This one is for those founders who don’t have a technical founder that wants to lead R&D/Engineering and also for the hired VPEs/CTOs who want to understand their bosses better. Running a startup, especially in the first 3-4 years, without a technical cofounder is a bit like deciding not to castle in chess. It’s possible, […]
This might be a bit of an unpopular opinion, but I think most tech organizations have way too many specific and niched-down roles too soon. Some companies feel like a weird scene from Downton Abbey where there was a different servant to take care of every utensil and minor task. Tiny teams have project managers, […]
Eddard Stark famously said, “The man who passes the sentence should swing the sword.” It’s often one of the worst parts of the job, yet I believe it is imperative for any self-respecting leader. You might be surprised to realize that there are a bunch of scenarios where you might be (unawares?) passing the buck. […]
I love making my clients go through thought experiments to help them better assess a certain scenario and also as a way to accelerate decision-making. I’ve shared before about one for making your day-to-day more productive by holding the vacation thought experiment. This time, let’s consider one you can do today to better flesh out […]
I recently had chats with a bunch of founders of early-stage startups, and they all happened to ask me the same question: What problems do I repeatedly see in my work with startups their size? While I listed a handful, I thought that hyper-paralysis is an interesting one to delve into. It sounds like an […]
My previous | articles touched on the subject of cultivating a better communication culture in your organization. As part of that, I mentioned shibboleths as an agreed-upon way to fast-track certain scenarios. Given that I got a few questions about this, let’s consider some examples. Hint, you’ve probably just seen one in use recently when […]
Don’t you hate it when you say something and the other party doesn’t answer? You’re left wondering if they didn’t hear you well and repeat the request, wait in silence, or just give up. Oh, I’m not talking about choppy Zoom calls. This is just how badly too many leaders seem to be communicating nowadays. […]
Some of the most precious moments in our work are those we spend communicating with others in meetings. They’ve become even more valuable, given the increased rarity in the hybrid/remote age. That’s why it’s mind-boggling to watch how many teams have a conversation culture that essentially wastes these moments with lots of fluff and a […]
Things always operate in trends, and if my clients are any indication, it seems like “guilds” are back in vogue. Nevertheless, many teams waste countless hours on guilds that provide little value or even turn out to be detrimental. Therefore, one has to be mindful of the common pitfalls and best practices for setting up […]
Anxiety, like an uninvited guest, often overstays its welcome in the minds of leaders. It whispers in our ears everything that could go wrong. Some executives go through years bracing for an incoming storm, even when the skies are clear. When anxiety becomes your default viewpoint, it’s like trying to lead while carrying a weight […]