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30 years. 5 time zones. 1 monthly video call. My childhood friends and I are scattered across the globe, but we’re still thick as thieves. We live on WhatsApp (it’s basically our Slack), but we keep one thing sacred: The Monthly Standing Call. Even with constant texting, that recurring face-to-face does something different. It creates a space to sync that "ad-hoc" messages just can't touch. It provides real connection. Accountability. And, of course, gentle roasting. And yes,

A few years ago, I attended a session with Suneera Madhani, who had built the billion-dollar fintech Stax Payments and is now building her second company, Worth AI. At the time, I was an overwhelmed CEO. One piece of advice she shared has stayed with me ever since, the principle of the three Ds: Do, Delegate, Delete. A CEO’s time is valuable. You should be solving a $5,000 problem, not a $50 one. Focus on the needle-movers. Delegate the rest to your team. Delete anything that

I don’t always hire for experience. In fact, I often hire for something far more valuable: Transferable skills. Controversial? Maybe. Effective? Absolutely. Most people look at a resume and check for years in a specific industry. They want someone who has done the exact same thing for a different company. But here is what they miss: The "thing" you sell can change. The industry jargon can be learned. But taste, logic, and work ethic? Those are hard-coded. One of my first hire

Here’s something I used to think was a career problem. I’m a generalist. For a long time, that felt like a liability. The world likes neat boxes. Pick one thing. Stay in your lane. Until fairly recently, there weren’t many roles built for people who sit at the intersection. Now, with the rise of Chief of Staff and fractional COO roles, that is finally changing. As I built my own product business and worked as a fractional COO for a Silicon Valley tech startup, I saw just how

Many years ago, I read an article called “1,000 True Fans” by Kevin Kelly. The core idea is simple and powerful. You do not need a massive audience or a viral hit to build a meaningful business. You need a smaller group of people who genuinely connect with your work. A true fan is someone who consistently engages, supports what you create, and trusts your perspective. When you focus on building real connection instead of chasing reach, the business math starts to work in your

For a long time, work was my life. I didn’t really make time for hobbies. And to be fair, that approach served me well for a while. I built things. I shipped things. I grew fast. But over the past couple of years, I’ve been far more intentional about making space for hobbies. One of mine is board games. Here’s a picture from a game of Qwirkle I was playing with a friend over the Christmas break. Yes, it was competitive. Yes, I lost. Narrowly. Stepping away from work has made