I’ve been working on Serve The Team for a few years now, on and off, as a side project outside of work. It’s a free leadership coaching tool that’s designed to help leaders of every level practice and develop their skills, and if that sounds like something you’d be interested in then you should absolutely go and sign up for free at servetheteam.com. (And then come back and keep reading this!)

I’ve found there are three big challenges with working on a side project like this. Time is one, obviously, as any work has to fit in around a demanding job and making sure I have a meaningful family and personal life. The second is skill: I am confident in my ability to write the content, and I’m still a somewhat competent software engineer, but I haven’t been a salaried software developer for over 15 years, and I’ve never worked as a UX designer, a sysadmin or a marketer. These are all things I’ve had to stumble through, slowly and sometimes ineptly, relying on the generosity of others to help with the visual design, making mistakes, and often getting to outcomes that I know are suboptimal but which I don’t know how to fix.

The third is the analysis paralysis that comes when you’re tired, rushed, unsure of your next step and where every next step feels expensive. Even trying an idea might burn hours, and when you’re working alone you don’t have a partner in crime to bounce ideas off or sense-check direction with.

One of those generous friends commented a few years ago that I needed some interns to help me move faster. But I couldn’t afford interns, and I wouldn’t have had time to manage them even if I could. And so Serve The Team has stumbled along, occasionally getting bursts of attention but never really getting off the ground.

And then Claude came on the scene. This is the start of a story that’s still unfolding, and it’s one of the topics that I’ll be posting about here a lot, I hope. Having an AI agent to support me over the last two months has helped me:

  • Run a complete design and marketing audit of the website, producing a large set of sensible, concrete recommendations of things to improve
  • Actually implement those recommendations, over the space of a few hours — work that would have taken me days or even weeks before
  • Test that the changes work well on desktop and mobile devices
  • Completely rewrite my messy processes for deploying the website and managing the actual web server
  • Come up with better ideas for how to describe and position the product

It’s also given me something unexpected: someone to think out loud with, who is as interested in what I’m doing as I am, who is endlessly patient, and who can provide generally useful inputs into my thought process. It’s like talking to the duck, but the duck talks back.

I’ll be sharing more detail on exactly what I did (and what Claude did too) in future posts, and I’ll keep sharing as the journey continues — from website build and into marketing and even core product improvements.

And if you’ve got a side project that’s been gathering dust, see if AI can help you breathe new life into it. Beyond that, the problems Claude helped me with aren’t just side project problems. If you’ve ever had an initiative at work that couldn’t get off the ground because you didn’t have the right skills on the team, or couldn’t justify the cost of getting started, that calculation has changed. AI doesn’t just make existing work faster — it makes work possible that previously failed the cost-benefit test.

How have you used AI to accelerate your work? What would you like me to write about next? Let me know in the comments.