Thank you both.
After waking up this morning from a fever dream which involved getting chased down an alleyway by a human-sized DO-201 tranzorb, I had a moment of clarity on this.
Basically, for parallel operation, assuming some (inevitable) mismatch between the two, the initial current drawn by the first TVS needs to be high enough that the voltage (across the two) will continue to rise such that the breakdown voltage of the second TVS is reached. Basically, that comes down to source impedance. So, if source impedance is high enough and/or the two diodes are badly mismatched, then the sharing will be poor.
I guess you could argue that, for high energy surges conditions (let's say load dump for example), the equivalent source impedance will be quite low, so the tendency for the parallel diodes to share will be greater.
On the other hand, a series arrangement seems pretty much immune to this. Both will (essentially) breakdown at the same time and the percentage sharing is only a function of the breakdown voltage matching, not source impedance, current, and so on.
So I tend to agree with Jonpaul that series makes more sense, at least, is more consistent (in theory).
A downside of series diodes is higher inductance. I am not sure how important that might be in a general sense. Maybe series diodes will struggle more with transients with higher dv/dt.
Some simulations attached.