Huge changes to the timeline.
And in Legends, this (time travel) actually happened.
The Sith battlecruiser
Harbinger got yeeted 5000 years into the future when their hyperdrive got damaged by a Jedi saboteur.
Definitely didn't know about that, but thanks.
Vader would be inclined to establish his own state in the Outer Rim; destroying criminals with brutal efficiency, dismantling the Hutt Cartel, and eliminating the megacorps.
EDIT: almost forgot. How big is Death Squadron at the time of the jump? How many ships, what type, etc?
Pretty much what I thought, yes. He'd certainly be wise to market Death Squadron as a force of security and prosperity for a Rim long neglected by the Core, so perhaps pure strong-arming (while it will still happen at times) won't be as viable, if he's to prove himself any better than the Hutts or the mega-corps. Death Squadron might also want to lose its name for PR reasons, though there are other badass names they can replace it with. In which case, might I suggest The New Order--or, perhaps, The
First Order? What we got in
Canon may have been too hammy and imitative of the Original Trilogy, but the name itself is still pretty cool, I think (and that Vader should be the one to redeem it). 😉
As far as strength goes,
Canon numbers indicate that Death Squadron has one
Executor, five
Imperial-class Star Destroyers, and the 501st Legion to work with. Which may not be exhaustive by normal Imperial standards, but relative to a demilitarized Republic and a blockade run by a mega-corp rather than a professional military, those odds don't sound half-bad. Ditto with the
Executor also being sent back, both for its firepower and the intimidation factor of a gargantuan, dagger-shaped vessel bristling with weapons.
Legends numbers, while having Death Squadron boast the same number of
permanent capital ships, are better (due to its preponderance towards appropriating vessels from other task forces, from time to time). Honestly, we could probably just send the dozens of Star Destroyers in its arsenal at the Battle of Endor back and watch the fireworks, though part of me wonders if that makes things a notch
too easy, as far as Vader beating back foes and carving out his own "politely governed", totally-not-a-Sith-fiefdom in the Outer Rim goes.