Adam Kalsey

This is the blog of Adam Kalsey. Unusual depth and complexity. Rich, full body with a hint of nutty earthiness.

Shorts

Catching a game at Wrigley Field tonight while I'm in Chicago.

2 Aug 2010

Catching a game at Wrigley Field tonight while I’m in Chicago. Aug 2, 2010 4 :59 via Twitter

Recently Written

Where Does Product Marketing Belong?
Mar 6: The debate about whether PMM reports to product or marketing has a simple answer once you ask the right question.
The Rise of Vertical Software
Feb 15: AI makes execution cheap. Deep industry knowledge becomes the real moat.
Using Chatbots as a Tutor
Feb 11: A prompt that turns your LLM chatbot into a custom tutor.
How to Interview Product Managers
Nov 9: Most people never learned to interview, so when thrust into hiring a product manager they ask bad questions. Here's how to ask better ones, with lots of examples of real questions.
AI as Your Strategic Thinking Partner
Oct 12: AI becomes a lens on your own logic. It doesn’t replace your judgment—it sharpens it. By asking questions you wouldn’t think to ask yourself, it turns private reasoning into something visible and testable.
Your OKR Cascade is Breaking Your Strategy
Aug 1: Most companies cascade OKRs down their org chart thinking it creates alignment. Instead, it fragments strategy and marginalizes supporting teams. Here's what works better than the waterfall approach.
Your Prioritization Problem Is a Strategy Problem
Jul 23: Most teams struggle with prioritization because they're trying to optimize for everything at once. The real problem isn't having too many options—it's not having a clear strategy to choose between them. Without strategy, every decision feels equally important. With strategy, most decisions become obvious.
Behind schedule
Jul 21: Your team is 6 weeks late and still missing features. The solution isn't working harder—it's accepting that your deadlines were fake all along. Ship what you have. Cut ruthlessly. Stop letting "one more day" turn into one more month.

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