#1 If they had aligned him with Paul Heyman
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A potential decision that could have changed the landscape of the WWE was Paul Heyman's alliance with Roman Reigns.
The Advocate is a huge fan of the Samoan's ability and has always been open about his respect for the Samoan bloodline.
Paul Heyman was rumored to turn on Brock Lesnar at WrestleMania 34 and join forces with Roman Reigns. If WWE did approve this decision, then this would have brought a breath of fresh air on Monday Night Raw.
But the Chairman never even considered aligning his golden boy with the greatest mic worker in the history of this business.
There's no denying that Paul Heyman can turn anything into gold and if he was provided with the opportunity, he could have elevated Roman Reigns to unimaginable heights.