As we all know, Triple H has been in quite a few factions: DX, The Corporation (briefly, only to form the actual faction that will have a part of this thread, the Mcmahon-Helmsley faction) and ultimately, Evolution.
D-generation X (97-99/00) : Perhaps the first real exposure for Triple H as a whole, yes certainly he had exposure as champion and somewhat of a popularity during his kliq times and when he was basicly a singles competitor unassociated with Shawn Michaels, or Chyna, to put it commonly, the period where he was strutting around acting like the actual (as Wikipedia calls it so kindly) the Conneticut Blueblood: Hunter Hearst Helmsley.
Anyway, onto the actual matter of this thread, Triple H got very over as a beloved favourite with his segments and mockery alongside Shawn Michaels, Chyna and Rick Rude, later on as the leader of the faction, doing numerous unforgettable segments and promo's such as his mockery of The Rock, or DX's grill segment (suck the c**k
)
During the time Triple H participated as a member of DX he also won quite a handfull of titles
The Mcmahon-Helmsley faction (or Era, whatever you please) : An onscreen marriage with the bosses daugther, a proper heel turn (even thou he was still considered a heel during his DX period, but still, cheered by the fans) and what would end up bringing Triple H to the position of what would be considered "top heel" and the birth of "The Game".
He was put in great main event feuds alongside The Rock, and Mick Foley.
This faction was the solidified him as a main eventer (in my eyes atleast) and was the stepping stone into the character he's been showing for so many years, the sledgehammer, the heel you loved to boo, and the guy you tuned in to watch getting beat, a true heel.
Again, winning titles, not as many as he did during his D-generation X days, or the amount which he would go on to win, but still, he did win the WWF title 2 times (I know it's WWE today, but it was WWF back then)
This faction coming getting a brief break during the time where Triple H was out with his first quadriceps tear, only to return to what would ultimately mean a face turn on the part of Triple H.
Which would ultimately cause the demise of the faction by the early half of 2002 after a storyline pregnancy and Stephanie teaming with Chris Jericho, in the end giving us an otherwise awesome moment with the crowd singing as Stephanie was dragged from the arena (awesome in my opinion)
And last, but most certainly not the least.
Evolution: In my opinion perhaps the greatest faction in WWE to this day, yes my signature and avatar screams D-generation X mark (as Lee so kindly put it
).
Evolution starting in the autumn of 2002, brought us the concept of two ring veterans (one more than the other) and two "rookies" with the idea that numerous years of experience from Ric Flair (in Evolution words: the past) the experience and exposure to the wrestling crowd being associated with the one and only World Heavyweight Champion: Triple H (Evolution words: the present) and the two up and coming future stars, the enforcer, Batista, and the "wildcard" (being unable to find other words that would be more fitting for Randy, you are more than welcome to replace the word
) Randy Orton (Evolution words: the future)
Evolution saw Triple H gain numerous world title reigns (5 to be exact) and holding onto the title for longer than any other wrestler (combined reigns, Batista having had the longest single reign).
during the period as the leader of Evolution, we saw the exposure of many great feuds (in my opinion, if you don't like certain feuds, or any of the feuds during Evolutions time, thats your opinion) with the names such as Shawn Michaels, Goldberg, Randy Orton (when kicked out) and ultimately Batista himself, before what was Evolution, turned into a "Wrestler and somewhat wrestle active manager"
During Triple H's period with Evolution, he went on to further the careers of two current main eventers and world champions, he gave Ric Flair a purpose during those years, instead of being an older wrestler, just wrestling.
Some of the promo's that were cut during Evolutions lifespan was also awesome, the promo's between Triple H and Shawn Michaels and ofcourse the promo's between Evolution itself.
Evolution came to an end at Wrestlemania 21, where the 3rd member, Batista, Royal Rumble winner challenged and defeated Triple H to end his final reign as World Heavyweight Champion to date.
Now that we have some background story to these three great factions Triple H has been a part of, and ultimately brought furthered his own career, and contributing to the wrestling business in 3 different ways.
To personally answer the thread question, I personally think that Evolution did the most for Triple H's career compared to the amount of popularity he already had established for himself at that period.
Yes certainly he got incredibly popular during the time of D-Generation X, and he was established as a firm main eventer during the time of the Mcmahon-Helmsley era, but not enough to compare to the amount of heat he gathered during the Evolution days, or the legacy that he build during Evolution, cause if you ask me, Evolution solidified him as one of the greats of WWE history.
So now I ask you, what faction do you think had the biggest impact of Triple H's career? compared to the establishment he had already build before getting involved in the faction.
D-generation X (97-99/00) : Perhaps the first real exposure for Triple H as a whole, yes certainly he had exposure as champion and somewhat of a popularity during his kliq times and when he was basicly a singles competitor unassociated with Shawn Michaels, or Chyna, to put it commonly, the period where he was strutting around acting like the actual (as Wikipedia calls it so kindly) the Conneticut Blueblood: Hunter Hearst Helmsley.
Anyway, onto the actual matter of this thread, Triple H got very over as a beloved favourite with his segments and mockery alongside Shawn Michaels, Chyna and Rick Rude, later on as the leader of the faction, doing numerous unforgettable segments and promo's such as his mockery of The Rock, or DX's grill segment (suck the c**k

During the time Triple H participated as a member of DX he also won quite a handfull of titles
The Mcmahon-Helmsley faction (or Era, whatever you please) : An onscreen marriage with the bosses daugther, a proper heel turn (even thou he was still considered a heel during his DX period, but still, cheered by the fans) and what would end up bringing Triple H to the position of what would be considered "top heel" and the birth of "The Game".
He was put in great main event feuds alongside The Rock, and Mick Foley.
This faction was the solidified him as a main eventer (in my eyes atleast) and was the stepping stone into the character he's been showing for so many years, the sledgehammer, the heel you loved to boo, and the guy you tuned in to watch getting beat, a true heel.
Again, winning titles, not as many as he did during his D-generation X days, or the amount which he would go on to win, but still, he did win the WWF title 2 times (I know it's WWE today, but it was WWF back then)
This faction coming getting a brief break during the time where Triple H was out with his first quadriceps tear, only to return to what would ultimately mean a face turn on the part of Triple H.
Which would ultimately cause the demise of the faction by the early half of 2002 after a storyline pregnancy and Stephanie teaming with Chris Jericho, in the end giving us an otherwise awesome moment with the crowd singing as Stephanie was dragged from the arena (awesome in my opinion)
And last, but most certainly not the least.
Evolution: In my opinion perhaps the greatest faction in WWE to this day, yes my signature and avatar screams D-generation X mark (as Lee so kindly put it

Evolution starting in the autumn of 2002, brought us the concept of two ring veterans (one more than the other) and two "rookies" with the idea that numerous years of experience from Ric Flair (in Evolution words: the past) the experience and exposure to the wrestling crowd being associated with the one and only World Heavyweight Champion: Triple H (Evolution words: the present) and the two up and coming future stars, the enforcer, Batista, and the "wildcard" (being unable to find other words that would be more fitting for Randy, you are more than welcome to replace the word

Evolution saw Triple H gain numerous world title reigns (5 to be exact) and holding onto the title for longer than any other wrestler (combined reigns, Batista having had the longest single reign).
during the period as the leader of Evolution, we saw the exposure of many great feuds (in my opinion, if you don't like certain feuds, or any of the feuds during Evolutions time, thats your opinion) with the names such as Shawn Michaels, Goldberg, Randy Orton (when kicked out) and ultimately Batista himself, before what was Evolution, turned into a "Wrestler and somewhat wrestle active manager"
During Triple H's period with Evolution, he went on to further the careers of two current main eventers and world champions, he gave Ric Flair a purpose during those years, instead of being an older wrestler, just wrestling.
Some of the promo's that were cut during Evolutions lifespan was also awesome, the promo's between Triple H and Shawn Michaels and ofcourse the promo's between Evolution itself.
Evolution came to an end at Wrestlemania 21, where the 3rd member, Batista, Royal Rumble winner challenged and defeated Triple H to end his final reign as World Heavyweight Champion to date.
Now that we have some background story to these three great factions Triple H has been a part of, and ultimately brought furthered his own career, and contributing to the wrestling business in 3 different ways.
To personally answer the thread question, I personally think that Evolution did the most for Triple H's career compared to the amount of popularity he already had established for himself at that period.
Yes certainly he got incredibly popular during the time of D-Generation X, and he was established as a firm main eventer during the time of the Mcmahon-Helmsley era, but not enough to compare to the amount of heat he gathered during the Evolution days, or the legacy that he build during Evolution, cause if you ask me, Evolution solidified him as one of the greats of WWE history.
So now I ask you, what faction do you think had the biggest impact of Triple H's career? compared to the establishment he had already build before getting involved in the faction.