• It's where communication breaks.
• Where friendships strain.
• Where most founders fail.
Here's what actually happens at each breaking point...
0-10 Employees: The Casual Chaos
This phase feels magical. Everyone does everything. No org structure needed. Just talented people figuring it out together.
I loved this phase at Ampush. We'd sit around a table, make decisions instantly, and execute. But that's exactly what set us up for failure...
10-30 Employees: The First Breaking Point
This is where most founders hit a wall they never see coming. The casual chaos suddenly becomes your enemy.
You need actual reporting structures, clear roles, and basic processes. But here's the brutal part no one warns you about:
You have to stop being everyone's friend.
I learned this the hard way at Ampush. We'd hire someone's friend, grab dinner together, then three months later need to have a tough performance conversation. Want to guess how those went?
Your ability to impact someone's career (and, therefore, their life) makes you different. The sooner you realize this, the better you'll be at your job.
I've landed > $100,000,000 in business because of what I'm about to share.
It's the forgotten, ugly stepchild of sales. The most botched part of the process.
Yet, A+ entrepreneurs have perfected it.
Here's the secret to sealing the deal every time:
1/ Use "sentence stems" to NAIL the DEMO of your product/service.
With the right starter stems, you can train yourself and your team to demo anything and make it informative, interesting yet Brief.
Here are my personal stems + an example of them in use!
2/ "The vision for this/The problem we wanted to solve is..."
Start with a story about how/why you built this product/capability. Keep it brief ~1 min but make sure the listener gets the inspiration for why this thing exists.