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๐ŸŽ™๏ธ ๐“๐ก๐ž ๐„๐๐ฎ๐œ๐š๐ญ๐ข๐จ๐ง ๐…๐จ๐ฎ๐ง๐๐ž๐ซโ€™๐ฌ ๐๐ฅ๐ฎ๐ž๐ฉ๐ซ๐ข๐ง๐ญ: ๐Š๐ž๐ฏ๐ข๐ง ๐‚๐ก๐š๐ฏ๐จ๐ฎ๐ฌ ๐จ๐ง ๐“๐ฎ๐ซ๐ง๐ข๐ง๐  ๐–๐ข๐ง๐ฌ ๐š๐ง๐ ๐’๐ž๐ญ๐›๐š๐œ๐ค๐ฌ ๐ˆ๐ง๐ญ๐จ ๐๐ซ๐จ๐จ๐Ÿ ๐๐จ๐ข๐ง๐ญ๐ฌ, ๐‚๐ซ๐ž๐๐ข๐›๐ข๐ฅ๐ข๐ญ๐ฒ, ๐š๐ง๐ ๐†๐ซ๐จ๐ฐ๐ญ๐ก ๐“๐ก๐š๐ญ ๐‹๐š๐ฌ๐ญ๐ฌ ๐ŸŽ™๏ธ

September 21, 2025โ€ข3 min read

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Hey breakers,

Most education founders and leaders think the breakthrough comes from the perfect pitch deck, the flashiest product demo, or a well-timed conference handshake.

Hereโ€™s the truth: in education, polish doesnโ€™t sell. Proof does.

And proof isnโ€™t just about the winsโ€”itโ€™s about how you frame both your victories and your setbacks.

Thatโ€™s exactly what Kevin Chavousโ€”national education reformer, bestselling author, and President of Strideโ€”proved when I sat down with him on Breaking the Grade, alongside my friend and co-host John Gamba of Penn GSE.

And hereโ€™s why this conversation is extra special: Kevin was the very first guest we ever sat down with when we launched Breaking the Grade back on April 1, 2022. His blueprint for credibility and traction was powerful thenโ€”and itโ€™s even more relevant now.

Kevinโ€™s journey isnโ€™t just inspiring. Itโ€™s a sales playbook for education founders, EdTech companies, and anyone in the education space who needs to build credibility, generate leads, and close with confidence.


The Classroom Wake-Up Call: Proof Starts With Real Stories

Kevinโ€™s turning point didnโ€™t happen at a board meetingโ€”it happened inside a prison.

When a warden told him it was a โ€œwaste of moneyโ€ to educate inmates, Kevin saw the deepest flaw in the system.

That moment didnโ€™t just fuel his mission. It became a proof point that buyers, partners, and investors referenced for years.

For education leaders: your toughest classroom stories and your biggest wins are both credibility anchors. Share them. Buyers trust outcomesโ€”positive or painfulโ€”over polish.


The Election Loss: Setbacks Can Sell When You Frame Them Right

Kevin ran for mayor of D.C.โ€”and lost. Most would see that as failure. He used it as fuel to lead one of the most influential education reform movements in the country.

For EdTech founders: donโ€™t bury your setbacksโ€”frame them as lessons. When buyers see you adapt, they see resilience. And resilience sells better than perfection.


The Movement Wins: Community Buy-In Multiplies Growth

The D.C. charter movement didnโ€™t spread because of lobbying or email blasts. It spread because parents, teachers, and community leaders championed it.

๐Ÿ‘‰ For Kโ€“12 founders: parents and teachers are your natural champions.

๐Ÿ‘‰ For higher ed innovators: faculty and student leaders can amplify your message more than your sales team ever will.

Community voices = organic lead-gen engines.


The Student Lens: Voices That Validate Fit

Kevin warns against the most dangerous phrase in education: โ€œWeโ€™ve always done it this way.โ€

The antidote? Student voices.

When your solution reflects real student needs, buyers see more than a productโ€”they see fit, validation, and proof.

Student input isnโ€™t โ€œextraโ€โ€”itโ€™s the validation that moves deals forward.


The Yardstick That Closes Deals

Kevin tests every innovation with one question:

โ€œWill this help a child learn?โ€

If the answer is yesโ€”and you can prove itโ€”youโ€™ve already handled the buyerโ€™s biggest objection.

For founders, district leaders, and higher ed decision-makers: use this as your filter. Wins and losses only matter if they tie directly to learning impact.


The Founder Shift: From Features to Proof Points

Kevinโ€™s journey shows us what too many in education forget: buyers donโ€™t pay for ideasโ€”they pay for proof.

The classroom moment = credibility anchor

The election loss = setback reframed as trust-builder

The reform movement = community-driven traction

The student voices = validation buyers respect

The yardstick = filter that closes deals

Thatโ€™s the blueprint. Wins and setbacks, reframed as proof points, create the traction and credibility that move buyers from โ€œinterestedโ€ to โ€œall in.โ€


๐ŸŽง Listen to the full episode now

โ†’ Apple

โ†’ Spotify

Because in education sales, polish doesnโ€™t sellโ€”proof does.

Josh

#EdTechSales #FounderLedGrowth #BreakingTheGrade #KevinChavous #JohnGamba

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