Insights · Calling

Cold calling is harder than ever, and still the best channel done right

Ryan Rudkin · October 2026

Both halves of that sentence are true at once, which is why the argument about it never resolves.

It is harder. Nobody answers unknown numbers, switchboards screen, buyers treat interruption as a hostile act, and the people still dialling are working twice as hard for the same conversations they got five years ago. Pretending otherwise is how calling got its bad name.

And yet nothing else does what a conversation does. A reply to an email is interest. A voice is a relationship starting. The channel is not the problem. The way most teams prepare for it is.

The future of calling, as far as I can see, is not more dials. It is better data, so the call goes to the right person at a moment that actually makes sense. It is better sequences, so by the time the phone rings the person has seen the name, maybe read something worth reading, and the call is not really cold at all. And it is better reasoning, so the caller knows exactly why this company, why this week, and what they are opening with, before they pick up the handset.

Every one of those takes weight off the person making the call, and that matters more than it sounds, because the real barrier to calling was never the buyer. It is that calling blind is miserable, and people avoid misery. Give someone a list where every entry comes with a reason to believe the conversation is welcome, and the phone stops being the hardest part of the job.