With almost all orchids, Dendrobiums especially, I don't repot unless I see new roots just forming. Some only root in Spring. When repotted roots are always damaged. The plant might have to struggle for months with damaged roots.
You will see other opinions on this. Den. spectabile is a warm growing plant that could root and grow all year in a warm, bright and humid growing area. But most people growing on windowsills don't have warm and humid winters.
__________________ May the bridges I've burned light my way.