I would have loved Nami & Usopp vs the Dino Bros, but it's true that while Ulti and Nami got some back and forth, Usopp and Page1 didn't really engage on a more personal level.
But that only brings me back to my previous bet Usopp versus the Numbers. Yes, plural. One of Usopp lies to Kaya was that he defeated 10 giants, since he'll be received in Elbaf as an ally, at least by a part of the giants that already know him, this is the perfect opportunity for him to take down 10 dumb dumb giant creatures.
Not that he'll be taking them out alone or in direct confrontation, but I see him leading that charge and creating openings for the powerhouses to finish them off. Restraining their movements with plants, distracting them and making them hit each other, and all sorts of tom-foolery.
And honestly, there's no need to fully close the door on one more confrontation betwen Usopp and Page1. They did comment on each other, on how they both refused to just give up and get beaten, so my perfect scenario right now is: Usopp wins against the Numbers, then P1 reappears, both him and Usopp are in such a bad shape by then that Usopp is too tired to be scared and says something like "You again?!? Screw it, this is my final move" and the weakend P1 goes down for good now, and God takes the credit for the win cause no one else saw Big Mom putting the dino through a wall.
And regarding the bounties, I think Oda is going the same route he took for East Blue, before they were ever a thing.
We'll get most of the bounties after the arc when we see the marines discussing the new bouties for the StrawHats, kinda like a reverse hype. Because we know Kaidou's bounty, the price on the head of his number 2 and number 3, and on the Supernova who joined his crew except for Drake who is a Tobbiroppo. So we know that the Tobbiroppo are somewhere between 300 million and 1 billion. If we got their bounties earlier it would be easier to rank them and assume the match ups.
Or worse, fail to think of any match ups since the Straw Hats current bounties don't really represent their strength since this is the first time they're actually going all out since the time-skip. Outside Luffy, whose bounty is the most updated one, the prices on their heads came for just being in the Straw Hat crew. So Black Maria's bounty may be two or three times Robin's bounty and it would be distracting to think how that would affect their fight.