Thus far, meeting up with other chunners, I've run into all sorts of situations. Some were way more skilled than I, some decidedly my junior. Some liked to root and be stationary others would float around. Some liked to hit hard, other threw kicks into their chisao... you get the idea. In all cases, I've walked away with something to think about. Sure, sometimes it had to do with improving my chisao skills for their own sake. But usually it was a consequence of the way the other practitioner was less predictable that the guys who I train with every week.
And so... you go on looking to improve your chi-sau skills against different styles of chi-sau, but... what about the free fighting?
I grab every opportunity to free spar with various styles, then go back to my chi-sau/gwoh-sau to iron out errors that were drawn out under the pressure of free sparring. What is your chi-sau in reference to? Just chi-sau? Is your goal nothing beyond that stage of training? If it's just a fun hobby then that's cool, I suppose. For me, I don't understand this fascination.