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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


Hire Slow, Fire Fast
The worst hire isn't always the person who can't do the job. Sometimes it's the person who can, but quietly makes your company a worse place to work. Learn why founders ignore hiring red flags and how to tell the difference between instinct, discomfort, and your own history.
3 min read


Why Loyalty Can Destroy Your Startup
Holding on to people can feel like the loyal thing to do. But when a company outgrows a role, avoiding the conversation doesn't protect anyone. It may be the very thing putting the entire business at risk.
2 min read


Why Your Startup Needs to Survive Without You
Most founders believe their company can't function without them. But what if that belief is actually slowing the business down? Here's why stepping away might be the most valuable leadership test you'll ever take.
2 min read


The Most Expensive Person on Your Leadership Team Isn't the Worst Performer
The biggest threat to your leadership team isn't always poor performance. Sometimes it's someone who's simply "good enough." Here's why founders avoid the conversation, and why waiting only makes it harder.
2 min read


Why Great Leadership Meetings Are Usually the Shortest Ones
Most leadership meetings feel productive because they're busy. But busy doesn't create clarity. Here's why shorter, sharper leadership meetings lead to better decisions and a more focused company.
3 min read


Why Startup Wins Sometimes Feel Like Losses
Many founders experience an unexpected emotional reaction when good things happen at the wrong time. Here's why bad timing can make success feel like failure and how to avoid the trap.
3 min read


Mid-Year Business Review: The Founder's Guide to Rebuilding Trust in H2
A mid-year business review is about more than numbers. It's an opportunity to build trust, identify blind spots, and create a stronger plan for the second half of the year. Here's how founders can use this moment to lead with clarity instead of stories.
3 min read


The Founder Focus Problem Is Not What You Think
Most founders believe they have a productivity issue. In reality, the real problem is not systems, apps, or time management, but the inability to protect attention from constant external demands.
4 min read


The Hidden Problem with Founder Advice
We love studying successful founders. Podcasts, books, interviews, and social media give us endless access to the habits and thinking of people who built remarkable companies. The problem is that success stories only show us one side of the equation. Before copying another founder's playbook, there's a question worth asking.
3 min read


Single Points of Failure in Startups: The Hidden Risk That Can Break Your Company
Most founders think single points of failure are systems, clients, or suppliers. The reality is often much closer to home. Learn how hidden dependencies, founder bottlenecks, and key-person risk quietly build up inside growing companies and what you can do before they become expensive.
4 min read


Founder Emotional Resilience: Why You're Not Stoic, You're Just Hiding
Many founders pride themselves on being calm under pressure. But what if that isn't resilience at all? Discover why emotional suppression quietly drains energy, affects decision-making, and limits company growth, and what real emotional resilience looks like for startup leaders.
4 min read


Why Startup Success Feels Empty: The Hidden Cost of Goal Fog for Founders
You hit the milestone. Closed the round. Signed the customer. Achieved the goal you've been chasing for months.
So why does success sometimes feel strangely empty?
Many founders experience a quiet emotional crash after major wins, yet few talk about it openly. In this article, we explore why startup success feels empty, how "goal fog" develops, and why learning to let wins land can make you a stronger leader.
4 min read
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