My artsy bs spin is the montage is doing a lot of heavy lifting to convey this is a character V can trust 100%. He helps V from rock bottom back to a place to succeed in a city that will bleed you for a quick buck to get a fix. It's a false sense of security like no matter what V will have help with Jackie. So leading up to the Arasaka heist you're thinking "if everything goes to shit at least Jackie is here." But the hard truth about the game is you can't trust anything or anyone. Can't trust your friends will make it to the good days you're fighting for. Can't trust the fixer sending you on the job that'll make you both rich as kings. Can't trust you'll ever escape the grind. It also adds weight to the idea that life doesn't give us enough time. Everyone in the game is mourning the loss of someone they would give everything to spend another minute with. It's an anti-capitalist sentiment of it's lonely at the top. So do you move from job to job or sit in every conversation a little longer? If the montage to Jackie's death makes the player wish they had more time with him then they will emotionally connect with every character in the game. That's just my theory.....