If the story can get over the hurdle of minutiae and Treknobabble, then it's not difficult. The more it feels like a crutch or a workaround is when the issues seem to start. Add in a proper vision and some good writing to allow one to roll with the premise -- "Little Green Men" did the remarkable in using time travel as a plot device, yet again, and manages to overcome it. I can rewatch that a dozen times. Unlike a certain 1996 film that falls all over the place and not just because time travel was thrown in as a hype-worthy event.
Redemption II bugged me more given how perfect Data was at emulating a captain style (and not a PIcard one at that despite Picard being the mentor to teach him about humanity), which was promptly disused forevermore. Especially when "In Theory" did a similar routine, also loosely, also quickly dismissed. "Weekly reset button" tv trope or whatever it was since sci-fi that kept to such continuity so sternly, and serialized, had yet to really develop... The Robson subplot felt contrived as well.
Technology wasn't even a direct issue with Redemption II; with warp speed and calculating distances, they could get around the teeny tiny net with ease. They acknowledged the number of ships as I recall, not a contrived "they're short on fuel so they have to go this way" routine. They were making a mountain out of a pimple, which is smaller than a molehill... Never mind Data could take 2 & 1/2 seconds to tell the communications officer to send a coded message to Picard or whoever WHILE reminding Hobson to obey orders and he'll explain - didn't he already say the magical radiation signature wouldn't last long so they'd have to act fast? A handful of seconds wouldn't make a huge difference - adding some difficulty if Data was wrong, sure... but it wouldn't be all that decisive, given the importance the story also placed on "we only have 12 ships, the fleet is dispersed cuz borg boomboomed the fleet last year, etc". Data was wanting everyone to obey him while he was disobeying everyone above him. In a way, the story acknowledging various issues was pretty cool. If anything, it overreached and had to contrive too much to make up for it?