One of the biggest fears CEOs face when scaling is this: Will we lose the very thing that made us successful in the first place? In the early days, your edge is clear. It comes from: Speed—decisions are made in hours, not weeks Culture—small, tight-knit teams where alignment...
It’s a common reaction when growth starts to stretch a business thin: “We’re overwhelmed—let’s hire more people.” The team is slammed. Deadlines are slipping. The to-do list feels endless. On the surface, increasing headcount seems like the obvious solution. But, here’s the hard truth: Throwing people...
Open your calendar—go ahead, really look at it. What you see there is more revealing than any KPI dashboard or culture survey. It shows, in black-and-white blocks, exactly where your company’s growth is getting bottlenecked. Let’s take the calendar test: How many hours are filled with tactical status...
In the early stages of building a business, speed matters more than structure. You figure things out as you go. You patch together systems, improvise workflows, and create quick solutions because you need momentum. And it works. But then… At some point, every company hits a...
When most CEOs talk about culture, they reference their company values, a polished mission statement, or a page on their website. But let’s be clear: Culture isn’t what’s written down. It’s what you allow. And, it’s shaped by what happens in real moments—starting from day one. The...
There’s a phase in every company’s journey that doesn’t get nearly enough attention: the messy middle. It’s that in-between stage where you’re no longer a scrappy startup—but not yet a fully scaled, mature company either. You’ve got traction, revenue, and a growing team. Instead of feeling...
Let’s talk about one of the biggest—yet most overlooked—sources of CEO burnout: operational inefficiency. Yes, long hours can wear you down. But more often than not, it’s not the hours—it’s the chaos. You're not overwhelmed because you're doing too much. You're overwhelmed because you’re doing too...
One of the biggest myths in growing a business? That your first executive hire has to be full-time. The traditional thinking goes like this… Once your startup reaches a certain size or revenue target, you must bring on a full-time C-suite leader. Someone to “own” operations, finance,...
Being a CEO isn’t just about setting the vision, fueling growth, and crafting strategy. It’s about steering the business through the moments that test leadership the most—the hard conversations. If you’re doing the job right, you’ll eventually face them. And, how you handle these conversations often...
Being a CEO isn’t just a job—it’s an all-consuming responsibility. The pressure to lead, scale, and make the right decisions never stops. Investors expect results. Teams look to you for direction. Clients demand excellence. And through it all, there’s the constant weight of knowing that every...