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Thinking Out Loud
Explore Bonny’s work, ideas and insights
Tough vs Strong CEO: Why the Toughest Leader in the Room Is Often the Biggest Risk
Startup land applauds the CEO who never flinches. But tough is not strong, and armour keeps out the early warnings you need most. Here is what strong leadership looks like instead, and the one conversation worth having this week.
3 min read
AI Agents and SaaS Pricing: What Happens When Nobody Churns and Revenue Drops Anyway
Your customers can love your product, renew every year and still pay you less once AI agents start doing the work of several people. Here is how to see the exposure in your own numbers before procurement does it for you.
4 min read
When More AI Makes Your Startup Slower
More AI tools should make a company faster. So why do some startups become slower as they add more? The answer may have less to do with the technology and more to do with how the company operates around it.
4 min read
When Your Startup Has Outgrown a Customer
Some customers helped you get to where you are. But when your company changes, not every customer still fits. Here’s how founders can handle that difficult transition without damaging the relationships that mattered.
5 min read
Why Your Startup Strategy Keeps Drifting
Your strategy can be clear in your head and still drift across your company. Here’s why founders create different versions of the same strategy, and what to look for before blaming the team.
3 min read
Your business isn't broken. That's the problem.
Your startup might not be broken. The problem could be all the things that are just OK. Learn how seemingly harmless clients, features, and deals can quietly drain your time, attention, and capacity.
3 min read
Your Board Meeting Starts Before You Walk Into the Room
Board meetings can be stressful, especially when founders feel like they’re there to defend the business. But the biggest shift may be changing how you see your role in the room.
4 min read
The Wall With Your Name on It
Every founder I've worked with has one trait that made them successful, and nine times out of ten, that same trait becomes the ceiling on the company. Not a weakness. The thing you got promoted for. This is about the wall with your name on it, why it's usually invisible to you, and the one question that finally exposes it.
5 min read
Your Best Ideas Might Not Happen at Work
Sometimes the problem isn't that you need to think harder. You've simply been looking at it the same way for too long. Discover why getting away from your normal environment can help you see problems differently and why your best strategic thinking might happen somewhere far from your desk.
3 min read
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