can turn clarity into contracts and messaging into momentum.

    #EdTech #EducationSales #FounderSales #HigherEd #MessagingStrategy #BreakingTheGrade #ClarityConverts #EdSalesElevation #JDmosleymatchett #JoshChernikoff

    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    19 min
  • The Mindset Reset: Mitch Weisburgh On How Education Founders Can Master Mindset, Beat Burnout, and Close Strong Deals

    You’ve got the product, the drive, and the skills, but when pressure hits, your mindset starts to crack.

    Suddenly, deals stall, momentum fades, and even your warmest prospects go quiet. The harder you push, the less it seems to move forward.

    Most education founders panic. They double down on demos, CRMs, late nights, and new pitches, thinking more effort will fix it.

    🚫 Big mistake.

    When your mindset cracks, hesitation costs contracts, fatigue kills momentum, and fear turns every objection into self-sabotage.

    That’s why this episode of Breaking the Grade is a must-listen for every education founder who's tired of feeling stuck, drained, or second-guessing themselves when results slow down.

    Josh sits down with Mitch Weisburgh, mindset coach, author of the Mindshifting series, and former advisor to top education publishers and EdTech companies, to unpack how mental mastery outperforms any sales tactic when pressure peaks.

    Mitch draws from elite performers like Mike Tyson and Roger Federer to reveal why the best closers don’t chase perfection, they train their minds to stay calm, focused, and ready when everything’s on the line.

    This isn’t fluff. It’s the field-tested psychology of education founders who close under pressure while everyone else freezes.


    5 Power Moves for Education Founders when the pressure's on:

    1️⃣ When Strategy Crumbles Under Pressure
    Even great plans collapse under stress. Mindset, not tactics, keeps your pitch alive when objections hit.

    2️⃣ Stories That Close (or Kill) Deals
    Shift from “What if I lose?” to “I’m built for this.” Reframing turns panic into precision and control.

    3️⃣ Perfectionism Is the Silent Killer
    Flawless demos freeze founders, and Federer’s “win even when losing 49% of points” mindset builds resilience and results.

    4️⃣ Energy > Effort
    More grinding won’t fix fatigue. Quiet stress, turn pressure into fuel, and stay in flow.

    5️⃣ Objections = Openings
    “No” is feedback. Discover the 5 conflict styles that flip resistance into trust and momentum.

    If your mindset is the missing link between stalled outreach and closed contracts, this episode gives you the tools to quiet the noise, reclaim your edge, and finish stronger than you started.


    📩 Want help reframing your fears into a winning mindset? DM me “Mindset” and I’ll share a simple exercise to visualize success before your next call.

    📤 Know a founder battling fatigue or stuck leads? Send them this episode; it could be the shift that saves their quarter.

    ✍️ Love the show? Subscribe on Apple Podcasts and Spotify so more education founders can turn mindset mastery into deals that stick.

    #EdSales #EducationSales #FounderLedGrowth #K12 #BreakingTheGrade #ClarityConverts #LeadGeneration #MindsetShift #EdTech #FounderSales #Q4Wins #SalesMindset #SchoolSales #EdTechStartup #SalesStrategy



    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    37 min
  • Stop Delegating Sales: Why Education Founders Must Sell Their Solution First Or Watch Their Pipeline Die

    Most education founders think the next rep, agency, or AI tool will solve their sales problem. It won’t.

    Here’s the truth: if you can’t sell your own offer clearly, no one else can. Every lead you hand off too early is wasted time, lost money, and a pipeline headed for collapse. Every day you delay founder-led sales is another day your growth stalls and another day your competition pulls ahead.

    In this episode of Breaking the Grade, you’ll hear the reset education founders don’t want but desperately need. The ones who scaled didn’t delegate early, they sold first, learned fast, and created traction that stuck.

    Founders like Ashton Tate, Paul King, Edwin Blanton, and Mitch Weisburgh didn’t stumble into traction, they built it by selling themselves first. With the coaching, tools, and accountability from the EdSales Elevation Experience, they turned objections into clarity and clarity into contracts. 


    What You’ll Learn in This Episode

    ✅ Why skipping founder-led sales is the fastest way to destroy your lead gen
    ✅ The three signals you’re delegating too early
    ✅ How to build sales clarity before handing it off
    ✅ What education buyers are really looking for in a pitch
    ✅ The exact moment when it’s finally time to delegate sales
    ✅ Why sales reps multiply what works but never create what works

    This episode is your wake-up call, but don’t stop here. If you missed these two conversations, catch them now. They’re the roadmap every founder needs to sharpen clarity and start closing leads immediately:

    🎙️ (Re-Air) The Signature Solution: Your Proven Blueprint to a Clear Offer That Generates Leads and Wins the Education Market: Apple or Spotify 

    🎙️ LinkedIn Connection to Contract: Josh’s Proven Six-Step EdSales Method (No Paid Ads/Funnels/Cold Calls): Apple or Spotify 

    👉 These episodes + the EdSales Elevation Experience = the clarity and system education founders need to finally scale without spinning their wheels. Miss them, and you risk repeating the same failed sales cycle—losing leads, money, and momentum today.

    📩 DM me “Clarity” to see how we help founders build an offer that converts inside the EdSales Elevation Experience.

    📤 Know a founder trying to delegate too soon? Send them this episode—it could save them from wasting money on reps who can’t sell what isn’t clear.

    ✍️ Love the show?

    Subscribe on Apple Podcasts and Spotify so more education founders can stop delegating too early and start scaling with confidence.

    #EdTech #FounderSales #LeadGen #ClarityConverts #EdSales #BreakingTheGrade

    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    15 min
  • From Lost Leads to Locked Contracts: Paul King on Niche Focus, Pilots That Convert, and Closing Education Deals

    What happens when you stop trying to serve every school and start solving one urgent problem for the right schools?

    It’s the positioning shift most founders resist—but it’s the exact move that transforms “just another vendor” into a mission-critical partner.

    That’s why this episode of Breaking the Grade is essential listening: Josh sits down with Paul King—Founder & Director of Neighborhood Educational Partners (NEP) and Founder of King Education, who pivoted from one-on-one tutoring to landing public school contracts by solving one high-stakes problem—boosting Algebra 1 Regents pass rates in high schools stuck below 50%.

    Here’s why his story changes the game for education sales:

    ✅ He landed 4 school pilots in one semester by targeting a pain principals couldn’t ignore—low pass rates that risk state takeover or job loss.
    ✅ He learned the hard way after a failed SAT prep program showed him his mission wasn’t serving the affluent but addressing systemic inequity.
    ✅ He turned pilot data into renewals and an invitation to present in front of 60 NYC DOE officials—proof that results drive bigger opportunities.

    Paul’s story is a blueprint for education founders who want clarity that generates leads—and leads that actually convert.

    🔑 5 Big Takeaways for Education Founders

    1️⃣ Why Broad Messaging Blocks Growth
    Trying to “do it all” muddled Paul’s offer and made it hard for schools to understand why they should hire him.

    2️⃣ The Pivot That Unlocked Real Leads
    Paul traded private clients for contracts by solving one painful, measurable problem: failing Algebra Regents scores.

    3️⃣ How to Leverage Pilots Into Pipeline
    Four small pilots became data-driven proof points that fueled renewals and opened doors to bigger district contracts.

    4️⃣ Messaging = Revenue
    Clear, specific offers aren’t just marketing—they’re what get superintendents and principals to return your call.

    5️⃣ Urgency That Creates Demand
    For schools, failing Regents scores mean lost graduations, receivership, even closure. By targeting that pain, Paul positioned himself as the partner they couldn’t afford to ignore.

    If your outreach feels generic and your pitches aren’t sticking, this episode gives you the framework to niche down, stand out, and start closing the partners who truly need you.

    📩 Want help defining your niche so the right schools find you? DM me “Niche” and I’ll show you how to turn focused messaging into leads that close.

    📤 Know a founder trying to serve everyone and reaching no one? Send them this episode—it might be the push they need.

    ✍️ Love the show?

    Subscribe on Apple Podcasts and Spotify so more education founders can turn clarity into contracts.

    #EdSales #EducationSales #FounderLedGrowth #K12 #BreakingTheGrade #ClarityConverts #LeadGeneration #PaulKing#EdTech #FounderSales #NicheDown#SchoolPartnerships #EdTechStartup #SalesStrategy

    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    33 min
  • The Education Founder’s Blueprint: Kevin Chavous on Turning Setbacks Into Proof Points, Credibility, and Growth That Lasts

    Most education founders think buyers want the perfect pitch, the flashy product, or the right political connection.

    But Kevin Chavous—national education reformer, bestselling author, and President of Stride, Inc. proves that none of those close deals. What does? Credibility, proof, and persistence.

    This episode is extra special because Kevin was the very first guest we ever sat down with when we launched Breaking the Grade back on April 1, 2022. And his message then is even more relevant today for education founders, EdTech companies, and leaders chasing traction in a shifting market.

    From losing a mayoral race in D.C., to leading one of the most influential school reform movements in the country, to shaping hybrid learning for millions—Kevin’s story is more than inspiration. It’s a blueprint for how to earn credibility, attract trust, and turn setbacks into traction.

    Because here’s the truth: wins show your solution works, and setbacks—if you frame them right—make buyers trust you even more.

    In this episode of Breaking the Grade, I sit down with Kevin Chavous and my co-host John Gamba, Director of Innovative Programs and Entrepreneur-in-Residence at Penn GSE, to unpack the journey behind Kevin’s impact—and why it matters for every founder chasing traction in the education market.

    This isn’t just an interview. It’s a founder playbook for turning obstacles into assets, building buy-in that accelerates deals, and creating solutions that students and teachers actually champion.


    🔑 5 Big Takeaways for Education Founders

    1️⃣ Credibility Comes From the Hard Parts
    Kevin’s wake-up call came in a prison where a warden said educating inmates was a “waste of money.” That story became his credibility anchor. For founders, your toughest moments are your most powerful proof points—buyers trust scars, not slogans.

    2️⃣ Setbacks Sell—If You Frame Them Right
    Kevin’s failed mayoral run didn’t end his influence—it multiplied it. By framing setbacks as fuel, not failure, he turned doubt into trust. Founders who position setbacks as lessons, not failures, win more trust with buyers and partners.

    3️⃣ Student Voices = Buyer Signals
    “The most dangerous phrase is, ‘We’ve always done it this way.’” Kevin shows why aligning with student needs is the ultimate credibility test for founders.

    4️⃣ Community Buy-In Is the Real Multiplier
    D.C.’s reform worked because it was built with community voices, not imposed on them. For founders, the same principle accelerates sales: champions in your market generate warmer, faster-moving leads than cold calls ever will.

    5️⃣ The One Yardstick That Closes Deals
    Kevin’s mantra: “Will this help a child learn?” If you can answer that clearly and back it with evidence, you’ve already handled the biggest objection in the sales process. If not, your pitch stalls.

    If you’re still treating setbacks as failures, this episode is your reset. Kevin proves they’re your strongest growth story—and that the first guest we ever hosted on Breaking the Grade back in April 2022 still has the blueprint founders need most today.

    📩 DM me “Journey” and I’ll show you how to structure your setbacks into proof points that attract buyers, partners, and investors.

    📤 Know a founder struggling to turn challenges into momentum?
    Send them this episode—it might save them from quitting too early.

    ✍️ Love the show?
    Subscribe on Apple Podcasts and

    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    48 min
  • The Guarantee Shift: Karim Kuperhause on How Education Founders Build Trust and Win Qualified Leads Without Sounding Desperate

    What happens when a superintendent or a higher ed leader—looks you in the eye and asks:

        “What happens if this doesn’t work?”

    For most education founders, that’s the deal-killer moment. They freeze. They dodge. They hide behind buzzwords. And the buyer walks away unconvinced.

    But here’s the truth: In today’s market, whether it’s K–12 districts or higher ed institutions, leaders don’t buy hope—they buy guarantees.

    That’s why this episode of Breaking the Grade could be one of the most important we’ve ever released. I sat down with Karim Kuperhause— former teacher, founder of 3 tutoring centers + 32 satellite programs, and now CEO of HierSales, the company helping education organizations build outcome-based guarantees that change the game.

    Karim isn’t just talking theory. He’s building the future. Because the future of education sales—from classrooms to campuses—is guarantees. Superintendents, districts, universities, and decision-makers at every level won’t keep gambling on “maybe.”

    They want confidence.
    They want results.
    They want partners willing to shift the risk.

    And guarantees are how you deliver it.


    🔑 5 Big Takeaways for Education Founders

    1️⃣ Why Founders Lose Deals They Could Win
    Ducking the “failure” question signals you don’t believe in your own product.

    2️⃣ The 3-Part Framework for Guarantees
    Outcome. Timeline. Safeguard. Build these in, and you win trust before you pitch.

    3️⃣ Why Pilots Build Trust Faster Than Promises
    Districts are risk-averse. A low-cost pilot proves you work and builds confidence without big commitments.

    4️⃣ Guarantees Double as a Client Filter
    A strong guarantee doesn’t just attract buyers—it shows you who’s serious. If they won’t even test, they’re not your client.

    5️⃣ Why Guarantees Beat Demos
    Demos impress no one. Outcomes and guarantees close deals.


    If your deals keep stalling at “interested” but never closing, this is your wake-up call. Guarantees aren’t optional—they’re the future of selling in education.

    📩 DM me “Guarantee” and I’ll show you how to structure offers that build trust and filter perfect-fit clients.

    📤 Know a founder still hiding behind buzzwords instead of outcomes?
    Send them this episode—it might save them from losing their next big deal.


    ✍️ Love the show?
    Subscribe on Apple Podcasts and Spotify so more founders can close bigger, better deals.

    #EducationSales #FounderSales #MessagingStrategy #HigherEd #K12 #BreakingTheGrade #ClarityConverts #GrowthStrategy #KarimKuperhause #HierSales



    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    45 min
  • From Invisible to Irresistible: Michael Campbell on Using Research and Proof to Build Trust, Generate Leads, and Drive Education Growth

    Every education founder, EdTech CEO, and school leader wants growth. But here’s the mistake almost everyone makes: they chase revenue before they’ve earned trust.

    In education, trust is the real currency—it turns a pitch into a meeting, and a meeting into a deal.

    In this episode, I’m joined by Michael Campbell, president of Advancing Global EDU, Inc., Chief Executive Officer of Dual Bridges Academy and Advisory Board Member at edWeb.net, LIVE from the ASU-GSV Summit (the edtech conference each April in sunny San Diego) —to unpack why rushing to hire sales stalls early growth—and how the smartest founders turn research studies, customer listening, and evidence-backed storytelling into trust that fills their funnels and converts prospects into paying clients.

    💡 He even gets into hard numbers: why a $20K–$30K university research study might be the best marketing investment you’ll ever make—and how to turn it into white papers, videos, and proof points that fuel your pipeline.

    If you’re tired of stalled pitches and sales hires that underperform, this episode is your blueprint for turning evidence into revenue, trust, and consistent leads.


    🔑 5 Big Takeaways for Education Founders

    1️⃣ Invest in Evidence
    Invest in a structured research study to prove your solution works. Turn the results into white papers, videos, and other assets that double as lead-generation tools.

    2️⃣ Proof = Pipeline
    Case studies, pilots, and research-backed evidence create credibility that fuels conversations, earns trust, and gets buyers to say yes.

    3️⃣ Sales Isn’t Your First Hire
    Hiring a teacher or untested salesperson won’t magically create revenue. Validate your market and build proof first.

    4️⃣ Slow Sales = Smart Sales in Education
    One-call closes are rare. Trust, referrals, and relationships are your real growth multipliers.

    5️⃣ Courage + Consistency = Contracts
    Most founders quit before traction. Those who stick with research, realistic goals, and customer listening win contracts and sustainable growth.


    📩Want to flip research into a repeatable lead-generation engine? DM me “Lead Gen” and I’ll walk you through the exact framework we use to help founders turn proof points into paying customers.


    📤 Know an EdTech founder struggling to turn their proof into pipeline? Send them this episode—they’ll thank you later.

    ✍️ Love the show?

    Subscribe on Apple Podcasts and Spotify so more education leaders can turn research, credibility, and proof into measurable growth and leads.


    #EdTech #FounderSales #LeadGeneration #EdSales #EducationInnovation #ASUGSV #BreakingTheGrade #GrowthStrategy



    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    29 min
  • $9M Raised, Zero Guesswork: How YourWay Raised $9M by Solving the Lead Gen Problem Most Education Founders Ignore

    Most education founders don’t fail because of bad ideas.

    They fail because they lean too hard on “AI-powered” buzzwords, skip the research-to-practice proof buyers demand, and don’t form the partnerships that give them credibility and attract the right leads.

    That’s the cycle YourWay Learning set out to break.

    Back in January, at the IFE Conference in Monterrey, Mexico, I sat down with Jaime Palés, co-founder and president of Yourway Learning, with 20+ years of global experience scaling educator training and AI-driven learning models— and Michael Golden, Vice Dean of Innovative Programs and Partnerships and Executive Director of Catalyst at Penn GSE and ex-Microsoft exec

    At the time, YourWay was still early—focused on building with intention, grounding in research, and designing tools teachers would actually use.

    Fast forward: they’ve raised $9 million and launched a partnership with Penn GSE turning credibility and strategic alignment into a pipeline of opportunities.

    This episode takes you back to that conversation—before the headlines—showing how YourWay built the foundation that turned momentum into investments and qualified leads.


    5 Big Takeaways for Education Founders

    1️⃣ AI Isn’t the Differentiator—Your Approach Is
    Buzzwords don’t close deals. Clear, outcome-driven solutions do and they attract schools, districts, and buyers actively looking to invest.

    2️⃣ Research to Practice = Credibility
    Buyers don’t want “feel good” workshops. They want evidence your AI or EdTech solution drives measurable classroom impact—your strongest lead-generation tool.

    3️⃣ Your DNA as a Founder Matters
    Persistence, humility, and community separate ventures that scale from those that fade—especially in the long sales cycles of education.

    4️⃣ Partnerships Trump Solo Play
    The fastest path to traction is aligning with research institutions, accelerators, and trusted partners who validate your model—and bring you in front of qualified buyers.

    5️⃣ Mission + AI + Partnerships = Long-Term Wins
    Quick cash grabs don’t last. Buyers back founders who balance innovation with credibility and sustainability. 

    YourWay’s story proves that when vision, credibility, and timing align, momentum turns into millions. The lesson is clear: lead with outcomes, use AI with intention, and anchor growth in partnerships that last.


    📩 DM me “Momentum” and I’ll show you how to structure your growth story so buyers and investors notice—and respond.

    📤 Know a founder chasing buyers with AI hype but no real partnerships?
    Send them this episode. It might save them from losing deals before they scale.

    ✍️ Love the show?
    Subscribe on Apple Podcasts and Spotify so more education founders can turn AI innovation + strong partnerships into consistent sales growth.

    #EdTechSales #FounderLedGrowth #AIinEducation #PartnershipsThatScale #ResearchToPractice #SalesStrategy #GrowthStrategy #BreakingTheGrade #EdSales



    Connect with Josh Chernikoff

    Founder, Edsales Revenue Machine
    Host, Edsales Edge Show

    🔗 LinkedIn: https://www.linkedin.com/in/joshuachernikoff/
    📘 Facebook: https://www.facebook.com/joshua.chernikoff
    📸 Instagram: https://www.instagram.com/joshuadcdc/

    📩 Email: [email protected]

    Join the Edsales Entourage

    Get closer to the conversations, strategies, and operators inside the ecosystem:
    👉 https://www.skool.com/entourage

    28 min

About EdSales Edge Show

From the publisher's feed

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…