Boy, I never knew what an Ace I am; 180+ hrs in a Globe Swift, and something north of 700 hrs in a couple of RV4s, all with a free castering tailwheel. ;-)
Seriously, it really is more about training/practice than anything else. My Swift partner had removed the chains, so I just flew it. Both the RVs had the old style non-breakaway tailwheels, and were royal pains to push backward, so I took off the chains.
I'm not saying that free castering is 'best', but it can be a reasonable compromise. My current RV6 has a proper breakaway tailwheel, so the chains are still on.
In my opinion, the biggest issue for tailwheel pilots is fear of the brakes. We're grossly overtrained to stay off the brakes except at a slow taxi, so we leave a very useful tool in the bag when we need it. For evidence of that, look at all the incidents/accidents that happen after a tailwheel steering link breaks. In the vast majority of those cases, the brakes would have been able to easily handle the situation, but the pilot didn't have the 'muscle memory' to use them during rollout.
Is the Celerity *designed* with a free castering tw? if yes, that would seem to indicate that it would be controllable, but I've never flown one. But adding control horns to the rudder and a steerable tw shouldn't be too difficult, if you're really concerned.
(BTW, I'm no Ace; just good training and lots of practice.)
Charlie