Red Brambleback

Q. Do I have to pay for each trigger being doubled? For instance can I exhaust Rek'Sai, Void Burrower to get double the reveal effect?

You must pay costs at finalization. Red Brambleback/Blue Sentinel would indeed double the Conquest trigger of Rek'Sai (becoming pending items), but you would only be able to pay and finalize one of them onto the chain (as you can't exhaust twice). Effect will therefore resolve only once.

**Q. If I hold with Red Brambleback equipped with Trinity and Skyfall, do I score 2 or 3?"

A. You score only 2. One from Holding and one for Trinity when you Hold.

The doubling of conquer effects of Red Brambleback only applies for effectively conquering.

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Bramble doubles conquer effects for conquering here.

While reckoners does simulate a conquer for conquer effects (we know this because of the UNL FAQ), it also tells us explicitly that no conquer actually occurs. So, while your conquer effects are triggering, you have not conquered there. Ruling: Bramble does not double reckoner's arena trigger

Q: Do their "Conquer/Hold" effects apply to both units and the battlefield?

Yes.