Technology moves fast. Leadership is what determines whether anything lasts.

After years of leading a software company, I’ve become less interested in startup mythology and more interested in staying power. Growth is easy to celebrate. Longevity is harder to earn.

This site is about leading for the long term.

How do you build and run a company when you’re not chasing an exit?
How do you keep innovating without losing focus or clarity?
How do you lead well in an environment that rewards speed, noise, and instant results?

I write about leadership, technology, and the decisions that matter when you’re committed to building something that lasts.

Let’s go. And keep leading.

Latest Posts


  • Not all feedback is created equal

    A lot of companies pride themselves in soliciting a continuous stream of feedback from team members. We’ve all seen post after post about the importance of employee engagement surveys. But let’s be honest: not all feedback is created equal, and… Continue reading

    Not all feedback is created equal
  • How to get the most valuable feedback from your customers and prospects

    Feedback is how you refine your product, shape your messaging, and uncover blind spots. But not all feedback is created equal. The most useful feedback doesn’t just confirm your assumptions or point out flaws, but it reveals intent, context, and… Continue reading

    How to get the most valuable feedback from your customers and prospects
  • Why Leah Williamson Is the Leader Every Team Deserves

    I’ve been a massive soccer fan all my life, and have always wanted to do a leadership spotlight in the world of soccer. Leah Williamson was an easy choice, as there are many lessons to be learned from her leadership… Continue reading

    Why Leah Williamson Is the Leader Every Team Deserves
  • 9 powerful ways legal, finance, and HR can use AI

    When you think of AI at work, it’s easy to picture marketers drafting blog posts or crafting social media content. But AI’s possibilities go beyond marketing. In fact, some of the most revolutionary uses of AI are happening in traditionally… Continue reading

    9 powerful ways legal, finance, and HR can use AI
  • Get better results from AI with prompt layering

    When people first start using AI tools like ChatGPT, they usually ask questions in one shot and hope for the best. Sometimes that works, but oftentimes, the output is not as wonderful as expected. Too generic, too long, or missing… Continue reading

    Get better results from AI with prompt layering
  • Speaking up: How to share feedback with leadership thoughtfully and effectively

    For most of us, giving feedback “up the chain” can feel intimidating. Whether it’s your team lead, your VP, or the CEO, it’s easy to second-guess yourself: “Is this worth bringing up?”,“What if I sound like I’m complaining?”, “Will this… Continue reading

    Speaking up: How to share feedback with leadership thoughtfully and effectively
  • Are AI notetakers helping or hurting your meetings?

    It feels like every other week a new AI tool pops up, promising to “make meetings effortless, saving you hundreds of hours.” One of the hottest right now is AI notetakers. Tools that join your Zoom, Teams, or Google Meet,… Continue reading

    Are AI notetakers helping or hurting your meetings?
  • Thank you for your (current) shortcomings, AI

    AI dominates today’s business conversations. Companies are pouring billions into tools that write, analyze, and automate. But the leaders who thrive aren’t those who blindly outsource to machines. They’re the ones who recognize AI’s limits and lean into the distinctly… Continue reading

    Thank you for your (current) shortcomings, AI
  • B2B vs B2HE: They’re not the same

    Selling products or services to colleges and universities might look a lot like classic B2B marketing at first glance, but the similarities are often only skin deep. Many vendors new to the space underestimate the real differences involved in business… Continue reading

    B2B vs B2HE: They’re not the same
  • Looking at constraints as a positive

    Most people see constraints as obstacles to overcome. But what if your biggest limitations might actually be your greatest opportunities for breakthrough thinking and meaningful progress? When resources are scarce, deadlines are tight, and options feel limited, our natural instinct… Continue reading

    Looking at constraints as a positive