I phrased it badly. When the U-wing left Jeddek it was in atmosphere, and it is the first time we ever saw a ship jump to hyperspace while in the gravity well of a planet. one of the major plot points of TFA was reverting from hyperspace in the planet's atmosphere to avoid the shields. Thus, it seems not that Gravity wells do not affect hyperspace travel anymor
I was more annoyed with that ship and how it moved it's wings. It moved them forward when it left atmo, as if it needed them to the side to fly in atmosphere. Ok fine, that makes sense, this is a universe with repulsor technology and artificial gravity technology (otherwise nobody would be walking around on those non-rotating ships), but sure, it needs wings to fly. But then when it lands on the new planet it flew to, it keeps the wings forward!! So why the heck do they move?!?! They serve no purpose other than to look cool and make fans go "oooh! it moves the wings!" *fangasm*
As to gravity effecting jumps, I still don't see the problem. All we have been told in the movies, that I can recall, is "Without proper calculations, you could fly right through a star, or bounce too close to a supernova, and that would end your trip real quick wouldn't it?" Nothing that was done in TFA contradicts that as far as I'm concerned. They never said you CAN'T fly close to gravity objects, just that it's a Bad Idea. Remember, the "we pull you out of hyperspace" thing is only in the games/books/etc, which is non-canon. Maybe they did it in Clone Wars, talking about bumping into a gravity well and it pulling them out, but I don't remember. The only time I recall anyone shutting down hyperspace was with a technological device, that messes with hyperspace drives that are close. That's not gravity, that's technology messing with technology.
The fact that Han was jumping into an atmosphere was still incredibly dangerous, because he might slam right into the planet...like what he warned Luke about. But he apparently had "precise calculations", and was an ace pilot.
Yes, real time conversations existed via the Holonet. But before SW:Rebels, The rebellion had no access to instantaneous communication (as far as we knew). If it were possible I think the rebellion would have found a way to make sure the Rebel Strike force lead by Han Solo on the forest moon of Endor had some way of communicating with the Rebel Fleet. Which would have allowed the rebel fleet to hyper in, as soon as the shields were down
How do you know the rebels didn't have access to that type of communication prior to rebels? The technology clearly existed, and was common enough (and small enough) to fit into starfighters (Obi-Wan's fighter in Attack of the Clones) That implies that the technology was commonplace, and ubiquitous. There is no reason to assume the various ships and outposts of the rebellion didn't have at least some access to it. I mean heck, their fighters probably had the stuff if nothing else, and those massive cap ships? You think they didn't build those with long range communication in mind from the production level?
As to your example from Return, don't forget that the Empire had set up a trap for the rebellion, and Lando even says "Well how can they be jamming us if they don't know.......that we're coming?" So clearly the ability to communicate was being hampered by the entrenched Imperial forces. That's not speculation, that's flat out established, and clued Lando in early enough to save the fleet. So yeah, jamming all comms in that sector that weren't hardened and secured to Imperial circuits? Seems perfectly logical strategy for a group doing an ambush.