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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


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


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


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 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


Board Meeting Confidence: How CEOs Report Bad Quarters Without Losing Authority
Board meeting confidence is not about dominance. It’s about clarity. Here’s how to report a bad quarter and lead without shrinking.
2 min read
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