My experience of cycling very seasonally is that at the start of each season I always suffer from some tailbone pain for a while and would like a really soft saddle to start with. After the miles build up I'm fine with a hard saddle again.
Soft saddles help initially yet you can suffer from numbness after too many miles as you sink into the soft saddle and cut off blood supply. Harder saddles prevent you from sinking into them and cutting off blood supply yet they do also bruise you until you get used to them.