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If they really want Roman Reigns to get over as a main event level babyface, then here's what should happen: He wins the tournament, then HHH comes out and sarcastically says he forgot to mention before that the winner of the tournament has to go through him at the end of the night as well to prove they deserve the strap. Reigns, completely fatigued and exhausted from having already wrestled two or three matches that night, falls victim to the almighty Pedigree and Triple H is officially your 14-time WWE Champion. (His purposes for winning are to keep the title warm either until Seth recovers or until he finds a decent enough replacement for him as "The Guy.") Reigns then wins the Rumble while HHH maybe feuds with Dean Ambrose and possibly another filler opponent, and we build towards HHH vs Roman Reigns for the WWE Championship at Wrestlemania 32.
I think we can all agree that Reigns will never be the face of the company (at least not in his current character), but he CAN still be a legitimate main event star, and since HHH is a GOAT heel when he wants to be, there's be no better person from him to go over than HHH. Reigns would be booed against Brock Lesnar or a heel Ambrose. Hell, he'd even be the least popular guy in a Shield triple-threat. But against HHH, a match they've been wanting to do since last year and have never got the chance to yet? I can see him being cheered by the majority on that one. (He might get cheered against Cena as well, but it's better to save that match for later. Who wants to see Cena win another championship anyway?)
I think we can all agree that Reigns will never be the face of the company (at least not in his current character), but he CAN still be a legitimate main event star, and since HHH is a GOAT heel when he wants to be, there's be no better person from him to go over than HHH. Reigns would be booed against Brock Lesnar or a heel Ambrose. Hell, he'd even be the least popular guy in a Shield triple-threat. But against HHH, a match they've been wanting to do since last year and have never got the chance to yet? I can see him being cheered by the majority on that one. (He might get cheered against Cena as well, but it's better to save that match for later. Who wants to see Cena win another championship anyway?)