There is a bigger underlying point, which is there is no trump weapon that defeats everything in war [1]. Everything has a counter, and if you're basing your entire strategy on saying that this weapon doesn't have a counter that we know of yet, well, you'll find that counters quickly get developed (see, e.g., the evolution of drone warfare in the Russo-Ukrainian War).
Ripper's argument that his tactics "won" the Millennium Challenge strike me as rather similar to the thoughts behind the Jeune École school of naval warfare, which argued for the use of massed small ships (torpedo boats) to counter battleships... except that had an easy counter in the form of the (torpedo boat) destroyer, and most naval theorists generally agree that the French Navy's embrace of Jeune École ended up doing more harm than good to their navy.
[1] The closest thing to a counterexample here is nuclear bombs, for which there isn't really a meaningful defense. Except that the use of nuclear bombs is predicated on the theory of strategic air bombing, which has been promising an easy-win button for wars for a century now, has been tried in every major conflict since then, and whose could-even-be-argued-as-maybe-a-successes in that timeframe can be counted on one hand, with some fingers missing. I'm galled that you still have military personnel and advisors today who advocate for its success, given its track record of the complete opposite.
The difference is that it took 4000 tons of bombs to destroy Dresden, and 2 tons of bombs to destroy Hiroshima.
So why did the Blue Team lose the Millennium Challenge? Where were its destroyer-equivalents? Were they deliberately excluded from a massive $250M free-play wargame for operational reasons? If so, why wasn't Ripper explicitly told that this type of attack was out of scope?
Ripper's tactics probably did have a perfect destroyer-equivalent counter. The entire question is: why didn't the Blue Team bring it? You can't declare yourself victorious because a counter to their counter theoretically exists - you have to actually preemptively include it in your forces!
> Except that the use of nuclear bombs is predicated on the theory of strategic air bombing
Aren’t ICBMs and submarine-launched warheads the other two parts of the US’s triad?
The thing is, you could probably create something FAR more horrific by simply mixing spent nuclear fuel with TNT...
Not that I want to give anyone any ideas.