As silos get older, and the concrete gets more deteriorated, the structure gets more unstable. An unstable structure can be very difficult to predict how it will react during demolition.
We have demolished the silos with the method you describe in the past, but have stopped the practice.
We demolish about a dozen silos a year, either steel or concrete, and have gotten very good at it. More often than not, the buildings are built very close to the silo, which makes the demolition more of a challange.