#2 CM Punk had arguably the best run of his career with Paul Heyman
Paul Heyman had been away from WWE for several years when CM Punk named him in the "pipe-bomb" promo. This mention once again made Heyman relevant in the world of professional wrestling and paved the way for his return with Brock Lesnar in 2012.
Due to the number of obstacles placed in his path, CM Punk's rise to the top of WWE was extraordinary. Punk was seemingly persona non grata in the company from his first day and was even placed on the chopping block in OVW. However, Heyman was always a firm believer in the Chicago native and took him to the newly-formed ECW brand in 2006.
When Heyman returned to the company in 2012, an on-screen union between the two was inevitable. Punk, the WWE Champion at the time, turned heel when he attacked The Rock and then joined forces with Heyman on the following episode of Raw.
While Punk was incredible as an anti-authority rebel, he was even more entertaining as a heel World Champion with Heyman in his corner. The Straight Edge Superstar elevated his promos to a new level and put on several compelling pay-per-view matches.
CM Punk was undoubtedly Paul Heyman's best partner in crime, but he falls just short of the number-one spot because his run with the New York native didn't have the longevity of the next entrant on the list.
#1 Paul Heyman and Brock Lesnar are an iconic pairing
When Paul Heyman was appointed Brock Lesnar's "agent" in 2002, both men's careers changed forever. Lesnar's career took off instantly while Heyman received an opportunity to establish himself as one of WWE's greatest ever managers.
When The Beast Incarnate returned to WWE in 2012, bringing back Heyman as his mouthpiece was a no-brainer. In the following years, the two stars have cemented their legacy as one of the most iconic pairings in professional wrestling history.
Until the legendary manager allied himself with The Bloodline, the duo were WWE's biggest attraction for nearly a decade. For all his other achievements in professional wrestling, there is an entire generation of fans who will primarily remember Paul Heyman as Brock Lesnar's advocate.