I get it.
Sometimes, it feels like all you can see is product features, metrics, and market trends. You're wondering, 'Have I been solving the wrong problem this whole time? If we can do this ourselves, then why have we not been doing it? What am I missing?'
You're too close to things. That's not a flaw, you've likely just outgrown your decision-making framework. What's needed is an outside perspective willing to listen and then ask questions that may surprise you…and maybe even annoy you.
YOU’VE BEEN STUCK FOR MONTHS, maybe years
You feel constantly busy but not moving. More but better just isn't getting the job done. Something needs to change—you know that—but you can't see what.
YOU GET ADVICE FROM EVERYWHERE
You've read all the reports, heard all the conflicting advice, attended all the conferences. But more input hasn't created more clarity. You know more...and somehow see less.
YOU CAN'T COMMIT TO A DIRECTION
You're not lacking options—you're drowning in them. You see multiple paths forward. Each one has merit, but choosing one means closing another. And that feels like a loss. You keep all doors open, and walk through none.
Break Through
with Chris
50 minutes. One decision.
That's it.
Prepare
Before we meet, sit with this: If you could make ONE decision with complete confidence that would help you sleep better at night, what would that look like?
Schedule
Select a time from Chris’s private Calend.ly schedule. The call is set for 50 min, but consider adding a 15 min buffer—breakthroughs often happen in those extra minutes.
During your session
You’ll receive a short discussion outline beforehand. The goal isn't advice. It's seeing what's been invisible from inside your daily operations. Chris asks, you discover your next step.
Stopping everything to think clearly about ONE decision often creates the breakthrough that months of effort couldn't.
Take action
Within 24 hours, you’ll get:
- What you discovered, clearly articulated.
- Your specific next step, for accountability.
- A key indicator to track your progress.
These bullet points complement your own notes.
Armed with a diagnosis




Any additional questions on your mind can be found here.
I'm not trying to solve every challenge you face. Instead, this session is designed to help you see the ONE decision that would help you sleep better at night. When you're drowning in everyone's opinions (including your own), 50 focused minutes can break months (or years) of spinning.
That depends.
At its best, you'll finally see the ONE decision you've been circling for months and have the conviction to act on it. When you stop second-guessing and move, everything downstream moves faster.
At a minimum, you'll have spent 50 minutes thinking clearly with someone who isn't inside your jar. That's harder to quantify, but most leaders can't remember the last time they had that.
One of the only reasons I can actually help you is that I am not in your world. I don't have decades in your specific corner of EdTech. That's the point. Industry insiders share your blind spots. They've normalized the same patterns you have.
I don't presume to know your business better than you do. What I see are the decision-making patterns that keep successful leaders stuck. Those patterns look remarkably similar across companies, even when the details don't.
Executive isolation is real. You're expected to have all the answers, so admitting you're stuck, even privately, takes courage. Everything you share stays between us. I'd have gone out of business years ago if I had abused that trust.
For a 50-minute session, no. Getting lawyers involved in an engagement this size makes little financial sense.
After working with leaders of EdTech organizations for several years now, here's what I've found to be true: while the details differ, the decision-making patterns are remarkably consistent. The executive who's paralyzed by investor pressure faces the same core challenge as one overwhelmed by team input—too many voices, not enough clarity on which direction actually works for you.
Put simply, the real problem is rarely what is seen on the surface.
I'm not just going to toss a grenade of hand-wavy ideas and then say 'Good luck!' as I run out the door. That doesn't serve you, and frankly, it's not how I operate.
So here's exactly what you can expect from our 50 min. call:
- You won't leave with a to-do list—you'll leave with a decision.
- If I've asked the right questions, you'll see your path forward and feel confident taking action. The breakthrough isn't me telling you what to do; it's you seeing which decision you need to make with the conviction to make it.
Don't over-prepare. Just show up fully engaged and ready to be honest about what's keeping you up at night.

