Office hours with an AI that won't let you dodge the hard stuff
A structured weekly check-in for solo founders. It asks the questions your team would ask — if you had one.
When you work alone, nobody asks you what's actually going on. There's no manager checking in, no teammate pushing back on your priorities. You just... keep going. Office Hours fills that gap. It's a structured session that walks you through what you shipped, what's stuck, what decision you're putting off, and what matters most next week. Simple questions — but answering them honestly is harder than it sounds.
Solo founders are great at staying busy. The problem is that staying busy and making progress aren't the same thing. I used Office Hours when my product wasn't getting signups. The session surfaced something embarrassing: I wasn't joining the sales calls. I was letting someone else run them and never hearing the real objections. That's obvious now. It wasn't obvious when I was buried in feature work.
Run it once a week, or whenever you feel stuck. The session walks you through five questions: What shipped? What's stuck? What decision are you avoiding? What's the one thing that matters most next week? Is there a bigger problem you're working around instead of fixing? Just answer honestly. If you find yourself sugarcoating your answers, that's usually a sign the session is working — it's hitting a nerve.
Weekly, no exceptions. Five minutes of structured reflection catches more strategic mistakes than hours of heads-down work. It's the cheapest insurance policy you'll find.
The question that matters most is: what are you avoiding?
Product leader shipping across enterprise SaaS, AI in production, and 0→1. Writing about what actually ships — not what sounds good in a deck.