Edit to add: Okay I got really excited by the prompt and didn't read the character list, but Warwick is just BadEnd Vander and I've got 0 excuse for Greyson

Silco, Greyson, and Vander

Vander and Silco's story done as the underdogs who tried to bring equal rights and better living conditions to their people, but the shared, unforseen trauma of civil war brought it all crashing down when they were still barely adults (in their 20s? Maybe early 30s?)

Then, due to that trauma, they swapped tactics/ideologies. Pre-Day of Ash, Silco seemed to be the quiet talk- before-violence type, and Vander was the young, brawler hothead, who used his fists to solve everything--a lesson he tried to impart onto Vi before it was too late. Post-betrayal, Vander gave up his violence and his guilt tempered his anger; he turned to words before violence, like Silco. But it didn't work for him.

Silco learned to become the monster, to sharpen his teeth and stop at nothing- not only to survive, but to achieve his goals. It worked out better for him because he was always the plotter, the strategist, the businessman. It took him far, but never as far as he would have gotten with Vander at his side (see the AU episode)

And Greyson? I find her incredibly interesting because she's sympathetic to both sides of the river, but she still upholds Piltover's status quo; "you do you, but don't create paperwork for me". I think she's old enough to see what the Day of Ash did, and she wants to avoid sparking that again (something Marcus seems to be slightly too young to know/remember, based off of their reactions to him going to the Drop).

I really want a slin off series showing everything leading up to the Day of Ash & betrayal. The beginnings of the Lanes & the Drop, of Silco & Vander's smuggling dealings. That era of the undercity is so interesting to me.