I actively disliked Jackie in my first playthrough (Female Corpo V). I really disliked how the game railroaded me into an awkward friendship with him, which feels especially forced when you're playing the Corpo lifepath - why would a Corporat associate with this guy? I kind of felt like the dynamic between Jackie and Female V was kinda awkward too.
When I did a second playthrough as a Male Nomad V though, I actually warmed to him a lot more. The relationship between them felt more organic and plausible (i.e. the intro montage depicting Jackie showing V around NC actually makes sense in this context). I could believe that Nomad V would be friends with him.
Overall though, I think a more palatable character should've taken Jackie's place in the prologue, someone who could've plausibly been friends with any of the lifepath Vs. I think T-Bug worked pretty well for that reason.
Corpo V actually has the most reasons to be friends with Jackie.
Jackie saved corpo Vs life before we even see them (they remark on this during the funeral)
Jackie has worked with corpo V multiple times before the prologue, they talk of at least two jobs where Jackie did extremely well.
And Jackie gave V opportunity and purpose at a crucial time, when most corpo rejects end up doing something stupid or suiciding, having lost everything.
But also, people misunderstand Jackie and his relationship with V. Jackie is the one who is carrying the enterprise.
Jackie is the one who has built reputation, connections, and trust before V even comes into the picture. Which is the hardest part about being a Merc. Jackie is humble, and he offers V partnership, but Jackie was the one who gives V the opportunities. He cosigns V, and promotes V. Vouches for V, allowing V to shortcut in 6 months what other people take years to build. The trustworthy ripper, who let's you get cyberware on a promise? He is Jackie's old friend. (tells you when you scan him)
Rogue remarks later in a phonecall, She as a fixer doesn't trust V, and other mercs don't trust V. Mercs usually work in a team, V is alone. V doesn't reach this level again until the final mission, and in rogue's ending, its Johnny's team. V is highly skilled, but Jackie brings the connections and charisma. Lets be honest, V is very lucky, because you can't do much on your own, and V at no point shows leadership or the ability to cultivate a group. V is lucky they make friends with people who have this skillset, like panam, Jackie, rogue and johnny. Or maybe its not luck, maybe V purposefully associates with those people.
Now, its possible corpo V is using Jackie for his rep, connections, and ability to bring people in. But he's not the useless funtime guy that people see on the surface. Even if corpo V is cold and calculating, Jackie brings a lot of value.
this doesn't mean yall should personally like Jackie, but he's not a goon.