From Where I’m Sitting

A founder says business is going well. Then, almost as an aside, that it isn't going well for them.

That's the conversation that I hear often enough now that I don't think it should stay off the record. If the business is working but it's not working for you, that's not a win.

This is where I put some of those insights into words. What I'm noticing, what keeps coming up, what's actually helping other founders. Some of it written down. Some of it said out loud. None of it polished into a formula, it's just what's true from where I'm sitting, in case it's useful from where you're sitting too.

Want it as it lands, written or spoken?

A few conversations…

Blog

Why Do the Conversations That Matter Most Take the Longest to Have?

There's a moment in almost every deal where the number stops being the hard part, and the conversation everyone's avoiding begins. For founders who've built their business on trust, that moment can feel far too pointed. This blog looks at why the conversations that matter most are so often the ones we put off the longest - and what's actually going on underneath the delay.

Are You Struggling to Find the Right Hire - Or Building the Wrong Role?

Most founders building out their team look for the same thing: someone versatile. Someone who can flex, hold a lot, fill the gaps. But versatility isn't the same as clarity - and a role that's asking for too much usually isn't solved by finding a better person for it.

The Three Things I Always Come Back To With Founders

After years of building businesses, growing teams, and sitting alongside founders as they navigate the messy middle between where they are and where they want to be, I find myself coming back to the same three areas again and again.