HHH does share some similarities with Nicky Bockwinkle. Bockwinkle was also a loooooong running world champ who often retained under dubious circumstances(HHH has won clean way too often for a heel, non monster, champ). But Bockwinkle was incredible worker with a great moveset, he coupled that with a superb understanding of the pro game and stamina to play out great matches every night with widely varied opponents. 
  
HHH's substance use/bodybuilding have weakened both his moveset(he cant do everything he once could and nothing is at fast/fluent as before) and stamina. His grasp of main event storytelling is definitly very good...but his sad personal choice for the big muscles hurt his abilities to be the consistent 4-star main eventer like a Bret Hart, Ric Flair, or Nicky Bockwinkle.