im trying to get at their most pressing and urgent business needs, and positioning my solutions as a potential bridge to help them get there. am I over complicating it?
I think basically asking “what is your most pressing business need” is a bit much for a cold call.
Remember, you literally just interrupted them and so they’re probably not in the right mindset to answer that.
All you’re trying to do is book a meeting. You want the lowest friction question that does that job.
On the diagnosis call you can go deeeeeeeeeeep and there’s value to doing that there.