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Your Leads Aren't Cold. They're Just Not Ready Yet

September 23, 2026•7 min read

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You've probably been told to build a bigger prospect list.

More superintendents.
More principals.
More districts.
More names to reach out to.

But what if the problem isn't the size of your list?

What if too many of the people on it simply have no reason to care right now?

That's the idea at the center of this episode of EdSales Edge.

A job title can tell you who someone is. It can't tell you whether the problem you solve has become important to them.

And in education sales, that distinction matters.

Same Title. Completely Different Lead.

Picture two superintendents who look almost identical on paper.

Same title.
Same district size.
Same budget.

Superintendent A just renewed a three-year contract with another provider. Nobody is pushing for a new solution.

Superintendent B's board just made chronic absenteeism a top priority. There's funding attached, and pressure to show results.

If you sell attendance solutions, these aren't equivalent leads.

One has a strong reason to talk to you.

The other is just a name on a list.

The difference isn't the title.

It's the situation.

That's why Josh Chernikoff, founder of the EdSales Revenue Machine, argues that education founders need to look beyond job titles and start paying attention to the buying situation.

Your perfect client isn't just a person.

They're a person in a moment.

The Snow Shovel Test

Josh uses a simple example to explain this.

Imagine a homeowner in Phoenix and a homeowner in Boston. Both could buy the exact same snow shovel.

But Boston is expecting twelve inches of snow tomorrow.

Only one of them has a reason to buy today.

The shovel didn't change.

The situation did.

Your prospects work the same way.

Your solution may be relevant to hundreds of schools. But relevance alone doesn't create urgency.

Something has to make the problem matter now.

A new leader.

New funding.

A board priority.

A failed initiative.

A deadline.

A growing problem that can no longer be ignored.

Those moments change the conversation.

Why Timing Is Part of Your Targeting

Education sales runs on long cycles, boards, budgets, funding decisions, leadership changes, and competing priorities.

That means timing isn't just a detail in your targeting.

Timing is the targeting.

Title targeting gives you a database.

Buying situation targeting gives you a lead list.

This is especially important when your market is full of people who technically fit your ideal customer profile.

Take MediatorSpark, which helps middle schools build peer mediation programs.

Every principal fits the title.

But the stronger lead is the school where discipline referrals are climbing and school culture has just become a stated priority.

The product didn't suddenly become better.

The school's situation changed.

And that changes how likely the buyer is to care.

Stop Asking Only “Who Could Buy This?”

A lot of prospecting starts with a simple question:

Who could buy this?

It's not a bad question.

It's just incomplete.

If you're selling a solution for attendance, you can build a list of superintendents, principals, and attendance directors.

If you're selling professional development, you can build a list of curriculum leaders.

If you're selling student wellness technology, you can find the people with responsibility for student support.

But now you have a database.

You don't necessarily have a lead list.

The better question is:

What happened that might make this person care right now?

That question changes what you look for.

Instead of only searching for titles, you start looking for signals.

A new strategic priority.

New funding.

An RFP.

A leadership change.

A new requirement.

A problem showing up in board discussions.

A failed initiative.

A hiring push.

Something that tells you the problem isn't theoretical anymore.

It's on someone's plate.

The Buying Situation Test

Before you spend time reaching out to a prospect, ask four questions.

1. What changed?

Look for the event or shift that created urgency.

A new leader.

New funding.

A new priority.

A requirement.

A deadline.

A failed initiative.

If nothing has changed, ask yourself why this problem would suddenly become important now.

2. Who owns the problem?

Don't automatically chase the biggest title.

Find the person accountable for the outcome.

The superintendent may have authority, but someone else may actually own the problem you're solving.

The person who experiences the problem, measures the outcome, or has responsibility for fixing it may be the person you need to understand.

3. Is there evidence they care?

Don't rely entirely on what you think should matter to them.

Look for evidence.

Strategic plans.

Funding.

Hiring.

Board discussions.

RFPs.

New initiatives.

These signals can tell you that the problem has moved from “something that would be nice to solve” to “something we need to address.”

4. Can you find the pattern?

This is where your existing customers become useful.

Look at your strongest customers.

Then ask:

What was true right before they bought?

Maybe they had a new leader.

Maybe funding had just become available.

Maybe a problem had become visible to the board.

Maybe an existing solution wasn't working.

Whatever the pattern is, look for it again.

Because your best future customers may look less like your current customers by title and more like them by situation.

The Problem With “Cold” Leads

We often call prospects “cold” when they haven't responded to us.

But sometimes “cold” is just another word for “not ready.”

A prospect can understand your solution.

They can even like it.

They can agree that the problem exists.

And still not buy.

Because nothing has created enough urgency to move.

That doesn't necessarily mean your outreach was bad.

It may mean your timing was wrong.

And that's an important distinction.

Because if the problem is your message, you need to improve the message.

If the problem is the buying situation, sending five more emails may not solve it.

You may need to wait for the situation to change.

Or find someone whose situation has already changed.

Don't Build a Bigger List. Build a Better Filter.

More names can make prospecting feel productive.

You can spend hours researching districts.

You can add hundreds of contacts to your CRM.

You can sort them by title, enrollment, geography, or budget.

And still have no idea who actually has a reason to care.

The goal isn't simply to find more people who could buy.

It's to get better at recognizing the people who have a reason to buy now.

That's a much better use of your time.

Try This With Your Next 25 Prospects

Take the first 25 names on your prospect list.

Next to each one, write:

“Why now?”

Then answer three questions:

What changed?

Who owns the problem?

What evidence shows they care?

And be honest.

“They're a superintendent” isn't an answer.

Neither is:

“They work in a district our size.”

Those tell you who they are.

They don't tell you why they might care.

Then do something different.

Take your five strongest customers and ask the question backward:

What was true right before they bought?

Compare the answers.

Look for the pattern.

You may discover that your best customers had something in common that never appeared in their job titles.

That's the buying situation you should be looking for.

The Bottom Line

Better lead generation isn't always about finding more people.

Sometimes it's about finding people at the right moment.

A job title tells you who someone is.

A buying situation tells you why they might care.

And when you can identify what changed, who owns the problem, and what evidence shows they care, your prospecting becomes much more focused.

You stop asking:

“Who could buy this?”

And start asking:

“Why would they care now?”

That's a much better question.

Listen to the Full Conversation

Want to hear Josh break down the snow shovel test, buying situations, and how to find the moments that create urgency?

🎧 Listen to the full episode of EdSales Edge on Apple Podcasts and Spotify.

Ready for the Next Step?

If you're trying to figure out what deserves your attention next, text “90 DAYS” to 771-333-4233.

You'll receive the 90-Day Founder Challenge, a practical framework for turning your priorities into a focused plan.

Teacher-founders: limited 1:1 planning sessions are available.

Don't just find the person.

Find the moment.


Josh Chernikoff

Josh Chernikoff

Josh Chernikoff is a two-time education founder and sales strategist helping education companies move from referrals to repeatable lead flow.

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