Sing, Oh Muse!

Wesker's education is undoubtedly orchestrated by Umbrella/Spencer. Conceived and planned by Lord Spencer and his colleague Dr Wesker, Albert’s education was designed to make him an active defender of utilitarian philosophy, though devoid of its moral aspect. 

I believe the STARS, its inability to let go of the past, particularly Chris, reveals something else.

Even if "little piggies" sounds provocative and unflattering, and even if he evokes "a family reunion" in an ironic way, there is still something along the lines of possessiveness that manifests itself. When it comes to Chris, Wesker is the most ambivalent, helping him during the events of RE1, lamenting why he "cannot understand" his vision in RE5 and expressing his pride at every encounter.

The point is, Wesker almost never made a choice that wasn't designed by Umbrella in his life. Even his suicide and following rebirth, that he saw as a way out to escape Umbrella's shadow (he symbolically steps on his glasses branded with "property of Umbrella"), was overseen by Spencer. But he chose the STARS members.

And yet, when he was given full latitude to build up a team from scratch, he selected talented people, sure, though displaying an unconventional profile and a sense of honor and justice. Chris was kicked out of the USAF, Jill's father is a notorious thief (and herself is suspiciously good at picking locks), Kenneth is a chemist, Richard Aiken lost his sister and wanted to protect others at all cost... etc. Wesker's targeted people who were courageous, empathetic, and strong-willed. And yet, at this point, he didn't know what Umbrella's planned to do with them. He just did as he was told, and he chose them freely without Umbrella interfering.

He willingly chose to surround himself with people who absolutely did not share his beliefs. He did NOT choose meek people. He COULD have found competent AND cynical, less idealistic, less intelligent, policemen. But he chose them, introducing a risk factor as he was actually reporting to Umbrella. He chose people who have a strong moral compass, though they are less likely to be manipulated, are more difficult to lie to, and would rather not compromise. People with a sense of justice are often fierce and eager to defend their beliefs even though it's not in their best interest. They could have put Wesker in a delicate position, and, as a matter of fact, Chris, Forest, and Joseph were hated by Brian Irons.

So, why did he do that ?

If you listen attentively to Wesker's soliloquy in RE5, while he tries to pursue Chris as a clumsy octopus-like monster, I believe it makes sense if you consider he sees himself as a Messiah of sorts and a Creator.

Wesker hates humanity. But before his experience with STARS, humanity was actually comprising his colleagues within Umbrella. Umbrella taught him that people are worth less than nothing. (Though ironically, Umbrella's executives and accomplices, such as Brian Irons, probably reinforced Wesker's belief that humans were to be punished and corrected).

And so, when he loses his mind, he does not ramble, like a classic comic book villain, that humans are stupid or a lost cause. No. He laments that he sees "war and pestilence" whenever he goes. He wants peace. He relishes on being a Creator, a Demiurge. He wants to punish humanity AND start anew. That's precisely what Uroboros, a never ending circle of life and destruction, encompasses.

Wesker doesn't ONLY want to punish humanity. He wants humanity to do better, even though his method is totally irrational (as you could argue that he was the one bringing up War and Pestilence at its climax in their universe...).

He hasn't killed Chris, nor Jill, AND he EVEN confesses that he should have killed him YEARS ago. But why does he want his former pointman to understand ? Why is he OBSESSED about Chris "not understanding", if he isn't supposed to survive ?

I think that in Wesker's twisted mind, Chris represents what humanity should be at his best. Wesker fawned over his Tyrant, because it was his Creation. A new Human, created by him, the first step to his new world. But Tyrant is soulless. Chris, and Jill and every member of STARS he chose, trained and teamed up with, embodied values that he regards as worthy, honorable. They had a soul. And they were his.

There is something so enticingly complex about a character who implicitely confess that the world would be a better place if people were all as good and pure as the STARS members were, while he killed them all.

This man is hautingly complex your honor. He is Frankenstein's beast and a coward and a nerd that loves his action men and women.

But alas, he suffers from chronic backstabber disorder and delusions of grandeur.

Wesker, who blamed "loathsome humans" for turning the world into a cesspool, was actually one of these humans he so despise, partly because he never really abandoned Umbrella's mindset ("you're just another one of Umbrella's leftover" ie : a thing that belongs to them and doesn't think for himself which is TRUE).

i may never finish this, but thats ok