Corise, getting old, would probably be leading the Confederation alongside the Commonwealth against TNO. That is, assuming the Confederation lasts that long.
Thirty years is but a smattering, the blink of an eye, for one so long lived as Beff Pike. Of the species known as Anzati, he lives a life measured in millennial increments. That having been said, Beff Pike is already quite aged even for his species and would be, nearing the twilight of his years and would be likely of a mind to prepare for himself a suitably comfortable and lasting retirement. However, a true hunter of bounties of all variety, he would doubtless come out of his elected seclusion to embark upon some pivotal campaign to capture and deliver some key figure in Galactic Events and given the dreams and ambitions of those posted above, I am of the opinion that he would have no shortage of contract targets.
Doubtlessly the Bounty Hunters Guild would still persevere in its own little way, continuing to do what it does best (lurking) under the firm guidance of President Pike and/or one of his minions in the form of Jorel Fett or General Skurge. Perhaps even, having reclaimed Mandalore he would have resumed the title synonymous with dominion of that planet. If so, having embarked upon a mission to reclaim the heritage he deems his own, would have pilfered from the Empire the planet Anzat and solidified a place for himself in the annals of history.
It's easy to consider these things in the abstract.
Lord Dioan Silk, I like to think, would be alive yet and cursed with unnatural longevity of the sort acquired through Sith magics and Alchemy attributed to the theft of life energy from those around him. Having consumed a swath of planets and established a dominion alongside his student, Dacian Palestar he would look to create his own niche in the Galaxy leaving Dacian as conquorer and new Dark Lord of the Sith while himself embarking upon a mission to ressurect the power of his mentor and master, Dark Lord Maim so that he may steal those powers for himself. Forever a soldier and Sith, he would have likely created a warrior regime of chaos the likes of which tend to be affiliated with most Dark Side Empires.
Or, he'd be dead because... fuck. He's old now. Originally a member of the elite Royal Guard under Palpatine you can guess he's got his fair share of collected cobwebs. So dead or all powerful. It could go either way.
And Lance Shipwright, along with the rest of the current Colonial power players, would likely have retired from public office leaving a new generation of Colonials to continue what their parents began. Likely as a member of either the Commonwealth or League of Nations, the Colonies would continue their internalized growth until becoming a static element in Galactic politics. That or, in a nightmarish twist of fate, the Colonies would have pushed too hard, been too regimented in their approach to life that they would have made enemies outside of their alliances and, lacking the substance or size of factions like the Empire, would have been run under and consumed in the every expanding bid for the Galaxy.
I like to think that all of my character projects would still be doing well in to the next thirty years but even I have to admit that with the intrinsic variable of such a proposition there is literally no way to be sure save to write that future now, presently. But the truth is that we exist within a dynamic universe in a constant state of flux, such that coming to any clear determination of where we will all be is neigh on impossible. All the same; these hypothetical exersizes are generally fun just for the sake of shits and giggles.
I hope everyone had/is having fun with it. If not, screw you hippie!